JP3951832B2 - 脂肪酸エステルの製造方法 - Google Patents
脂肪酸エステルの製造方法 Download PDFInfo
- Publication number
- JP3951832B2 JP3951832B2 JP2002187001A JP2002187001A JP3951832B2 JP 3951832 B2 JP3951832 B2 JP 3951832B2 JP 2002187001 A JP2002187001 A JP 2002187001A JP 2002187001 A JP2002187001 A JP 2002187001A JP 3951832 B2 JP3951832 B2 JP 3951832B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- fatty acid
- reaction
- lower alcohol
- alkyl ester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- 235000014113 dietary fatty acids Nutrition 0.000 title claims description 90
- 239000000194 fatty acid Substances 0.000 title claims description 90
- 229930195729 fatty acid Natural products 0.000 title claims description 90
- 238000004519 manufacturing process Methods 0.000 title claims description 23
- -1 fatty acid ester Chemical class 0.000 title description 8
- 150000004665 fatty acids Chemical class 0.000 claims description 86
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- 239000002253 acid Substances 0.000 claims description 66
- 238000006243 chemical reaction Methods 0.000 claims description 59
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 54
- 125000005907 alkyl ester group Chemical group 0.000 claims description 40
- 238000005886 esterification reaction Methods 0.000 claims description 38
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- 230000003197 catalytic effect Effects 0.000 claims description 12
- 239000000047 product Substances 0.000 claims description 12
- 230000032050 esterification Effects 0.000 claims description 11
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 11
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- 239000012043 crude product Substances 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 3
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- 238000000034 method Methods 0.000 description 17
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 10
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 10
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- 150000000000 tetracarboxylic acids Chemical class 0.000 description 4
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- 241001465754 Metazoa Species 0.000 description 3
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- 150000001298 alcohols Chemical class 0.000 description 2
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 2
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- 238000009835 boiling Methods 0.000 description 2
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- 230000000052 comparative effect Effects 0.000 description 2
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| JP3842273B2 (ja) * | 2004-06-14 | 2006-11-08 | 株式会社シー・ディー・エムコンサルティング | 脂肪酸アルキルエステル組成物の製造方法 |
| JP2006036817A (ja) * | 2004-07-22 | 2006-02-09 | Kimura Chem Plants Co Ltd | 脂肪酸エステルの製造方法および製造装置 |
| JP5058459B2 (ja) * | 2005-06-29 | 2012-10-24 | 志朗 坂 | 脂肪酸アルキルエステルの製造方法 |
| US7951967B2 (en) * | 2006-04-28 | 2011-05-31 | Sk Chemicals Co., Ltd. | Method and apparatus for preparing fatty acid alkyl ester using fatty acid |
| KR101265759B1 (ko) * | 2006-04-28 | 2013-05-20 | 에스케이케미칼주식회사 | 지방산을 이용한 지방산알킬에스테르의 제조방법 및 장치 |
| JP5090676B2 (ja) * | 2006-06-30 | 2012-12-05 | 国立大学法人京都大学 | 脂肪酸エステル組成物の製法 |
| JP2008031257A (ja) * | 2006-07-27 | 2008-02-14 | Asahi Kasei Corp | ディーゼルエンジン用燃料を製造する方法 |
| JP5643921B2 (ja) * | 2010-03-03 | 2014-12-24 | 独立行政法人農業・食品産業技術総合研究機構 | 脂肪酸メチルエステル製造方法及びシステム |
| CN103748072B (zh) * | 2011-08-24 | 2015-12-23 | 巴斯夫欧洲公司 | 制备羧酸巯基烷基酯的方法 |
| JP6497496B2 (ja) * | 2014-06-04 | 2019-04-10 | 日産化学株式会社 | 多分岐脂肪族エステルの製造方法 |
| KR101853036B1 (ko) * | 2017-09-12 | 2018-04-27 | 주식회사 광우 | 정제된 지방산을 이용한 기능성 합성유 제조방법 및 이에 의하여 제조된 기능성 합성유 |
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