Physical and chemical properties of jojoba oil.
Abstract
Unlike other crops, the jojoba shrub contains around 50% by weight of an almost odorless, colorless oil made mostly of monoesters of the straight-chain alcohols and acids, C20 and C22, with one double bond on either side. The shrub is distinct from other species. In order to create modified jojoba derivatives, scientists can modify both the olefinic group and the ester group of jojoba oil, which is detailed in this book chapter. Jojoba oil has been modified in studies for various uses. These alterations include isomerization, bromination, sulfur-chlorination, sulfurization, hydrogenation, epoxidation, hydroxymethylation, phosphonation, ethoxylation, Diels-Alder adduction, pinacol rearrangement, bonding with polyethylene, and boning with polystyrene matrix. The next paragraphs will cover all of the applications for these modified jojoba oil derivatives, including medicine, emulsifiers, detergents, surfactants, lubricating oil, lubricating oil additives, leather tanning, texture, and corrosion inhibitors.
Keywords
- jojoba oil
- spectrophotometric elucidation of jojoba oil
- ester group reactions
- C=C group reactions
- applications of jojoba oil
1. Introduction
Jojoba shrub is a drought-resistance shrub from Arizona, California, and Mexico indigenous [1, 2, 3]. Simmondsia chinensis is the evergreen and drought resistance. It can grow between 0.6 and 5 m in height and its roots can grow to 10 m in length. Jojoba’s shrub, which means either male or female (poisonous), produces flowers. Jojoba shrub is dioecious. The flowers will be pollinated by the wind at the end of March and by August, when the flowers will mature complete by October [4, 5].
1.1 General characteristics of jojoba oil
Jojoba is a vegetable oil obtained from desert shrub seeds native to Arizona, California, the North-West of Mexico, and Baja California (
1.2 Extraction of jojoba oil
The extraction of jojoba oil from seeds has several techniques [6, 7, 8, 9]. Spadro et al. [9] used filtration—extraction process for extraction of jojoba oil. This method consists mainly of: 1) cooking oil seeds are flaked at reduced temperatures and greater humidity than usual in hydraulic and screw-pressure cooking; 2) crushing the baked material by evaporative cooling; 3) slurry of the material with a filter, and 4) filtration of the slurry and a counter that is being washed by a rotary vacuum filter. The pressing and leaching of jojoba oil were researched by Abu Arabi et al. [7]. Mechano-pressing of the plants with or without application of heat in a method called expeller-pressing is the most direct extraction method of jojoba oil [7]. Cold-pressing and second-pressing are purely mechanical techniques used for extracting jojoba oil. The jojoba oil is usually filtered and screened after mechanical removal. Jojoba oil is subsequently pasteurized for safety and quality assurance.
1.3 Jojoba oil physical characteristics
Raw jojoba oil is a light gold fluid, has little impurity, and needs little or no refining for most reasons. There are no resins, tars, and alkaloids and there are only traces of wax, steroids, tocopherols, and hydrocarbons. It is generally unnecessary to neutralize oil because the fatty acids are generally small. While bleaching is generally also unnecessary, easy business methods can be applied to remove and generate yellow pigments. Oil is frequently pasteurized to kill microorganisms for cosmetic and pharmaceutical purposes. Working with jojoba oil is simple. It is nontoxic and organically degradable. It is easily solved with benzene, petroleum ether, chloroform, carbon tetrachloride, and carbohydrate disulfide, but it does not contain methanol or acetone [10]. The oil has promising physical properties for numerous industry demands; high viscosity index, high flash and fire points, high dielectric consistency, and high stability. The composition of its low volatility is little influenced by repeated heating up to extremely elevated temperatures. Kuss et al. [11] have produced comprehensive density, compression, and viscosity measures in jojoba oil. Jojoba oil has conductivity values in the range of 34–140oC comparable to oleic acid.
1.4 Chemical properties of jojoba oil
The raw natural extract contains 97% linear wax esters (the rest consists of free fatty alcohols and acids and tocopherols) because of their molecular homogeneity. The oil contains two C=C and one ester group, which enable the oil to make all alkenes reactions and all esters reactions. It also has incredible acid/alcohol combinations with C20 or C22 carbon atoms chain lengths. Common vegetable oils have, by comparison, fatty acids, mostly 16- and 18-carbon long chain. The esters are almost completely comprised of straight and alcohol chain acids [6, 8, 10, 11]. Iodine value, peroxide value, saponification value, unsaponifiable matter, and acid value are the most significant chemical features in jojoba oil (Table 1).
Physical and chemical properties of jojoba oil | |||||
---|---|---|---|---|---|
Freezing point | 10.6–7.0°C | Viscosity | Iodine value | 82 | |
Melting point | 6.8–7.0°C | Rotovisco. (25°C) | Saponification value | 92 | |
Boiling point at 757 mm under N2, 398°C | 398°C | MV-1 rotor in MV cup | 35cp | Acid value | 2 |
Smoke point (AOCS Cc 9a-48)b | 195°C | Plate and cone with PK -1 | 33cp | Acetyl value | 2 |
Flash point (AOCS Cc 9a-48)b | 295°C | Brookfield, spindle # 1, 25°C | 37cp | Unsaponifiable matter | 51% |
Fire point (COC) | 338°C | Cannon—Fenske, (25°C) | 50cp | Total acids | 52% |
Heat of fusion by DSC | 21 cal/g | Cannon—Fenske, (100°C) | 27cs | Iodine value of alcohols | 77 |
Refractive index | 1.465 | Saybolt, 100 oF | 127 SUSc | Iodine value of acids | 76 |
Specific gravity | 0.863 | Sayblot, 210 oF | 48 SUSb | Average molecular weight of wax esters | 606 |
1.5 Structure of jojoba oil
The structure of jojoba oil was elucidated, the double bond positions were almost exclusively ω-9, i.e., the ethylenic bond was between the 9th and 10th carbon atoms when counting from the methyl or terminal end of the backbone carbon chain. A small amount of the hexadec-9-enoic (0.1%) and octadec-11-enoic (1%) acids of ω-7 homologs have been found. All ethylenic bonds were cis in geometric configuration. Jojoba wax ester molecules are generally 98% cis- monounsaturated at the ω-9 position at both ends of the molecules. Figure 1 shows the molecular structure of the jojoba wax esters. Where (n) is 5, 7, and 9 and (m) is 10, 12, and 14, based on the environment in which the plant has grown [13, 14].
1.5.1 Elucidation of chemical structure of jojoba oil
1.5.1.1 Using gas chromatographic analysis
In 1971, Miwa elucidated the structure of different types of jojoba oil [15]. In 1984, Miwa investigated the structure of jojoba oil. The sections are supplied as a single molecular species within a particular chain length [16]. Cis 13-docpsenyl Cis-11-eicosenoate or trivial name is a primary component (37%) followed by jojobenyl jojobenoate (24%) and jojobenyl erucate (10%). Cis-11-eicoseneic (jojobene) is the primary acid (71%), followed by erucic (14%), and oleic (10%). Erucyl (45%) is the primary alcohol, and alcohol (jojobenyl) closely follows. The primary component in the lowest median molecular weight was jojobenyl (46%) instead of erucyl (42%).
1.5.1.2 Using GC/MS
Gayland et al. [17] determined the double bond positions in the fatty acids by GC/MS of their methoxy derivatives. Jojoba oil wax esters were assumed to be ω9-unsaturated. Until a report indicated that several isomeric fatty alcohols were present. After a sample of the Apache oil had been saponified and the methyl esters, derived from the fatty acids, and alcohols separated, methoxy derivatives were formed and subjected to GC/MS. The derivatives of the methyl esters showed only small amounts of positional isomers other than ω9, and only in the 16:1 (0.1% ω7) and 18:1 (1.0% ω7).
1.5.1.3 Using high-pressure liquid chromatography
Gayland et al., 1977 used high-pressure liquid chromatography (HLPC) to separate components according to chain length. When they use high-pressure liquid chromatography on a new micro-particulated reverse phase, rapid separation of long-chain triglycerides and wax esters by chain length and degree of unsaturation. Since the acids and alcohols of jojoba oil are virtually all monoenes, each peak in the chromatogram of jojoba oil contained the combinations of ester and alcohol of one chain length [17].
1.5.1.4 Using X-ray diffraction analysis
Simpson and Miwa [18] studied the structure of hydrogenated jojoba wax using X-ray diffraction analysis. They found that the chain shape is extended completely with ortho-rhombic 0⊥ perpendicular to packaging. In addition to the ester connection, the jojoba conformation appears to be unlike polyethylene. The jojoba unit cell is fundamentally rectangular and approximates the cell of polyethylene, compared to its oblique mono-clinical unit cells of long-chain esters earlier studied. The wax ester research shows mild chain tilt in relation to the abdominal plane. It is similar to polyethylene and contrasts again with the earlier researched esters. They found, finally, that hydrogenated jojoba wax appears to be more prevalent in polyethylene than in its own chemical generation.
1.5.1.5 Using differential scanning calorimetry
In 1996, DSC thermographs of native jojoba liquid wax esters were studied by David et al. [19] and found that one endothermal occurrence with a peak intake of 4.358°C, a maximum peak of 11.818°C and a total of 123.564 J/g, had been given by the thermogram of DSC for the native Jojoba liquid wax esters, while thermograms with fully hydrogen jojoba-wax esters were at their peak beginning, at a maximum of 67,575°C, and at a top maximum, at oscillating 69,066°C and at oscillating ∆HC of 218,269 J/g (Figure 2). Native wax esters, mainly the unsaturated shape, gave the 13.5°C falling point beyond the maximum DSC observed. However, compared to the maximum 69.1°C DSC, the fully saturated wax esters have a drop point of 72.3°C, as the dripping points are close to the highest DSC, the “A” endothermic event is di-unsaturated, and “C” is a fully saturated event, which is a maximum of 69.1°C.
The DSC thermograms for the trans-esterified wax esters indicated that trans-esterified wax ester mixtures with 5 and 10% saturation have produced the two endothermic events marked A for the event at around 5°C and B at around 20°C; the 3rd endotherm is first observed at 15% saturation at around 45°C and is increasing in saturation by 50% [19].
1.5.1.6 By determination of oxidative stability
The oxidative stability of wax esters was determined by a thermogravimetric analysis in 1979 by Hagemann and Rothfus [20]. The relative oxidative stability of sperm whale oil and 8 wax ester preparations is determined by comparing oxidization profiles that have been corrected for ester volatility. They found that, although more volatile, wax esters with unsaturation near the ester bond are as stable for oxidation as those with double bonding close to the center of each aliphatic chain. The oxidative stability of jojoba wax was determined by Arieh et al. [21]. The autoxidation of crude, bleaching, and striped jojoba wax was measured by speeds with accelerated oxidation (98°C), and the long induction of raw yellow wax (30 h) was observed by raw yellow oxidation compared with bleached wax (10–12 h) and striped waxes (2 h). A 0.02% hydroxytoluene or butylated hydroxy anisole was added to the wax and even improved its stability. Wax autoxidation was also considered at room temperature. In presence of light and air, the activity of the natural inhibitor was lost rapidly.
2. Modification of jojoba wax
A change or modification is usually made to improve something. The presence of two double bonds at jojoba (one each in the alcohols and acids moieties) as well as the ester group provides lot of scope to modify the oil [22]. Chemical modification of jojoba oil varies according to the type of attack occurs into: (i) attack at the ester group, “trans-esterification, hydrolysis, saponification, hydrogenlysis, ammonolysis, quaternary ammonium salt,” (ii) attack at the double bond including, “geometrical isomerization of double bond, hydrogenation, halogenation, sulfurization, halo-sulfurization, oxygenation, epoxidation, phosphonation, phosphosulphidation, alkylation, oxidation, episulphidation and polymerization”. These reactions will be discussed in the following paragraphs.
2.1 Isomerization of jojoba
In 1982, Brown and Olenberg [23] found that acidic bentonite clays initiate the isomerization of the cis configurations over a certain temperature when contacting jojoba oil. The technique of preparing jojoba oil isomerates melting above 25°C was used, consisting of the measures of contact between jojoba oil and acidic bentonite type clay at temperatures in the area between 150 and 350°C for adequate moment in order to instill in an adequate amount an isomerate with a melting process from natural cis configuration to a trans configuration. In 1984, Galun and Shaubi [24] perfumed jojoba wax over a variety of temperatures in a thermal insulation. They are isomerized to a temperature between 250°C and 400°C in the vacuum-sealed ampoules. The specimens have been heated for 192hrs at 53.3% trans jojoba wax isomerized at 300°C to 37.6% partially decomposed. Heating up 65% brassy in vacuum-sealed ampoules for 216 hrs at a rate of 300°C to 38%.
In 1984, Galun and Shaubi [24] were photosensitizing to investigate the cis-trans isomerization of jojoba wax. In the presence of sensitizers, wax solutions from jojoba have been radiated at room temperature over 366 nm at wavelengths. Only sensitizers with triple energy greater than 68kcal/mol have been isomerized by cis-trans. Quantum yields were low and the photostationary state achieved the conversion of up to 25% of the trans isomers. The general mechanism of the photosensitized process was originally proposed by Hammond et al. [25] and has been broadly applied.
2.2 Diels-Alder adducts of jojoba
The reaction of Diels-Alder is an organic chemical reaction [4 + 2] that forms a cyclohexene substituted system, between the conjugate diene and an alkene substituted, usually called the dienophile. In 1928, Otto Paul Hermann Diels and Kurt Alder described it for the first time and in 1950 they were awarded the Nobel Prize for chemical medicine. In 1982, Shani [26] introduced new jojoba adducts based on Diels-Alder reaction of jojobatetraene with three typical dienophiles (maleic anhydride, N-methylmaleimide, and acrylonitrile). Shani [27] also reacted oxygen with a conjugated diene to form cyclic peroxide, which lead to the formation of a furan derivative.
2.3 Oxidation of jojoba oil
In 1984, Galun et al. [28] examined the use of potassium permanganate and hydrogen peroxide for the oxidation of jojoba wax. Using the appropriate stage catalyst transfer, permanganate in aqueous structures oxidized the double bonds to carboxylates. Wax reaction in the acid formats, which was then hydrolyzed into nearby glycols, was caused by hydrogen peroxide. The hydrogen peroxide oxidation of these di-glycols was benzoylated.
2.4 Halogenation of jojoba wax
2.4.1 Chlorination of jojoba wax
In 1984, Gulan et al. investigated the halogenation of jojoba wax [28], including allylic chlorination with jojoba wax in organic solvents with t-butyl hypochlorite. They noted that when jojoba wax was reacted in presence of benzoyl peroxide with two equivalents of t-butyl hypochlorite, the di-chloro derivative was given. Chlorine atoms seemingly have a double bond on both sides. Chlorination of two equivalents of t-butyl hypochlorite without benzoyl peroxides as a catalyst also applies to the product of allylic, but there was also some addition to the double bond. In the presence of benzoyl peroxide as a catalyst, jojoba wax with four equivalents of t-butyl hypochlorite was combined with a compound of allylic chlorination and double bonding as well. Jojoba wax responded to the addition compound (VIII) by combining t-butyl hypochlorite and 6-chlorohexanol in benzene.
2.4.2 Bromination of jojoba
Shani added bromine to jojoba oil and trans-isomer [29], which, with the removal, provided the acetylene and allene components, respectively, if the base is excessively reacted. When limited base volumes were used, allylic bromine of liquid wax and trans-isomer and later HBr removal, the bromoolefinic products resulted in the two conjugated diene systems in either side of the ester (jojoba tetraene). Jojoba oil and trans-jojoba oil were also brominated using N-bromo succinamide (NBS). Two hexabromo-jojoba isomers were produced by Shani [30] in 1988 with bromine added to the bromoolefinic and bromolylic derivatives and one by jojobatetraine. Bis-Jojoba wax allylic or jojobatetraen monolylic bromination and HBr removal produced jojobahexaene which has two conjugated triene units on both components of the ester. In 2017, Rabab [12] prepared tertrabromojojoba via direct bromination of jojoba oil in an ice bath.
2.5 Sulfurization of jojoba wax
The word sulfurization refers to sulfur treatment and impregnation. Variations of the reaction conditions were used to make several sulfurized jojoba oils. The products vary in sulfur content and composition, sulfurisation of jojoba oil was researched in detail by Bhatia et al. [31], using elementary sulfur. To add total sulfur, four equal parts have been split. At 125
2.6 Ozonolysis of jojoba oil
The cleavage of an ozone alkene or alkyne forms organic compounds in which the double oxygen bond replaces the various carbon bonds. The outcome of the reaction depends on the type of multiple bonds being oxidized and the workup conditions. In 1986, the results from Zabicky and Mhasalkar [32] show the ozone reaction of jojoba wax in order to produce a stable diozonide which can be the starting material for multiple synthetic routes. In contrast to other fatty products, the reaction of wax with oxygen occurs undervarious circumstances, namely, the solvent, temperature, and ozone concentration
2.7 Hydroxymethylation of jojoba oil
McLellan et al. [33] indicated that Lewis’ acid-catalyzed additions to jojoba oil are readily available for the transformation to a range of derivatives of hydroxymethyl-substituted analogs.
2.8 Amination of jojoba oil
Amination is the method of incorporating an amine group into an organic molecule. In a number of ways, such as ammonia or other amines reactions such as alkylation, reductive amination, and Mannich reaction. This may be possible. Amination responses are usually associated with the amine as a nucleophile, as well as the organic compound as an electrophile. Amino derivatives of jojoba were synthesized in two stages by Victor and Arnon in 1994 [34]: Step one: azido derivatives synthesis: (i) by replacing the bromine atom or mesylate group already with an azide ion on the jojoba molecule; (ii) through ring-opening reactions of the azide ion with the epoxide; or (iii) direct adding bromoazide to the double C = C binding. Step two: aminojojoba hydrogenation of the azides. Another explanation is that the high azide excess (2-mol equivalent), the attack of one azide as a base on the more acidic hydrogen simultaneously with the nucleophilic attack of azide ion.
Reduction of azides into primary amines: azides of the jojoba series were thought to be reduced by means of sodium borohydride, a common azide-reducing reagent [34]. Rabab [12] prepared four different types of aminated jojoba derivatives by reacting brominated jojoba with (aniline, 2, 4—dimethylamine and 4—amino benzoic acid).
2.9 Epoxidation of jojoba oil
Jojoba oil is uncommon for vegetable oils because it does not contain glycerides, since jojoba oil includes both acid and alcohol in its moieties mono-unsaturation, the epoxidation of oil is expected to lead to the creation of a single product. Jojoba oil was epoxied using peracid catalyst [35].
2.10 Polymerization of jojoba oil
The unique structure of jojoba oil molecule enables it to undergo polymerization readily. The presence of two (carbon = carbon) double bonds introduces the jojoba molecule as a monomer for free radical polymerization. Liu et al. 2014 [36] prepared new dimers of jojoba oil wax esters using acidic catalyst in supercritical CO2 where the double bonds of the jojoba wax esters were opened and formed dimers. Jojoba oil also undergoes homopolymerization, copolymerization, and also terpolymerizaion [37, 38, 39, 40, 41, 42].
3. Applications of jojoba oil
Jojoba is the only known plant species containing fluid wax esters for seed storage. It is the vegetable oil of the crushed bean of the shrub (Simmondsia chinensis). Oil is approximately half the weight of the nut. However, Jojoba oil (JO) consists almost entirely (97%) of two monounsaturated hydrocarbon chains associated with ester. The characteristics of JO differ completely from those of other common VOs [6]. In fact, conventional oil plants produce three fatty acids which are attached to a molecule of glycerol, whereas JO is immune to glycerol, which consists of directly related acids. Jojoba oil has many uses. In the following paragraphs, we will discuss the uses of jojoba oil and its derivatives in life applications such as cosmetics and pharmaceutical, and their application in petroleum and energy sector such as; lubricants, corrosion inhibitors, biofuels, and the main unit in material synthesizing. In the following paragraphs, the useful uses of jojoba are mentioned.
3.1 Application of jojoba in the pharmacology field
The multiple plant medicinal, pharmacological, and human health applications of Jojoba are summarized in Table 2. The American people have traditionally used sunburn, wound, kidney colic, hair loss, headache, and soreness extracts from crushed plant products, Ranzato, and others [45]. Jojoba grains have produced highly unique waxy oil, which is similar to human sebaceous natural oil, making oil the most efficient candidate for skincare, Henderson 2015 [57].
Plant parts or products | Applications | Ref. No. |
---|---|---|
Ethanolic seed extract | Inhibit oxidative stress induced by fumonisins (mycotoxins) | [43] |
Meal (left over after oil extraction) | Livestock feed | [43] |
Oil | Bioenergy | [43] |
Simmondsia and its derivatives | Antifungal | [44] |
Oil | Anti-inflammatory (e.g. treatment for throat inflammation, wound treatment) | [45, 46] |
Oil | Relief for headaches | [45] |
Oil and seed extracts | Antimicrobial and antifungal | [47, 48, 49] |
Leaves (flavonoid compounds) | Antioxidant and lipoxygenase inhibitor | [50] |
Leaves and seed coats | Antibacterial and anticancer | [51] |
Oil | Lipoxygenase inhibitor | [52] |
Simmondsia, its derivatives and seeds | Antioxidant | [51, 53, 54] |
Oil | Pharmaceuticals | [55, 56] |
Oil | Skincare treatment/skin health | [57, 58] |
Meal | Anti-rodent | [59] |
Oil | Antifungal/insecticidal properties | [60] |
Crude extracts | Cyclooxygenase inhibitor (anticarcinogenic) | [61] |
Oil | Free radical elimination | [62] |
Oil | Skin antiaging | [61, 63] |
Oil | Replacement of sperm whale oil | [64] |
Oil | Stroke and diabetes treatment | [65] |
Oil | Antivirus properties | [55, 56] |
Oil | Hair health | [66, 67] |
Oil | Lubricating oil additives | [37, 38, 39, 40, 41, 42] |
The phytochemical compounds were obtained by Akl et al. [66], with effective jojoba and jatropha hull treatment which can be used for industrial, pharmaceutical, and nutritional uses. Belostozky et al. [68] have embedded and solidified liquid jojoba oil into porous, SiO2 (MS) hollow uniforms and have pharmaceutical and cosmetic applications in prepared compounds. In 2008, in skincare compositions, Hössel et al. [69] used cross-linking cationic copolymers and in skin cure compositions, consisting of at least one copolymer. A mix of oils for the therapy or prevention of skin ailments, for example, diaper rash and eczema and for skin softening was used by Henderson, 2015 [57].
3.2 Leather tanning
One crucial phase in the production of leather is the fat-liquoring procedure, which aims to produce leather with a full, soft handle, suppleness, and pliability as well as to enhance its mechanical qualities. For industrial applications, jojoba oil is of enormous significance. In 2011, El- Shahat et al. [70] studied jojoba oil for further use as a fat-liquoring agent in the leather sector. The investigation includes sulfiting jojoba fat liquid in order to prepare it for use. Under phase transfer catalysis, the sulfitation process was improved based on combined SO3 content (PTC). Phase transfer catalysts of the phosphonium and ammonium kinds were studied using two differently manufactured types: triethylbenzylammonium chloride (TBAC) and benzyltriphenylphosphonium chloride (BTPP) (TEBA). The tensile strength and elongation at the break of the leather were improved by the fat-liquoring process. Additionally, it was discovered that jojoba fat-liquor significantly improved the texture of the leather after treatment, by using SEM photos.
3.3 As plasticizers
In a standard formulation of polyvinyl resin, Fore et al. [71], ten maleinated Jojoba oil products have been screened for Buna-N rubber softener as plasticizers. They created methyl and butyl esters of maleinated jojoba oil, methyl esters of maleinated jojoba acids, hydrogenated methyl esters of maleinated jojoba acids, butyl esters of maleinated jojoba acids, hydrogenated butyl esters of maleinated acetylated jojoba alcohols, hydrogenated methyl esters of maleinated acetylated jojoba alcohols, and the ester preparations were assessed as softeners in a nitrile rubber composition and as plasticizers in a copolymer vinyl composition (polyvinyl chloride—polyvinyl acetate) (butadiene—acrylonitrile). Results from the plasticizer screening tests for all jojoba esters that worked well as primary or secondary plasticizers on milling wheels. Following a thorough analysis of the data, it was found that methyl esters outperformed butyl esters in terms of compatibility with milling rolls and plasticizing efficiency, as evidenced by lower modulus, decreased hardness, and increased elongation. Butyl esters only outperform methyl esters in terms of flexibility at low temperatures.
3.4 In candle manufacture
Jojoba oil can be hydrogenated easily into a soft wax and is suitable in candle wax various polishes, coating for fruits and pills, and battery and electric wires insulation [72]. There are numerous possible applications for jojoba oil and its derivatives, including the candle industry. Long-chain alcohols and acids with double bonds in slightly different locations (It is a source of monounsaturated acids and alcohols with 22 and 24 carbon chain lengths.) from those in other naturally occurring fatty acids are found in it. Jojoba oil can be utilized in the production of candles due to its high flash and fire points; it also has superior thermal stability.
3.5 In textile fibers
Jaâfar et al. [73] have made compressive knits infused with ethylcellulose (EC) microcapsules. Phase separation was used to create jojoba oil-filled ethylcellulose microcapsules. Jojoba oil was chosen because it prevents sebum buildup and is crucial for hydrating skin. Using acrylic resin (AR) as a binder, the resulting ethylcellulose microcapsules were impregnated into two distinct compressive knit surfaces. Scanning electron microscopy was used to examine the manufactured microcapsules (SEM). The resilience of the microcapsules, the effectiveness of the microencapsulation technique, and the estimation of jojoba oil concentration were also looked into. This method of application enhanced the fabric’s surface and made it possible to preserve knit’s original qualities, including touch, flexibility, and lightness, to the fullest extent possible, and to avoid the sebum accumulation [74]. Jojoba oil as natural biomaterial was also attempted for UV protective finishing of polyester and other textile substrates [75].
3.6 As surfactants, detergents, and emulsifiers
Jojoba oil has talented surfactant properties [76]. Linh et al. [77] prepared a promising surfactant mixture based on jojoba oil at a relatively lower salinity (0.5% NaCl) that is competitive with, or better than commercial detergents for application of the cold temperature detergent. Due to the elevated hydrophobic characteristics of jojoba oil, Magdassi and Shani have synthesized a number of surfactants [78], and indeed all of the cationic derivatives were surface-active agents. Szumała and Luty [79] demonstrated that jojoba oil, a liquid wax, can influence emulsion stability [80].
3.7 As corrosion inhibitors
Chetouani et al. [81] studied the effect of adding the natural material, jojoba oil, on molar hydrochloric acid corrosion, had been examined using measurement of weight loss and electrochemical polarization procedures. The rate of corrosion in the presence of jojoba was considerably decreased. The behavior of the amino jojoba derivatives has been examined by Rabab [12], by using mild steel at various temperatures (308, 318, 328, and 338oK) in 0.5N HCl by weight loss and chemical analysis methods.
3.8 As lubricating oil/lubricating oil additives
The application of jojoba oil in the field of lubrication was discovered in the nineteenth century. Jojoba oil has been used as a vegetable oil also it might be used with or without further modification as an additive “Viscosity index improvers, pour point depressants, extreme pressure additives….” for the lubrication process [37, 38, 39, 40, 41, 63, 80, 81, 82]. Jojoba oil was also used in the formation of semisolid lubricants (Grease) (Table 3) [13].
Monomer 1 | Monomer 2 | Monomer 3 | Ratio | Initiator | Solvent | Role | Ref. | |
---|---|---|---|---|---|---|---|---|
1 | Jojoba | ---- | ---- | ---- | BPO | non | VIIs and PPDs | [37] |
Dodecylacrylate, tetradecylacrylate, and hexadecylacrylate | Jojoba oil | ----- | 2:1 | BPO | non | VIIs and PPDs | ||
1-dodecene, 1-tetradecene, and 1-hexadecene | ||||||||
2 | Dodecylacrylate, tetradecylacrylate, and hexadecylacrylate | Jojoba oil | Vinyl acetate | 1:1:1 | BPO | non | VIIs and PPDs | [38] |
3 | Dodecylacrylate, tetradecylacrylate, and hexadecylacrylate | Jojoba oil | Vinyl pyrrolidone | 1:1:1 | BPO | non | VIIs and PPDs | |
4 | Decylacrylate | Jojoba oil | Dodecylacrylate Tetradecylacrylate Hexadecylacrylate | 1:1:1 | BPO | non | VIIs and PPDs | [39] |
Dodecylacrylate | Jojoba oil | Tetradecylacrylate Hexadecylacrylate | ||||||
Tetradecylacrylate | Jojoba oil | Hexadecylacrylate | ||||||
5 | Dodecylacrylate, tetradecylacrylate, and hexadecylacrylate | Jojoba oil | 1-dodecene 1-tetradecene 1-hexadecene | 1:1:1 | BPO | non | VIIs and PPDs | [40] |
6 | 1-dodecene, 1-tetradecene, and 1-hexadecene | Jojoba | Vinyl acetate | 1:1:1 | BPO | non | VIIs and PPDs | [41] |
1-dodecene, 1-tetradecene, and 1-hexadecene | Jojoba | Vinyl pyrrolidone |
3.9 As biofuel, bio jet fuel, and bio-diesel
Jojoba oil can also be used as a substitute fuel in cars and lubricants [83, 84]. Jojoba oil has high seed energy potential and negligible SOx emissions and relatively lower NOx emissions are exhausted when burned. This makes jojoba oil therefore an alternative fuel [85, 86, 87, 88, 89, 90].
Biodiesel jojoba has been regarded in latest decades as one of many countries’ most renewable energy sources [91]. Jojoba oil is a source of significant combustion energy and stable at a diesel engine’s high operating temperature. The oil itself and the biodiesel it produces have viscosities slightly outside the normal range of diesel fuel, but the jojoba-driven biodiesel can be circumvented in a mixture with standard diesel (Table 4) [83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95].
Biofuel/biodiesel composition | Applications | |||
---|---|---|---|---|
80% diesel | 10% jojoba methyl ester | 10% ethanol | C.I. engine | [83] |
60% diesel | 20% jojoba methyl ester | 20% ethanol | ||
Jojoba oil | 50/50blends of diesel fuel | --- | Single-cylinder diesel engine | [84] |
Jojoba cake | --- | --- | ||
diesel | 5% jojoba methyl ester | --- | Diesel engine | [85] |
10% jojoba methyl ester | --- | |||
20% jojoba methyl ester | --- | |||
Jojoba oil biofuel | Diesel fuel blends (0%, 10%, 20%, 30%, 50% and 100%) | --- | Diesel engine | [86, 87] |
Jojoba fuel 0%, 20%, 35%, and 60% | Diesel fuel 100%, 80%, 65%, and 40% | ---- | Small furance | [88] |
Jojoba methyl ester 0%, 5%, 10%, 15%, 20%, and 25% | Diesel fuel 100%, 95%, 90%, 85%, 80%, and 75% | 10% ethanol | Diesel engine | [89] |
Jojoba methyl acetate | (B5) and (B20) | Ultralow sulfur diesel (ULSD) | Diesel engine | [90] |
Jojoba biodiesel | Diesel | n-butanol (10% by volume) | Diesel engine | [91] |
Jojoba methyl ester | (B5) and (B20) | Ultralow sulfur diesel (ULSD) | Diesel engine | [92] |
Jojoba oil 20% | Pure Diesel fuel (B20) 80% | Sunflower oil S(100) | Diesel engine | [93] |
Jojoba oil : methanol 1:6 1:9 1:12 | ---- | Calcined shells of Mytilus Galloprovincialis as Catalyst 6%, 8%, and 10% | ----- | [94] |
Jojoba methyl ester 10%, 20%, and 30% | Diesel fuel 90%, 80%, and 70% | ----- | Diesel engine | [95] |
4. Conclusions
The jojoba plant attracted excellent interest among scientists and businesses in recent decades, particularly as the International Whaling Commission banned the spermaceti market in 1986, due to their distinctive features and phyisco-chemical properties. Over the last 20 years, Jojoba’s output has almost increased by 10 and oil demand clearly exceeds output. With these data in mind, the cultivation of the Jojoba plan is expected to grow exponentially in the next few years with the search for synthetic solutions to obtain similar waxy products to meet the absence of natural resources which provide monounsaturated esters over a long period of time. Furthermore, scientists have demonstrated an increasing concern about potential uses of jojoba meal, such as contaminant removal or insecticides, to use the waste produced following extraction. Jojoba oil is used in various apps in drugs or cosmetics and can be used to produce high-value products in a variety of distinct responses such as hydrogenation, halogenation, or sulfurization. In that article the jojoba planting, Jojoba oil’s chemical and physical characteristics were discussed, the characterization of jojoba oil using different methods and modification of jojoba oil by the esters and olefins and its various applications.
References
- 1.
Abobatta WF. Jojoba tree. Journal of Advanced Trends in Basic and Applied Science. 2017; 1 (1):160-165 - 2.
Abobatta WFR, El Ghadban EAE, Mahmud GF. Chemical studies on grown jojoba oils under Egyptian conditions. Food Safety Science. 2015; 2 (3):270-283 - 3.
Reddy MP. Desert plant biotechnology: Jojoba, Date Palm, and Acacia Species. In: Plant Biology and Biotechnology: Volume II: Plant Genomics and Biotechnology. India: Springer; 2015. pp. 725-741 - 4.
Inoti SK, Chamshama SAO, Thagana WM, Lulandala LLL, Dodson R. Sex determination of young nursery Jojoba (Simmondsia chinensis L.) plants using morphological traits in semi arid areas of Voi, Kenya. Journal of Biological Agricultural Healthcare. 2015; 5 :113-123 - 5.
Zhai F, Mao J, Liu J, Peng X, Han L, Sun Z. Male and female subpopulations of Salix viminalis present high genetic diversity and high long-term migration rates between them. Frontiers in Plant Science. 2016; 7 :330 - 6.
Sánchez M, Avhad MR, Marchetti JM, Martínez M, Aracil J. Jojoba oil: A state of the art review and future prospects. Energy Conversion Management. 2016; 129 :293-304 - 7.
Abu-Arabi MK, Allawzi MA, Al-Zoubi HS, Tamimi A. Extraction of jojoba oil by pressing and leaching. Chemical Engineering Journal. 2000; 76 :61-65 - 8.
Palla C, Hegel P, Pereda S, Bottin S. Extraction of Jojoba oil with liquid CO2 + propane solvent mixtures. Journal of Supercritical Fluids. 2014; 91 :37-45 - 9.
Spadaro JJ, Eaves PH, Gastrock EA. Direct extraction of jojoba seed. American Oil Chemical Society. 1960; 37 :121 - 10.
Salah M, Basher ZA, Fatah SAA, Aldarmoon MM, Osman RM. Study of physical and chemical properties of extracted oil of seeds of Jojoba H F. Simmondisa chinensis. Journal of Applied Medicine and Biological Research. 2016; 1 :23-30 - 11.
Kuss EW, Vogel W, Deymann H. Pressure dependence of the viscosity of various ester oils. Ttibol Schmirungstech. 1983; 30 :283-290 - 12.
Nasser RM. Investigation of the behavior of aminated Jojoba derivatives as green corrosion inhibitors for mild steel at 0.5 N HCl. Der Chemica Sinica. 2017; 8 (1):123-132 - 13.
Turky GM, El-Adly RA. Study of phase separation and anomalous molecular behavior of Jojoba oil using dielectric spectroscopy. Journal of Molecular Liquids. 2017; 242 :1-7 - 14.
Cevada E, Flores CA, López A, Álvarez F, Vázquez F. Study of the thermal stability of jojoba oil used as antifoaming agent in petroleum industry. Journal of Thermal Analysis and Calorimetry. 2017; 128 :357-367 - 15.
Miwa TK. Jojoba oil wax esters and derived fatty acids and alcohols: Gas chromatographic analysis. Journal of the American Oil Chemical Society. 1971; 48 :259-264 - 16.
Miwa TK. Structural determination and uses of Jojoba oil. JAOCS. 1984; 61 (2):407-410 - 17.
Spencer GF, Plattner RD, Miwa T. Jojoba oil analysis by high pressure liquid chromatography and gas chromatography/mass spectrometry. Journal of the American Oil Chemists’ Society. 1977; 54 :187-189 - 18.
Simpson TD, Miwa TK. X-ray study of hydrogenated jojoba wax. Journal of the American Oil Chemists’ Society. 1977; 54 :54-58 - 19.
David JS, Nelsen TC, Kleiman R, Arquette JD. Differential scanning calorimetry index for estimating level of saturation in transesterified wax esters. JAOCS. 1996; 37 (2):271-273 - 20.
Hugemann JW, Rothfus JA. Oxidative stability of wax esters by thermogravimetric analysis. JAOCS. 1979; 56 :629-631 - 21.
Arieh K, Grinberg S, Galun A. Oxidative stability of Jojoba wax. JAOCS. 1986; 63 :246-248 - 22.
Jaime W. Potential uses of Jojoba oil and meal – a review. Industrial Crops and Products. 1994; 3 :43-68 - 23.
Brown JH, Olenberg H. Isomerization of Jojoba oil and products thereof. U.S. Patent 4,329,298. 1982 - 24.
Galun AB, Shaubi E. Thermal isomerization of Jojoba wax. Journal of the American Oil Chemists’ Society. 1984; 61 :564-569 - 25.
Hammond GS, Saltiel J, Lamola AA, Turro NJ, Bradshaw JS, Cowan DO, et al. Mechanisms of photochemical reactions in solution. XXII. Photochemical cis-trans Isomerization. Journal of the American Chemical Society. 1964; 86 :3197-3217 - 26.
Galun AB, Shaubi E, Markus A, Grinberg S, Zabicky J. Photosensitized cis-trans isomerization of jojoba wax. Journal of the American Chemical Society. 1984; 61 :102-103 - 27.
Shani A. Functionalization of the double bond of jojoba oil, II. Diels-Alder adducts of jojobatetraene. Journal of the American Chemical Society. 1982; 59 :228-230 - 28.
Galun AB, Grinberg S, Kampf A, Shaubi E. Journal of the American Chemical Society. 1984; 61 :1088-1089 - 29.
Shani A. Functionalization of the double bond region of jojoba oil I. Bromine derivatives. Journal of the American Oil Chemists’ Society. 1981; 58 :845-850 - 30.
Shani A. Functionalization at the double bond region of jojoba oil, 5. Heavily brominated and highly unsaturated derivatives of jojoba oil. Journal of the American Oil Chemists’ Society. 1988; 65 :1318-1323 - 31.
Bhatia VK, Chaudhry A, Masohan A, Bisht RPS, Sivasankaran GA. Sulfurization of jojoba oil for application as extreme pressure additive. Journal of the American Oil Chemists’ Society. 1988; 65 :1502-1507 - 32.
Zabicky J, Mhasalkar M. Diozonide of jojoba oil as intermediate for synthesis. Journal of the American Oil Chemists’ Society. 1986; 63 :1547-1550 - 33.
McLellan F, Mortier RM, Orszulik ST, Paton RM. Diozonide of jojoba oil as intermediate for synthesis. Journal of the American Oil Chemists’ Society. 1994; 71 :231-232 - 34.
Victor A, Arnon S. Functionalization at the Double Bond region of Jojoba Oil. 6. Production of Amines via Azides. Journal of the American Oil Chemists’ Society. 1994; 71 :993-997 - 35.
Harry-O, kuru RE, Mohamed A, Abbott TP. Synthesis and characterization of tetrahdroxyjojoba wax and ferulates of jojoba oil. Industrial Crops and Products. 2005; 22 :125-133 - 36.
Liu Z, Shailesh N, Shah. Oligomerization of jojoba oil in supercritical CO2 for different applications. US. 2014; 8 (742):148 - 37.
Nassar AM, Ahmed NS, Nasser RM. Jojoba polymers as lubricating oil additives. Petroleum and Coal. 2015; 57 (2):120-129 - 38.
Ahmed NS, Nassar AM, Nasser RM. Jojoba modified polymers as performance modifiers additives for engine oil. Industrial Lubrication and Tribology. 2015; 67 (5):425-433 - 39.
Nassar AM, Ahmed NS, Nasser RM. Green lubricating oil additives. Der Chemica Sinica. 2015; 6 (3):100-107 - 40.
Nasser RM, Ahmed NS, Nassar AM. Terpolymers for modifying the performance properties of engine oil. Applied Petrochemical Research. 2015; 5 :61-69 - 41.
Nasser RM, Ahmed NS, Nassar AM. Eco-friendly bio-based lube oil additives. Petroleum and Coal. 2016; 58 (6):687-694 - 42.
Nasser RM, Nassar AM. Synthesis, characterization and thermal properties of Green ABC Miktoarm Star Terpolymers. Petroleum and Coal. 2018; 60 (4):618-625 - 43.
Al-Obaidi JR. Contribution of Jojoba ( Simmondsia chinensis ) Products in Human Health. In: Ozturk M, Hakeem K, editors. Plant and Human Health. Cham: Springer; 2019. pp. 303-312 - 44.
Sawant B, Khan T. Recent advances in delivery of antifungal agents for therapeutic management of candidiasis. Biomedicine & Pharmacotherapy. 2017; 96 :1478-1490 - 45.
Ranzato E, Martinotti S, Burlando B. Wound healing properties of jojoba liquid wax: An in vitro study. Journal of Ethnopharmacology. 2011; 134 (2):443-449 - 46.
Guirguis OW, Abd Elkader MFH, Nasrat AA. Enhancing antimicrobial activity for chitosan by adding Jojoba liquid wax. Materials Letters. 2013; 93 :353-355 - 47.
Abu-Salem F, Ibrahim HM. Antimicrobial activity and phytochemicals screening of jojoba ( Simmondsia chinensis ) root extracts and latex. International Journal of Biological, Biomolecular, Agricultural, Food and Biotechnological Engineering. 2014;8 :516-522 - 48.
Elnimiri K, Nimir H. Biological and chemical assessment of the Sudanese jojoba ( Simmondsia chinensis ) oil. International Journal of Natural Products and Pharmaceutical Sciences. 2011;2 (1):28-39 - 49.
Menghani E, Khan S, Soni M. Search for antimicrobial potentials from simmondsia chinensis. International Journal of Pharmaceutical Sciences and Research. 2012; 3 (7):2093 - 50.
Abdel-Mageed WM, Bayoumi SALH, Salama AAR, Salem-Bekhit MM, Abd-Alrahman SH, Sayed HM. Antioxidant lipoxygenase inhibitors from the leaf extracts of Simmondsia chinensis. Asian Pacific Journal of Tropical Medicine. 2014; 7 :S521-S526 - 51.
Al-Qizwini H, Ekbal AL-K, Mhaidat NM, Maraqa A. Antioxidant and antimicrobial activities of jordanian simmondsia chinensis (link) C.K. Schneid. European Scientific Journal. 2014; 10 (27):229-241 - 52.
Abdul-Hafeez EY, Karamova NS, Ilinskaya ON. Antioxidant activity and total phenolic compound content of certain medicinal plants. Int J Biosci. 2014; 5 (9):213-222 - 53.
Abdel-Wahhab M, Sharaf H, Abou-Salem F. Jojoba extract counteracts oxidative stress in rats fed fumonisin-contaminated diet. Toxicology Letters. 2010; 196 :328 - 54.
Manoharan S, Vishnupriya V, Gayathri R. Phytochemical analysis and in vitro antioxidant activity of Jojoba oil. Journal of Pharmaceutical Sciences and Research. 2016; 8 (6):512-516 - 55.
Sánchez M, Marchetti JM, Boulifi NE, Martínez M, Aracil J. Jojoba oil biorefinery using a green catalyst. Part I: Simulation of the process. Biofuels, Bioproducts and Biorefining. 2015; 9 (2):129-138 - 56.
Sánchez M, Marchetti JM, El Boulifi N, Martínez M, Aracil J. Jojoba oil biorefinery using a green catalyst. Part II: Feasibility study and economical assessment. Biofuels, Bioproducts and Biorefining. 2015; 9 (2):139-146 - 57.
Henderson A. Oil blend for skin treatment. US 8,932,656 B1, 2015 - 58.
Bakry AM, Abbas S, Ali B, Majeed H, Abouelwafa MY, Mousa A. Microencapsulation of oils: A comprehensive review of benefits, techniques, and applications. Comprehensive Reviews in Food Science and Food Safety. 2016; 15 (1):143-182 - 59.
Chaudhary V, Tripathi RS. Feeding deterrence effects of defatted jojoba ( Simmondsia chinensis ) meal against Indian gerbil, Tatera indica (Hardwicke). Proceedings of the Natural Academic Science. 2015;87 :1-8 - 60.
Abdel-Mageed WM, Bayoumi SAL, Al-wahaibi LH, Li L, Sayed HM, Abdelkader MSA. Noncyanogenic Cyanoglucoside cyclooxygenase inhibitors from Simmondsia chinensis. Organic Letters. 2016; 18 (8):1728-1731 - 61.
Ainbinder D, Touitou E. Skin photo damage prevention: State of the art and new prospects. In: Farage MA, Miller KW, Maibach HI, editors. Textbook of Aging Skin. Berlin Heidelberg, Berlin: Springer; 2017. pp. 709-722 - 62.
El-Mallah MH, El-Shami SM. Investigation of Liquid wax components of Egyptian jojoba seeds. Journal of Oleo Science. 2009; 58 (10):543-548 - 63.
Cvačka J, Vrkoslav V. Liquid chromatography – mass spectrometry of wax esters. In: Wenk MR, editor. Encyclopedia of Lipidomics. Dordrecht: Springer Netherlands; 2016. pp. 1-9 - 64.
Miwa T, Rothfus J, Dimitroff E. Extreme—pressure lubricant tests on jojoba and sperm whale oils. Journal of the American Oil Chemists’ Society. 1979; 56 (8):765-770 - 65.
Haskin A, Aguh C. Ethnic hair care products. In: Aguh C, Okoye GA, editors. Fundamentals of Ethnic Hair: The Dermatologist’s Perspective. Cham: Springer International Publishing; 2017. pp. 67-75 - 66.
Akl EM, Taha FS, Mohamed SS, Wagdy SM, Abdel SM, Hamid. Effective treatments of jojoba and jatropha hulls to obtain phytochemical compounds for industrial, nutritional, and pharmaceutical uses. Bulletin of the National Research Centre. 2019; 43 (21):1-14 - 67.
Jameel R, Halabi MF, Al-Khalifah NS, Asanar S, Al-Soqeer AA, Attia MF. A review on plant importance, biotechnological aspects, and cultivation challenges of jojoba plant. Biological Research. 2017; 50 :25 - 68.
Belostozky A, Bretler S, Kolitz-Domb M, Grinberg I, Margel S. Solidification of oil liquids by encapsulation within porous hollow silica microspheres of narrow size distribution for pharmaceutical and cosmetic applications. Materials Science and Engineering: C. 2019; 97 :760-767 - 69.
Hössel P, Tiefensee K, Sanner A, Dieing R, Gotsche M, Zeitz K. Use of crosslinked cationic polymers in skin cosmetic and dermatological preparations, US 7422,735 B1. 2008 - 70.
Nashy E-SHA, Megahed MG, EL-Ghaffar MAA. Preparation of fat-liquor based on jojoba oil under phase transfer catalysis. Journal of the American Oil Chemists’ Society. 2011; 88 :1239-1246 - 71.
Sara FP, Pastor HP, Hughes P, Bickford WG. Derivatives of Jojoba oil as plasticizers polymers and Buna-N Rubber. JAOCS. 1960; 37 :387-390 - 72.
Sandha G, Swami VK. Study of quality parameters of jojoba oil important for production of value added products. International Journal of Chemical Sciences. 2008; 6 (2):959-974 - 73.
Jaâfar F, Lassoued MA, Sahnoun M, Sfar S, Cheikhrouhou M. Impregnation of ethylcellulose microcapsules containing Jojoba Oil onto compressive knits developed for high burns. Fibers and Polymers. 2012; 13 (3):346-351 - 74.
Miguel ÁG, Subramanian SM. Handbook of Sustainable Luxury Textiles and Fashion. Singapore: Springer; 2016 - 75.
Zimniewska M, Batog J. Book chapter on ultraviolet-blocking properties of natural fibres. In: Kozlowski R, editor. Handbook of Natural Fibres. Sawston, Cambridge: Woodhead Publishing Limited; 2012. pp. 141-167 - 76.
Santos EP, Dutra AJB, Oliveira JF. The effect of jojoba oil on the surface properties of calcite and apatite aiming at their selective flotationInternational. Journal of Mineral Processing. 2015; 143 :34-38 - 77.
Do LD, Attaphong C, Scamehorn JF, Sabatini DA. Detergency of vegetable oils and semi-solid fats using microemulsion mixtures of anionic extended surfactants: The HLD concept and cold water applications. Journal of Surface Detergents. 2015; 18 :373-382 - 78.
Magdassi S, Shani A. Surface activity of quaternary ammonium salts derived from Jojoba oil. Journal of the American Oil Chemists’ Society. 1990; 67 :605-606 - 79.
Szumała P, Luty N. Effect of different crystalline structures on W/O and O/W/O waxemulsion stability. Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2016; 499 :131-140 - 80.
Sabry AKH, Ragaei M. Nanotechnology and their applications in insect’s pest control. In: Nanotechnology in the Life Sciences. Midtown Manhattan, New York: Springer International Publishing; 2018. pp. 1-28 - 81.
Chetouani A, Hammouti B, Benkaddour M. Corrosion inhibition of iron in hydrochloric acid solution by jojoba oil. Pigment & Resin Technology. 2004; 33 (1):26-31 - 82.
Alotaibi JG, Yousif BF. Biolubricants and the potential of waste cooking oil. In: Davim J, editor. Ecotribology: Materials Forming, Machining and Tribology. Cham: Springer; 2016 - 83.
Kumar M et al., editors. Advances in Interdisciplinary Engineering. Singapore: Springer; 2019 - 84.
Al-Widyan MI, Mutaz A. Experimental investigation of jojoba as a renewable energy source. Energy Conversion and Management. 2010; 51 :8, 1702-1707 - 85.
Hawi M, Elwardany A, Ookawara S, Ahmed M. Effect of compression ratio on performance, combustion and emissions characteristics of compression ignition engine fueled with jojoba methyl ester. Renewable Energy. 2019; 141 :632-645 - 86.
Selim MYE, Ghannam MT, Aldajah S, Saleh HE. The effect of temperature and mixing on the density and viscosity of Jojoba-diesel fuels. Energy Sources, Part A: Recovery, Utilization, and Environmental Effects. 2015; 37 (16):1774-1781 - 87.
Ghannam MT, Selim MYE, Aldajah S, Saleh HE, Hussien AMM. Effect of blending on physiochemical properties of jojoba–diesel fuels. Biofuels. 2016; 7 (2):173-180 - 88.
Salah Al AB, Hamdan MO, Mohamed YE, Elnajjar E. Combustion of jojoba-oil/diesel blends in a small scale furnace. Renewable Energy. 2019; 131 :678-688 - 89.
Saleh HE, Mohamed YE, Selim. Improving the performance and emission characteristics of a diesel engine fueled by jojoba methyl ester-diesel-ethanol ternary blends. Fuel. 2017; 207 :690-701 - 90.
Al-Hamamre Z, Rawajfeh KM. Investigating the energy value of Jojoba as an alternative renewable energy source. International Journal of Green Energy. 2015; 12 (4):398-404 - 91.
El-Seesy AI, Hassan H, Kosaka H. Improving the performance of a diesel engine operated with Jojoba biodiesel-diesel-n-butanol ternary blends. Energy Procedia. 2019; 156 :33-37 - 92.
Shah SN, Sharma BK, Moser BR, Erhan SZ. Preparation and evaluation of Jojoba oil methyl esters as biodiesel and as a blend component in ultra-low sulfur diesel fuel. Bioenergy Research. 2010; 3 (2):214-223 - 93.
Shehata MS, Razek SMA. Experimental investigation of diesel engine performance and emission characteristics using jojoba/diesel blend and sunflower oil. Fuel. 2011; 90 (2):886-897 - 94.
Sánchez M, Marchetti JM, El Boulifi N, Aracil J, Martínez M. Kinetics of Jojoba oil methanolysis using a waste from fish industry as catalyst. Chemical Engineering Journal. 2015; 262 :640-647 - 95.
Nayak SK, Mishra PC. Investigation Investigation on jojoba biodiesel and producer gas in dual-fuel mode. Energy Sources, Part A: Recovery, Utilization, and Environmental Effects. 2016; 38 (15):2265-2271