KR940011429A - Alkylphenyl (oxyalkylene) acrylate derivatives and preparation method thereof - Google Patents

Alkylphenyl (oxyalkylene) acrylate derivatives and preparation method thereof Download PDF

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KR940011429A
KR940011429A KR1019920022526A KR920022526A KR940011429A KR 940011429 A KR940011429 A KR 940011429A KR 1019920022526 A KR1019920022526 A KR 1019920022526A KR 920022526 A KR920022526 A KR 920022526A KR 940011429 A KR940011429 A KR 940011429A
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formula
compound
carbon atoms
oxyalkylene
alkyl group
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KR1019920022526A
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Korean (ko)
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KR960006257B1 (en
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정현종
임상철
구본철
권호영
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김항덕
주식회사 유 공
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54—Acrylic acid esters; Methacrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C07C229/16—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of hydrocarbon radicals substituted by amino or carboxyl groups, e.g. ethylenediamine-tetra-acetic acid, iminodiacetic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

본 발명은 신규의 하기 일반식(Ⅰ)으로 나타낼 수 있는 알킬 페닐(옥시알킬렌) 아크릴레이트 유도체 및 그 제조방법에 관한 것이다. 좀더 상세히 말하면, 본 발명은 탄화수소를 연료로하는 자동차용 엔진의 인테이크밸브를 비롯한 모든 흡기계통에 퇴적되는 침적물을 제거하여 운전성의 향상, 배기가스의 감소 및 연료절감 효과를 나타내는 연료유 침전조절 첨가제(이하 연료유 청정체라 칭함)를 제조하는데 사용될 수 있는 알킬페닐(옥시알킬렌) 아크릴레이트 유도체 및 그 제조방법에 관한 것이다.The present invention relates to a novel alkyl phenyl (oxyalkylene) acrylate derivative represented by the following general formula (I) and a method for producing the same. More specifically, the present invention removes deposits deposited on all intake cylinders including intake valves of a car engine using hydrocarbon fuels, and improves fuel oil sedimentation control additives to improve driving performance, reduce exhaust gas, and reduce fuel. It refers to an alkylphenyl (oxyalkylene) acrylate derivative that can be used to prepare a fuel oil purifier hereinafter) and a method for producing the same.

상기식(Ⅰ)에서 R1은 탄소원자수 약 4-28의 직쇄 및 측쇄의 알킬기이고, R2및 R3는 수소나 탄소원자수 1-3의 알킬기이고, n은 상기식(Ⅰ)의 분자량이 400~2500이 되도록 하는 정수이다.In formula (I), R 1 is a linear or branched alkyl group having about 4-28 carbon atoms, R 2 and R 3 are hydrogen or an alkyl group having 1-3 carbon atoms, and n has a molecular weight of formula (I) It is an integer such that it is 400 to 2500.

Description

알킬페닐(옥시알킬렌) 아크릴레이트 유도체 및 그 제조방법Alkylphenyl (oxyalkylene) acrylate derivatives and preparation method thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (9)

하기식(Ⅰ) 구조식으로 나타낼 수 있는 알킬페닐(옥시알킬렌) 아크릴레이트 유도체.An alkylphenyl (oxyalkylene) acrylate derivative represented by the following formula (I) structural formula. 상기식(Ⅰ)에서 R1은 탄소원자수 약 4-25의 직쇄 또는 측쇄의 알킬기이고, R2및 R3는 수소나 탄소원자수 1-3의 알킬기이고, n은 상기식(Ⅰ)의 분자량이 400~2500이 되도록 하는 정수이다.In formula (I), R 1 is a linear or branched alkyl group having about 4-25 carbon atoms, R 2 and R 3 are hydrogen or an alkyl group having 1-3 carbon atoms, and n has a molecular weight of formula (I) It is an integer such that it is 400 to 2500. 제1항에 있어서, n이 상기식(Ⅰ)의 분자량이 1,000~2,000이 되도록 하는 정수인 것을 특징으로 하는 알킬페닐(옥시알킬렌) 아클리레이트 유도체.The alkylphenyl (oxyalkylene) acrylate derivative according to claim 1, wherein n is an integer such that the molecular weight of formula (I) is 1,000 to 2,000. 하기 구조식[Ⅴ]로 표시될 수 있는 알킬페닐폴리(옥시알킬렌) 알코올과 알파, 베타-불포화 카보닐기를 포함하는 화합물을 반응시켜 하기식(Ⅰ) 구조식으로 나타낼 수 있는 알킬페닐(옥시알킬렌) 아크리레이트 유도체를 제조하는 방법.Alkylphenyl poly (oxyalkylene) alcohol which can be represented by the following structural formula [V] is reacted with a compound containing alpha, beta-unsaturated carbonyl group, and alkylphenyl (oxyalkylene) which can be represented by the following formula (I) ) A method for preparing an acrylate derivative. 제3항에 있어서, 5℃~200℃사이에서 반응시키는 것을 특징으로 하는 상기식(Ⅰ)의 화합물의 제조방법.The process for producing a compound of formula (I) according to claim 3, wherein the reaction is carried out at between 5 ° C and 200 ° C. 제3항에 있어서, 1시간 내지 20시간동안 일정속도로 교반시키면서 반응시키는 것을 특징으로 하는 상기식(Ⅰ)의 화합물의 제조방법.The method for preparing a compound of formula (I) according to claim 3, wherein the reaction is carried out while stirring at a constant speed for 1 to 20 hours. 제3항에 있어서, 상기 폴리아민을 상기 아크릴레이트 유도체 대비 0.5당량 투입하여 제조하는 것을 특징으로 하는 상기식(Ⅰ)의 화합물의 제조방법.The method according to claim 3, wherein the polyamine is prepared by adding 0.5 equivalents to the acrylate derivative. 제3항에 있어서, 상기 알파, 베타-불포화 카보닐기를 포함하는 화합물 하기 구조식 a,b 또는 c의 화합물인 것을 특징으로 하는 상기식(Ⅰ)의 화합물의 제조방법.4. A process for preparing a compound of formula (I) according to claim 3, wherein the compound comprising alpha, beta-unsaturated carbonyl groups is a compound of the following structural formulas a, b or c. 상기식에서, R1은 탄소원자수 약 4-25의 직쇄 또는 측쇄의 알킬기이고 R2및 R3는 수소나 탄소원자수 1-3의 알킬기이고, A는 수소 또는 탄소원자수 1-10의 알킬기이다.Wherein R 1 is a straight or branched alkyl group having about 4-25 carbon atoms, R 2 and R 3 are hydrogen or an alkyl group having 1-3 carbon atoms, and A is hydrogen or an alkyl group having 1-10 carbon atoms. 제7항에 있어서, 상기 베타-불포화 카보닐기를 포함하는 화합물이 아크릴산, 아크로일크로라이드, 메틸마타아트릴레이트, 에티레타아크릴레이트, 부틸메타아크릴레이트, 아이소부틸메타아크릴레이트, 메틸아크릴레이트, 부틸아크릴레이트, 메타아크릴산, 메타아크릴 무수물, 또는 메타아크로일크로라이드인 것을 특징으로 하는 상기식(Ⅰ)의 화합물의 제조방법.The method of claim 7, wherein the compound containing a beta-unsaturated carbonyl group is acrylic acid, acroyl chromide, methyl methacrylate, ethyretaacrylate, butyl methacrylate, isobutyl methacrylate, methyl acrylate, It is butyl acrylate, methacrylic acid, methacrylic anhydride, or methacroyl chloride, The manufacturing method of the compound of said Formula (I) characterized by the above-mentioned. 제1항의 유도체를 이용하여 하기식(Ⅱ)로 일반적으로 나타낼 수 있는 폴리 아민과 반응시켜 하기식(Ⅲ)로 표시되는 신규의 연료유 청정제용 디알킬 페닐폴리(옥시알킬렌)폴리아민 에스터계 화합물 또는 하기식[Ⅳ]로 표시될 수 있는 아킬페닐폴리(옥시알킬렌) 폴리아민에스터계 화합물을 제조하는 방법.A dialkyl phenylpoly (oxyalkylene) polyamine ester compound for a novel fuel oil detergent represented by the following formula (III) by reacting with a polyamine generally represented by the following formula (II) using the derivative of claim 1 Or a method for producing an alkylphenyl poly (oxyalkylene) polyamine ester compound which can be represented by the following formula [IV]. 상기식에서 R1은 탄소원자수 약 9~28의 직쇄 및 알킬기이고, R2,R3및 R4는 각각 수소나 탄소원자수 1~3의 알킬이고, R5및 R6는 탄소원자 2~6의 알킬렌이고 n은 식[Ⅲ]의 화합물의 분자량이 800~5,000의 분자량을 가지며, n′는 [Ⅳ]의 화합물의 분자량이 400-3,000의 분자량을 가지도록 하는 정수이다.Wherein R 1 is a straight chain and alkyl group having about 9 to 28 carbon atoms, R 2 , R 3 and R 4 are each hydrogen or alkyl having 1 to 3 carbon atoms, and R 5 and R 6 are carbon atoms 2 to 6 N is alkylene and the molecular weight of the compound of formula [III] has a molecular weight of 800-5,000, n 'is an integer which makes the molecular weight of the compound of [IV] have a molecular weight of 400-3,000. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920022526A 1992-11-26 1992-11-26 Derivatives of alkylphenyl(oxyalkylene)acrylate and the process for producing the same KR960006257B1 (en)

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