Alkaline cleavage of hydroxy unsaturated fatty acids and derivatives. II 10‐hydroxydecanoic acid from ricinoleates and 1,10‐decanediol from ricmoleyl alcohol

Diamond, M. J.; Applewhite, T. H.

doi:10.1007/bf02680037

Cited by 16 publications

(3 citation statements)

References 22 publications

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“…1,10‐decanediamine is produced from castor oil . 1,10‐decanediol can also be produced from castor oil . Furthermore, the synthesis of new diols and diamines from vegetable oils has also been described …”

Section: Resultsmentioning

confidence: 99%

Synthesis and properties of renewable nonisocyanate polyurethanes (NIPUs) from dimethylcarbonate

Duval

Kébir

Charvet

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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Novel fully renewable AA-BB type nonisocyanate polyurethanes (NIPUs) were synthesized using the transurethanization approach. Dicarbamate monomers were prepared by the reaction of a diamine with an excess of dimethylcarbonate (DMC), in presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as catalyst. Then, the dicarbamate was reacted with a diol to afford the polymer, in presence of TBD or K 2 CO 3 as catalyst. Several renewable diamines and diols were tested. The two steps were conducted under neat conditions. The obtained Polym. Chem. 2015, 00, 000-000

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Section: Resultsmentioning

confidence: 99%

Synthesis and properties of renewable nonisocyanate polyurethanes (NIPUs) from dimethylcarbonate

Duval

Kébir

Charvet

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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“…It was disclosed that the major products are 10-hydroxydecanoic acid 8 and 2-octanone 7 at lower reaction temperatures (180-200 7C) and long reaction times (,13 h) with a caustic (NaOH or KOH)/methyl ricinoleate or castor oil ratio of 1 : 1 [61,77,94]. The 10-hydroxydecanoic acid is formed in good yield if the reaction is performed in the presence of a high-boiling unhindered primary or secondary alcohol [96,97]. For instance, iso-octanol (mixed isomers) is a suitable and potentially economical medium for producing high yields of 10-hydroxydecanoic acid.…”

Section: Alkali Splitting (C 8 and C 10 Products)mentioning

confidence: 99%

“…It was for instance claimed that, as the reaction continues, the aldehydo acid can be converted irreversibly to sebacic acid. Moreover, the aldehydo acid can accept hydrogen from ricinloeic acid to be converted to a b,g-keto acid, which recycles into the system and gives rise to the 10-hydroxydecanoic acid 7 [96,97]. Furthermore, it is reported that using two equivalents of NaOH at 190-200 7C in ethanol as solvent yields up to 69% of pure 10-hydroxydecanoic acid [98].…”

Section: Alkali Splitting (C 8 and C 10 Products)mentioning

confidence: 99%

Castor oil as a renewable resource for the chemical industry

Mutlu

Meier

2010

Euro J Lipid Sci & Tech

642

492

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Castor oil is, as many other plant oils, a very valuable renewable resource for the chemical industry. This review article provides an overview on this specialty oil, covering its production and properties. More importantly, the preparation, properties and major application possibilities of chemical derivatives of castor oil are highlighted. Our discussion focuses on application possibilities of castor oil and its derivatives for the synthesis of renewable monomers and polymers. An overview of recent developments in this field is provided and selected examples are discussed in detail, including the preparation and characterization of castor oil-derived polyurethanes, polyesters and polyamides.

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Castor Oil

Naughton¹

2000

Kirk-Othmer Encyclopedia of Chemical Technology

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Castor oil, a renewable vegetable oil resource derived from the seed of Ricinus communis , is a versatile material that finds use as an industrial article of commerce. Castor oil is the only principal industrial oil that consists of 90% of the glyceride of a hydroxy acid, ricinoleic acid. The presence of the hydroxyl group in addition to the olefinic linkage, accounts for a unique combination of physical and chemical properties. World production, processing, and utilization of the oil to produce a variety of oleochemcals, are described as are the properties and chemical modifications of castor oil and its derivatives. Processes for recovery of the oil and meal, dehydration, polyamide polymer formation, sulfonation, alkali fusion, pyrolysis, hydrogenation, alkoxylation, and urethane reactions are discussed, and applications for the various materials are presented.

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Alkaline cleavage of hydroxy unsaturated fatty acids and derivatives. II 10‐hydroxydecanoic acid from ricinoleates and 1,10‐decanediol from ricmoleyl alcohol

Cited by 16 publications

References 22 publications

Synthesis and properties of renewable nonisocyanate polyurethanes (NIPUs) from dimethylcarbonate

Synthesis and properties of renewable nonisocyanate polyurethanes (NIPUs) from dimethylcarbonate

Castor oil as a renewable resource for the chemical industry

Castor Oil

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