KR980002037A - Process for preparing epoxide of unsaturated fatty acid ester compound - Google Patents

Process for preparing epoxide of unsaturated fatty acid ester compound Download PDF

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Publication number
KR980002037A
KR980002037A KR1019960022459A KR19960022459A KR980002037A KR 980002037 A KR980002037 A KR 980002037A KR 1019960022459 A KR1019960022459 A KR 1019960022459A KR 19960022459 A KR19960022459 A KR 19960022459A KR 980002037 A KR980002037 A KR 980002037A
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South Korea
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fatty acid
unsaturated fatty
ester compound
acid ester
epoxide
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KR1019960022459A
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Korean (ko)
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KR100192014B1 (en
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최원규
김덕진
최백영
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신명수
주식회사 신동방
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D301/00Preparation of oxiranes
    • C07D301/02Synthesis of the oxirane ring
    • C07D301/03Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/12Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings, cooking oils

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)

Abstract

본 발명은 불포화 지방산 에스테르 화합물의 에폭시화물의 제조방법에 관한 것으로서, 온도계, 환류냉각기 및 교반기가 부착된 4구 플로스크에 불포화 지방산 에스테르를 투입하고 서서히 교반하면서 70~80℃로 가열한 후 포름산을 상기 플라스크 내에 30분~1시간에 걸쳐 서서히 적하하고, 동시에 과산화수소와 인산의 혼합용액을 플라스크 내에 1~5시간에 걸쳐 서서히 적하하면서 상기 온도를 계속 유지하고 10~12시간 동안 반응시킨 후 유기층을 분리하여 pH가 중성이 될 때까지 수세한 후 감압건조 및 여과하여 불포화 지방산 에스테르 화합물의 에폭시화물을 제조하는 것을 특징으로 한다. 본 발명의 불포화 지방산 에스테르 화합물의 에폭시화물의 제조방법은 종래의 방법에 비해 반응효율이 높고, 제조공정이 간단하므로 반응시간이 크게 단축된 것으로서, 본 발명에 의해 제조된 불포화 지방산 에스테르 화합물의 에폭시화물은 산소함량이 월등히 높을 뿐만 아니라, 고 순도의 자연분해성 에폭시화물이다.The present invention relates to a method for producing an epoxide of an unsaturated fatty acid ester compound, wherein an unsaturated fatty acid ester is added to a four-necked flosk equipped with a thermometer, a reflux condenser, and a stirrer, and heated to 70 to 80 ° C. while gradually stirring formic acid. The mixture was slowly added dropwise into the flask over 30 minutes to 1 hour, and at the same time, the mixed solution of hydrogen peroxide and phosphoric acid was slowly dropped into the flask over 1 to 5 hours while maintaining the temperature and reacting for 10 to 12 hours. After washing with water until the pH is neutral, and dried under reduced pressure and filtered to produce an epoxide of the unsaturated fatty acid ester compound. The method for producing an epoxide of the unsaturated fatty acid ester compound of the present invention has a higher reaction efficiency and a shorter reaction time than that of the conventional method, thereby greatly shortening the reaction time. Silver is a highly pure, biodegradable epoxide that not only has a high oxygen content.

Description

불포화 지방산 에스테르 화합물의 에폭시화물의 제조방법Process for preparing epoxide of unsaturated fatty acid ester compound

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (7)

온도계, 환류냉각기 및 교반기가 부착된 4구 플로스크에 불포화 지방산 에스테르를 투입하고 서서히 교반하면서 70~80℃로 가열한 후 포름산을 상기 플라스크 내에 30분~1시간에 걸쳐 서서히 적하하고, 동시에 과산화수소와 인산의 혼합용액을 플라스크 내에 1~5시간에 걸쳐 서서히 적하하면서 상기 온도를 계속 유지하고 10~12시간 동안 반응시킨 후 유기층을 분리하여 pH가 중성이 될 때까지 수세한 후 감압건조 및 여과하여 불포화 지방산 에스테르 화합물의 에폭시화물을 제조하는 것을 특징으로 하는 불포화 지방산 에스테르 화합물의 에폭시화물의 제조방법.The unsaturated fatty acid ester was added to a four-necked flosk equipped with a thermometer, a reflux condenser and a stirrer, heated to 70-80 ° C. with gentle stirring, and formic acid was slowly added dropwise into the flask over 30 minutes to 1 hour. The mixture solution of phosphoric acid was slowly added dropwise into the flask over 1 to 5 hours while maintaining the temperature and reacting for 10 to 12 hours. The organic layer was separated, washed with water until the pH became neutral, dried under reduced pressure and filtered, and then unsaturated. A method for producing an epoxide of an unsaturated fatty acid ester compound, comprising producing an epoxide of a fatty acid ester compound. 제1항에 있어서, 상기 불포화 지방산 에스테르 화합물은 불포화 지방산 메틸 에스테르 화합물, 불포화 지방산 에틸 에스테르 화합물 및 불포화 지방산 부틸 에스테르 화합물로 구성된 그룹 중에서 선택되는 것을 특징으로 하는 불포화 지방산 에스테르 화합물의 에폭시화물의 제조방법.The method of claim 1, wherein the unsaturated fatty acid ester compound is selected from the group consisting of an unsaturated fatty acid methyl ester compound, an unsaturated fatty acid ethyl ester compound, and an unsaturated fatty acid butyl ester compound. 제2항에 있어서, 상기 불포화 지방산은 올레산, 리놀레산, 리놀렌산, 팔미톨레산 및 미리스톨레산으로 구성된 그룹 중에서 선택되는 것을 특징으로 하는 불포화 지방산 에스테르 화합물의 에폭시화물의 제조방법.The method of claim 2, wherein the unsaturated fatty acid is selected from the group consisting of oleic acid, linoleic acid, linolenic acid, palmitoleic acid, and myristoleic acid. 제1항에 있어서, 상기 포름산은 농도가 30~90%이고, 상기 불포화 지방산 에스테르의 이중결합 하나에 대해 0.1~1.0몰의 비율로 첨가되는 것을 특징으로 하는 분포화 지방산 에스테르 화합물의 에폭시화물의 제조방법.The method of claim 1, wherein the formic acid has a concentration of 30 to 90%, the production of the epoxide of the distributed fatty acid ester compound, characterized in that added to the ratio of 0.1 to 1.0 mole per one double bond of the unsaturated fatty acid ester Way. 제1항에 있어서, 상기 과산화수소는 농도가 35~90%이고, 상기 불포화 지방산 에스테르의 이중결합 하나에 대해 1.0~2.0몰의 비율로 첨가되는 것을 특징으로 하는 불포화 지방산 에스테르 화합물의 에폭시화물의 제조방법.The method according to claim 1, wherein the hydrogen peroxide has a concentration of 35 to 90% and is added at a ratio of 1.0 to 2.0 moles with respect to one double bond of the unsaturated fatty acid ester. . 제1항에 있어서, 상기 촉매는 인산인 것을 특징으로 하는 불포화 지방산 에스테르의 에폭시화물의 제조방법.The method of claim 1, wherein the catalyst is phosphoric acid. 제1항에 있어서, 상기 반응온도는 50~130℃인 것을 특징으로 하는 불포화 지방산 에스테르의 에폭시화물의 제조방법.The method according to claim 1, wherein the reaction temperature is 50 to 130 ° C. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019960022459A 1996-06-20 1996-06-20 Preparation for expoxides of unsaturated fatty acid esters KR100192014B1 (en)

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KR1019960022459A KR100192014B1 (en) 1996-06-20 1996-06-20 Preparation for expoxides of unsaturated fatty acid esters

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KR980002037A true KR980002037A (en) 1998-03-30
KR100192014B1 KR100192014B1 (en) 1999-06-15

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