KR840000464A - Acyl anion product and process for preparing carboxylic acid and ester thereof from the product - Google Patents

Acyl anion product and process for preparing carboxylic acid and ester thereof from the product Download PDF

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KR840000464A
KR840000464A KR1019820002508A KR820002508A KR840000464A KR 840000464 A KR840000464 A KR 840000464A KR 1019820002508 A KR1019820002508 A KR 1019820002508A KR 820002508 A KR820002508 A KR 820002508A KR 840000464 A KR840000464 A KR 840000464A
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organic compound
mixture
hydrogen fluoride
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acid
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KR1019820002508A
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KR850001912B1 (en
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이. 콘 제이알 존 (외 2)
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티. 진 딜라헌티
앳슈랜드 오일 인코포레이팃드
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/04—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
    • C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
    • C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/58—Preparation of carboxylic acid halides

Abstract

내용 없음No content

Description

아실리움 음이온 생성물 및 이 생성물로부터 카르복실산 및 그의 에스테르의 제조 방법Acyl anion product and process for preparing carboxylic acid and ester thereof from the product

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

제1도는 수무불화수소 중의 일산화탄소의 용해도를 나타낸도표임. 제2도는 본 발명의 공정에 사용되는 반응장치의 공정도임.1 is a diagram showing the solubility of carbon monoxide in hydrogen fluoride. 2 is a process diagram of a reactor used in the process of the present invention.

Claims (12)

제1반응기에서 0℃내지 100℃의 온도와 14 바아(14.5kg/cm2) 내지 682 바아(701.1kg/cm2)의 압력을 유지시키면서 불화수소(HF), 염화수소(HCl), 불화수소-3불화붕소, 및 이들의 혼합물로 구성 되는 군에서 선택된 무수산과 일산화 탄소로 구성되는 액체혼합물을 얻는 단계와, 제2 반응기에서 일산화탄소를 부가시킬 수 있는 한개 이상의 이중결합을 갖고 20개까지의 탄소원자를 갖는 올레핀, 및 일반식(여기서, R는 5개까지의 탄소원자를 갖는 알킬기이고, R'는 2-5개의 탄소원자를 갖는 알킬기 임)로 표시되는 유기 에스테르로 구성되는 군에서 선택된 유기화합물과 상기 무수산의 혼합물중에(이 혼합물중에는 무수산 1-100몰 대 유기화합물 1몰 비율로 존재함) 상기 일산화탄소 1-5몰 대 상기 유기화합물 1몰의 비율로 유입시키고 0℃ 내지 90℃의 온도범위와 34 바아(35.15kg/cm2) 내지 340 바아(351.53kg/cm2)의 압력 범위로 유지되는 액상계에서 반응시켜서 대응하는 아실리움 음이온 생성물을 제조하는 단계로 이루어짐을 특징으로 하는 올레핀류 및 유기 에스테르류를 카르보닐화 시키는 방법.The temperature of 0 ℃ to 100 ℃ in the first reactor and 14 bar (14.5kg / cm 2) to 682 bar while maintaining the pressure of the (701.1kg / cm 2) of hydrogen fluoride (HF), hydrogen chloride (HCl), hydrogen fluoride- Obtaining a liquid mixture consisting of anhydrous acid and carbon monoxide selected from the group consisting of boron trifluoride, and mixtures thereof, and having up to 20 carbon atoms with at least one double bond capable of adding carbon monoxide in a second reactor; Olefins having, and general formula In a mixture of an organic compound selected from the group consisting of organic esters represented by (wherein R is an alkyl group having up to 5 carbon atoms and R 'is an alkyl group having 2-5 carbon atoms) The mixture is present at a ratio of 1-100 mol of anhydrous acid to 1 mol of organic compound.) The mixture is introduced at a ratio of 1-5 mol of carbon monoxide to 1 mol of the organic compound. carbonylating olefins and organic esters, comprising reacting in a liquid system maintained in a pressure range of cm 2 ) to 340 bar (351.53 kg / cm 2 ) to produce the corresponding acylium anion product. How to let. 상기 제1항 기재에 있어서, 유기 화합물이 이소프로필 이소부티르산염, 에틸 이소부티르산염, 이소프로필 프로피온산염, 및 에틸 프로피온산염으로 구성되는 군에서 선택된 것을 특징으로 하는 방법.The method of claim 1, wherein the organic compound is selected from the group consisting of isopropyl isobutyrate, ethyl isobutyrate, isopropyl propionate, and ethyl propionate. 상기 제1항 기재에 있어서, 유기 화합물이 이소프로필 이소부티르산염인 것을 특징으로 하는 방법.The method according to claim 1, wherein the organic compound is isopropyl isobutyrate. 상기 제1항 기재에 있어서, 유기 화합물이 일산화탄소를 부가시킬 수 있는 한개 이상의 이중 결합을 갖는 20개까지의 탄소원자를 갖는 올레핀인 것을 특징으로 하는 방법.The method according to claim 1, wherein the organic compound is an olefin having up to 20 carbon atoms having at least one double bond capable of adding carbon monoxide. 상기 제1항 기재에 있어서, 유기 화합물이 에틸렌 및 프로필렌으로 구성되는 군에서 선택된 올레핀인 것을 특징으로 하는 방법.The method according to claim 1, wherein the organic compound is an olefin selected from the group consisting of ethylene and propylene. 상기 제1항 기재에 있어서, 유기 화합물이 프로필렌인 것을 특징으로 하는 방법.The method according to claim 1, wherein the organic compound is propylene. 상기 제1,2,3,4,5 또는 6항 기재에 있어서, 무수산이 불화수소인 것을 특징으로 하는 방법.The method according to claim 1, 2, 3, 4, 5 or 6, wherein the anhydrous acid is hydrogen fluoride. 상기 제7항 기재에 있어서, 생성된 아실리움음 이온을반응 혼합물로부터 분리시키는 것을 특징으로 하는 방법.8. The process of claim 7, wherein the resulting acylium ions are separated from the reaction mixture. 상기 제8항 기재에 있어서, 아실리움 음이온을 20℃ 내지 150℃의 온도와 1바아(1.03kg/cm2) 내지 340바아(351.53kg/cm2)의 압력에서 물과 더욱 반응시킴을 특징으로 하는 방법.The method according to claim 8, wherein the acyl anion is further reacted with water at a temperature of 20 ° C to 150 ° C and a pressure of 1 bar (1.03 kg / cm 2 ) to 340 bar (351.53 kg / cm 2 ). How to. (a) 제1 반응기에서 무수산에 용합시킨 일산화탄소로 구성되는 액체 혼합물을 형성하고, (b) 제2 반응기에서 무수산(불화수소, 염화수소, 불화수소-3불화 붕소 및 이들의 혼합물 중에서 선택된 것)에 용합시킨 일산화탄소의 액체 혼합물과 에틸렌 및 프로필렌으로 구성된 군에서 선택된 올레핀으로 조성된 액체혼합물을 아실리움 음이온 생성물이 생성되는 조건하의 액상에서 반응시키고, 카르복실산이 생성되는 조건하에서 상기 아실리움 음이온 생성물을 가수분해시켜서 이 가수분해혼 합물로부터 카르복실산을 분리시키며, 카르복실산, 물 및 산소로 구성된 혼합물을 300°-500℃의 온도와 0.5-2 기압의 압력 범위에서 실험식 FePxoz(여기서, Fe1원자에 대하여 x는 0.25-3.5개의 인 원자를 나타내며, z는 촉매에 요구되는 원자가를 만족시키는데 요구되는 산소의 수를나타냄)로 정의되는 철, 인 및 산소로 구성되는 촉매의 존재하에 증기상에서 옥시탈수소화시켜서 아크릴산 또는 메타크릴산의 대응하는 불포화카르복실산을 제조하는 것을 특징으로 하는 아크릴산 또는 메타크릴산의 제조방법.(a) forming a liquid mixture consisting of carbon monoxide dissolved in anhydrous acid in a first reactor, and (b) selecting anhydrous acid (hydrogen fluoride, hydrogen chloride, hydrogen fluoride-3 boron fluoride and mixtures thereof) in a second reactor And a liquid mixture composed of olefin selected from the group consisting of ethylene and propylene are reacted in a liquid phase under the condition that an acylium anion product is produced, and the acyl anion product under the condition that a carboxylic acid is produced. The carboxylic acid is separated from the hydrolysis mixture by hydrolysis, and the mixture consisting of carboxylic acid, water and oxygen is subjected to the experimental formula FeP x o z (at a temperature of 300 ° -500 ° C. and a pressure range of 0.5-2 atmospheres. Here, x represents 0.25-3.5 phosphorus atoms for Fe 1 atom, and z represents oxygen required to satisfy the valence required for the catalyst. Oxydehydrogenation in the vapor phase in the presence of a catalyst consisting of iron, phosphorus and oxygen to produce the corresponding unsaturated carboxylic acids of acrylic acid or methacrylic acid. Manufacturing method. 상기 제10항 기재에 있어서, 상기 촉매가 Mey로 표시되는 촉진제(여기서, Me는 촉진제를 나타내며, y는 철 원자에 대한 촉진제 원자의 수를 나타내는 것으로 0.01-2.0이며, 이 촉진제 Me는 Li,Na,K,Rb,Cs,Mg,Ca,Sr,Ba 및 이들의 혼합물로 구성되는 군에서 선택된 것임)를 더 함유하는 것을 특징으로 하는 방법.The promoter according to claim 10, wherein the catalyst is represented by Me y (where Me represents an accelerator, y represents the number of promoter atoms relative to iron atoms, and 0.01 to 2.0. Na, K, Rb, Cs, Mg, Ca, Sr, Ba, and mixtures thereof). 상기 제10항 또는 제11항 기재에 있어서, 무수산이 불화수소이고 올레핀이 프로필렌인 것이 특징으로 하는 방법.The process according to claim 10 or 11, wherein the anhydrous acid is hydrogen fluoride and the olefin is propylene. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR8202508A 1981-07-10 1982-06-04 Process for the preparation of isobutyryl fluoride KR850001912B1 (en)

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US28213081A 1981-07-10 1981-07-10
US282130 1981-07-10
US282,130 1981-07-10

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KR (1) KR850001912B1 (en)
AT (1) AT392066B (en)
AU (1) AU532911B1 (en)
BE (1) BE893415A (en)
BR (1) BR8203330A (en)
CA (1) CA1192576A (en)
CH (1) CH656608A5 (en)
DD (1) DD207900A5 (en)
DE (1) DE3221173C2 (en)
ES (2) ES8400376A1 (en)
FR (1) FR2512811B1 (en)
GB (1) GB2101591B (en)
IT (1) IT1195931B (en)
NL (1) NL187626C (en)
PL (1) PL140231B1 (en)
RO (1) RO83931B (en)
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JPH0759531B2 (en) * 1986-11-04 1995-06-28 三菱瓦斯化学株式会社 Method for synthesizing isobutyryl fluoride
US5463095A (en) * 1993-06-15 1995-10-31 Mitsubishi Gas Chemical Company, Inc. Process for the production of esters
BR102012020205A2 (en) * 2012-08-13 2014-08-19 Cesar Roque Ecker MORTAR APPLICATOR

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DE972291C (en) * 1954-05-16 1959-07-02 Studiengesellschaft Kohle Mbh Process for the production of monocarboxylic acids from olefins, carbon monoxide and water
DE973077C (en) * 1954-07-30 1959-11-26 Studiengesellschaft Kohle Mbh Process for the production of carboxylic acids from olefins and carbon oxide
DE1064941B (en) * 1957-04-24 1959-09-10 Studiengesellschaft Kohle Mbh Process for the preparation of mixtures of saturated aliphatic or cycloaliphatic monocarboxylic acid alkyl esters
US3065242A (en) * 1960-02-23 1962-11-20 Du Pont Production of acyl halides, carboxylic acids and lactones
GB942367A (en) * 1961-04-29 1963-11-20 Basf Ag Continuous production of carboxylic acids from olefines, carbon monoxide and water
NL6816940A (en) * 1967-11-28 1969-05-30
BE755997A (en) * 1969-09-11 1971-03-10 Bp Chem Int Ltd PRODUCTION OF DICARBOXYLIC ACIDS
DE2750719A1 (en) * 1977-11-12 1979-05-17 Roehm Gmbh Isobutyric acid prepn. by boron tri:fluoride-catalysed carbonylation - of propylene, isopropanol, ether and/or ester deriv. in aliphatic carboxylic acid medium

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SE452609B (en) 1987-12-07
CH656608A5 (en) 1986-07-15
JPS5810535A (en) 1983-01-21
BE893415A (en) 1982-10-01
RO83931A (en) 1984-04-12
GB2101591A (en) 1983-01-19
SE8203478L (en) 1983-01-11
AU532911B1 (en) 1983-10-20
AT392066B (en) 1991-01-25
NL187626B (en) 1991-07-01
DE3221173A1 (en) 1983-01-27
ZA823929B (en) 1983-11-30
IT8221709A0 (en) 1982-06-04
NL8202269A (en) 1983-02-01
ES513956A0 (en) 1983-10-16
DD207900A5 (en) 1984-03-21
FR2512811B1 (en) 1985-07-05
KR850001912B1 (en) 1985-12-31
RO83931B (en) 1984-05-30
IT1195931B (en) 1988-11-03
BR8203330A (en) 1983-05-24
JPS6024089B2 (en) 1985-06-11
PL140231B1 (en) 1987-04-30
ATA217782A (en) 1990-07-15
NL187626C (en) 1991-12-02
CA1192576A (en) 1985-08-27
PL236785A1 (en) 1983-02-14
ES8400376A1 (en) 1983-10-16
ES523258A0 (en) 1984-10-01
FR2512811A1 (en) 1983-03-18
DE3221173C2 (en) 1984-07-26
GB2101591B (en) 1985-11-27
ES8500208A1 (en) 1984-10-01

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