Functionalization at the double bond region of jojoba oil. 6. Production of amines<i>via</i> azides

Avidon, V. V.; Shani, A.

doi:10.1007/bf02542267

Cited by 4 publications

(4 citation statements)

References 9 publications

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“…Allylic amination of the bromo derivatives of jojoba was carried out with hexamethylene tetraamine as previously reported (11). 1 H NMR and IR spectra of the products (J-2NH 2 and J-4NH 2 ) were in accordance with published spectra (11).…”

Section: Methodsmentioning

confidence: 79%

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Chemical binding of jojoba liquid wax to polyethylene

Shevachman

Belfer

Binman

et al. 2001

J Americ Oil Chem Soc

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Jojoba wax was chemically bonded to polyethylene-in film or hollow fiber form-via a stable sulfonamide bond. The jojoba-bonded polyethylene was obtained by binding allyl amino jojoba derivatives to chlorosulfonated polyethylene. The amount of jojoba added to the polymer ranged from 9 to 98% (w/w), depending on the reaction conditions. Swelling of the polymer in the reaction solvent was the major factor affecting the efficacy of the chemical binding of the jojoba amino groups to the chlorosulfonyl entities of the polymer. The double-bond regions in the bound jojoba wax were preserved, i.e., they were shown to be reactive in a bromination reaction. These modified membranes can find application in separation processes, such as metal ion separation and pervaporation.

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Section: Methodsmentioning

confidence: 79%

“…We assume that this phenomenon is related to the number of amino groups in the product. The tetraamino derivative (J-4NH 2 ) was more hydrophilic than J-2NH 2 (11) and, therefore, the resulting membrane (J4NP1), which contained more −NH 2 groups, was more hydrophilic than J2NP1.…”

Section: Resultsmentioning

confidence: 99%

Chemical binding of jojoba liquid wax to polyethylene

Shevachman

Belfer

Binman

et al. 2001

J Americ Oil Chem Soc

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“…This can be achieved by introducing protic groups, such as hydroxyl and amino substituents, along the chain. Products containing these groups, either as tetrahydroxy-or tetraamino-jojoba derivatives, or as dihydroxy diamino-jojoba derivatives have been synthesized, and their solubilities in methanol are better than that of the underivatized wax (3). These compounds are slightly soluble in water but still exhibit good solubility in hydrocarbon solvents and ether.…”

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confidence: 99%

“…Salts. NaCl, Na 2 SO 4 , KHCO 3 , and MgSO 4 were AR grade (Merck), and K 2 CO 3 , NaHCO 3 , CaCl 2 , and KCl were CP grade (Frutarom).…”

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confidence: 99%

Pinacol rearrangement of jojoba bis‐epoxide

Zeltser

Shani

2002

J Americ Oil Chem Soc

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Jojoba bis-epoxide (1.6 mmol) undergoes pinacol rearrangement upon reaction with the iodide ion (60 mmol) under slightly acidic conditions, via an iodohydrin as an intermediate, to yield bis-ketojojoba in high yield (92%) after 25 h reflux in THF; no hydroxy derivatives were detected. Since the nucleophilic opening of the epoxide ring is statistically equal on both sides, the rearranged product may have the two carbonyl groups on either side of the original carbon atoms of the two epoxide rings, both completely opened. MS of the rearranged products reveals that the ring opening is approximately equal on both sides of the epoxide ring. Other nucleophiles, such as acetate and amine, open the ring sluggishly without rearrangement. SCHEME 1 CH 3 (CH 2 ) 7 CH=CH(CH 2 ) m COO(CH 2 ) n CH=CH(CH 2 ) 7 CH 3 I m = 7, 9, 11, 13 n = 8, 10, 12, 14 Average composition (%) 11, 71, 14, 1 1, 45, 44, 9 CH 3 (CH 2 ) 7 CH-CH(CH 2 ) m COO(CH 2 ) n CH-CH(CH 2 ) 7 CH 3 O O

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The Vital Uses of Jojoba Oil and Its Derivatives in Daily Life and the Petroleum Industry

Nasser¹

2023

Advances in Rheology of Materials

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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.

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Functionalization at the double bond region of jojoba oil. 6. Production of aminesvia azides

Cited by 4 publications

References 9 publications

Chemical binding of jojoba liquid wax to polyethylene

Chemical binding of jojoba liquid wax to polyethylene

Pinacol rearrangement of jojoba bis‐epoxide

The Vital Uses of Jojoba Oil and Its Derivatives in Daily Life and the Petroleum Industry

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