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KR880005069A - Preparation of novel N-N substituted β-aminopropionic acid and its use as emulsifier wetting agents and surfactants - Google Patents

Preparation of novel N-N substituted β-aminopropionic acid and its use as emulsifier wetting agents and surfactants Download PDF

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Publication number
KR880005069A
KR880005069A KR1019870011941A KR870011941A KR880005069A KR 880005069 A KR880005069 A KR 880005069A KR 1019870011941 A KR1019870011941 A KR 1019870011941A KR 870011941 A KR870011941 A KR 870011941A KR 880005069 A KR880005069 A KR 880005069A
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radical
atoms
acid
meth
saturated
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KR1019870011941A
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KR960006258B1 (en
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돌프 스토크하우젠 독토르
쿠르트 다멘 독토르
리카르트 메르텐스 독토르
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독토르 돌프 스토크하우젠, 독토르 헬무트 크림멕
케미쉐 파브릭 스토크하우젠 게엠베하
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/46—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/47—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
    • C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
    • C07C273/1818—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
    • C07C273/1827—X being H

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

내용 없음No content

Description

신규의 N,N이 치환된β-아미노프로피온산의 제법과 유화제 습윤제 및 계면활성제로의 그 사용방법Preparation of novel N-N substituted β-aminopropionic acid and its use as emulsifier wetting agents and surfactants

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

Claims (20)

식R1-HN2의 알킬아민을(메트)-아크릴산과 반응시켜 N-알킬아미노 프로피온산을 얻고, 그것을 카르복실산 무수물, 카르복실산 염화물, 설폰산 염화물, 이소시아네이트, 할로겐화 카르복실산 또는(메트)아크릴산과 반응시킴을 특징으로하는 하기식(Ⅰ)화합물의 제조방법.The alkylamine of formula R 1 -HN 2 is reacted with (meth) -acrylic acid to obtain N-alkylamino propionic acid, which is carboxylic anhydride, carboxylic acid chloride, sulfonic acid chloride, isocyanate, halogenated carboxylic acid or (meth A method for producing a compound of formula (I), characterized by reacting with acrylic acid. 이때 R1은 1-22C 원자의 포화 또는 불포화 알킬라디칼 또는 알콕시알킬 라디칼.Wherein R 1 is a saturated or unsaturated alkyl radical or alkoxyalkyl radical of 1-22C atoms. R2는 1-18C 원자의 알킬라디칼, 3-4C원자의 포화 또는 불포화 카르복시알킬 라디칼, 카르복시페닐 라디칼 또는 카르복실 라디칼(-COOH)이다. R3는 수소 또는 CH3x는 수소, 알카리 금속, 알카리토금속, 암모늄, 알킬암모늄 또는 하이드록시알킬 암모늄, (각각 알칸올 암모늄)이며, A는 ＞C=0, ＞SO2,NH- 또는 0-3C원자의 알킬렌 라디탈이다.R 2 is an alkyl radical of 1-18C atoms, a saturated or unsaturated carboxyalkyl radical of 3-4C atoms, a carboxyphenyl radical or a carboxyl radical (-COOH). R 3 is hydrogen or CH 3 x is hydrogen, alkali metal, alkaline earth metal, ammonium, alkylammonium or hydroxyalkyl ammonium, (alkanol ammonium each), and A is> C = 0,> SO 2 , NH- or alkylene radicals of 0-3C atoms. 제1항에 있어서, 적어도 부분적으로 중화시키는 단계를 포함하는 방법.The method of claim 1 comprising at least partially neutralizing. 제1항에 있어서, 알킬아민과(메트)알클릴산의 반응이 40-130℃, 바람직하게는 70-100℃의 온도에서 실시되는 방법.The process according to claim 1, wherein the reaction of the alkylamine with the (meth) acrylic acid is carried out at a temperature of 40-130 ° C, preferably 70-100 ° C. 제1항에 있어서, 알킬아민과(메트)-아크릴산이 동량으로 반응하는 방법.The method of claim 1 wherein the alkylamine and (meth) -acrylic acid react in equal amounts. 제1항에 있어서, 알킬아민이 저 비등점을 가지며, 그 반응은 가압하에 실시되는 방법.The process of claim 1 wherein the alkylamine has a low boiling point and the reaction is carried out under pressure. 제1항에 있어서, 일차 단계에서 생산되는 N-알킬아미노 프로피온산이 카르복실산 무수물, 카르복실산 염화물, 황산 염화물, 이소시아네이트, 할로켄 카르복실산 또는(메트)아크릴산과 50내지 100℃에서 반응하는 방법.The N-alkylamino propionic acid produced in the first step is reacted with carboxylic anhydride, carboxylic acid chloride, sulfuric acid chloride, isocyanate, haloken carboxylic acid or (meth) acrylic acid at 50 to 100 ° C. Way. 제1항에 있어서, 카르복실산 무수물, 카르복실산 염화물, 황산 염화물, 이소시아네이트, 할로겐화 카르복실산 또는(메트)아크릴산을 N-알킬아미노 프로피온산에 대하여 약5%까지의 물 과량으로 사용하는 방법.The process of claim 1 wherein carboxylic anhydride, carboxylic acid chloride, sulfuric acid chloride, isocyanate, halogenated carboxylic acid or (meth) acrylic acid is used in an excess of water up to about 5% relative to N-alkylamino propionic acid. 제1항에 있어서, 카르복실산 염화물, 황산 염화물 또는 할로겐화 카르복실산을 반응의 이차단계에 사용하며, 산 결합제가 이차 단계에 존재하는 방법.The process of claim 1 wherein carboxylic acid chloride, sulfuric acid chloride or halogenated carboxylic acid is used in the second stage of the reaction and the acid binder is present in the secondary stage. 제8항에 있어서, 산 결합제가 탄산나트륨과 삼차아민으로 부터 선택되는 방법.The method of claim 8, wherein the acid binder is selected from sodium carbonate and tertiary amines. 제2항에 있어서, 중화가 알킬 또는 하이드록시알킬아민으로 실시되는 방법.The method of claim 2 wherein the neutralization is effected with alkyl or hydroxyalkylamine. 제10항에 있어서, 중화가 하이드록시에틸 또는 하이드록시 프로필아민으로 실시되는 방법.The method of claim 10, wherein the neutralization is carried out with hydroxyethyl or hydroxy propylamine. 하기식(Ⅰ)의 N-알킬-N(2-카르복시에틸)설폰아미드 또는 우레아,N-alkyl-N (2-carboxyethyl) sulfonamide or urea of formula (I) 이때 R1은 1-22C 원자의 포화 또는 불포화 알킬 라디칼 또는 알콕시알킬 라디칼, R21-18C 원자의 알킬 라디칼, 3-4C 원자의 포화 또는 불포화 카르복시 알킬 라디칼, 또는 카르복시페닐 라디칼, R3는 수소 또는 CH3, x는 수소, 알카리금속, 알카리토금속, 암모늄, 알킬암모늄 또는 하이드록시알킬암모늄,(각각 알칸올 암모늄)이며, A는 ＞SO2또는-NH-이다.Wherein R 1 is a saturated or unsaturated alkyl radical or alkoxyalkyl radical of 1-22C atoms, an alkyl radical of R 2 1-18C atoms, a saturated or unsaturated carboxy alkyl radical of 3-4C atoms, or a carboxyphenyl radical, R 3 is hydrogen Or CH 3 , x is hydrogen, alkali metal, alkaline earth metal, ammonium, alkylammonium or hydroxyalkylammonium, (alkanol ammonium respectively), and A is> SO 2 or -NH-. 가죽 또는 모피를 하기식(Ⅰ)의 화합물로써 그 면도된 중량에 대해 0.1내지 25중량%의 양으로 pH4-9에서 처리하고 최종적으로 pH를 3.5내지 5.0으로 조절하고 가죽 또는 모피에 방수제를 고착시킴을 특징으로하는 가죽 또는 모피의 방수 가공법.The leather or fur is treated with a compound of the formula (I) at a pH of 4-9 in an amount of 0.1 to 25% by weight based on the shaved weight, finally adjusting the pH to 3.5 to 5.0 and fixing the waterproofing agent to the leather or fur. Waterproofing of leather or fur, characterized in that. 이때 R1은 1-22C 원자의 포화 또는 불포화 알킬 라디칼 또는 알콕시알킬 라디칼, R21-18C 원자의 알킬 라디칼, 3-4C 원자의 포화 또는 불포화 카르복시알킬 라디칼, 또는 카르복시페닐 라디칼(-COOH)이다. R3는 수소 또는 CH3, x는 수소, 알카리금속, 알카리토금속, 암모늄, 알킬암모늄 또는 하이드록시알킬암모늄,(각각 알칸올 암모늄)이며, A는 ＞C=0. ＞SO2, -NH- 또는 O-3C원자의 알킬렌 라디칼이다.Wherein R 1 is a saturated or unsaturated alkyl radical or alkoxyalkyl radical of 1-22C atoms, an alkyl radical of R 2 1-18C atoms, a saturated or unsaturated carboxyalkyl radical of 3-4C atoms, or a carboxyphenyl radical (-COOH) . R 3 is hydrogen or CH 3 , x is hydrogen, alkali metal, alkaline earth metal, ammonium, alkylammonium or hydroxyalkylammonium, (alkanol ammonium each), and A is> C = 0. ＞ SO 2, -NH- or O-3C alkylene radical. 제13항에 있어서, 고착전에 가죽 또는 모피가 이가, 삼가 또는 사가 금속의 염으로 가공되는 방법.The method of claim 13, wherein the leather or fur is processed with a salt of divalent, trivalent or tetravalent metal prior to fixation. 제14항에 있어서, 그 가공이 방수를 위한 것이며 식(Ⅰ)의 화합물의 5내지 80중량%와 바람직하게는 적어도 부분적으로 중화된 형태, 임의로의 20내지 70%의 탄화수소, 임의로는 안정제와 물로 이루어진 액체로 실시되며, 그 생성물이 그로써 방수화되는 방법.15. The process according to claim 14, wherein the processing is water resistant and between 5 and 80% by weight of the compound of formula (I) and preferably in at least partially neutralized form, optionally 20 to 70% of hydrocarbon, optionally stabilizer and water. And the product is thereby waterproofed. 제15항에 있어서, 방수제가 100g의 그 방수제에 대하여 C4내지 C20의 사슬길이의, 임의로 옥시-알킬화된 알콜의 인산 부분 에스테르의 0.5내지 30중량%를 함유하는 방법.The process according to claim 15, wherein the waterproofing agent contains 0.5 to 30% by weight of the phosphoric acid partial ester of an optionally oxy-alkylated alcohol of C 4 to C 20 chain length relative to 100 g of the waterproofing agent. 제15항에 있어서, 그 방수제가 100g의 방수제에 대하여 0.5내지 80중량%의 실리콘유를 포함하는 방법.16. The method of claim 15, wherein the repellent comprises 0.5 to 80 percent by weight of silicone oil based on 100 g of repellent. 제15항에 있어서, 그 방수제가 디메틸 또는 메틸페닐 폴리실옥산을 포함하는 방법.The method of claim 15, wherein the waterproofing agent comprises dimethyl or methylphenyl polysiloxane. 제13항에 있어서, 그 방수제가 100g의 방수제에 대하여 0.5내지 50중량%의 올레산 사르코시드를 포함하는 방법.The method of claim 13, wherein the repellent comprises 0.5 to 50 weight percent of oleic acid sarcoside with respect to 100 g of repellent. 제13항에 있어서, 그 방수제가 파라핀과 클로로파라핀 중 적어도 하나를 함유하는 방법.The method of claim 13, wherein the waterproofing agent contains at least one of paraffin and chloroparaffins. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR87011941A 1986-10-27 1987-10-26 Process for the preparation of n,n-disubstituted ñô-amino acids and their use in water-proofing leather and skins KR960006258B1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE3636497 1986-10-27
USP3636497.5 1986-10-27
USP3717961.6 1987-05-27
DE3717961A DE3717961C2 (en) 1986-10-27 1987-05-27 Process for the preparation of mixtures of N, N-disubstituted ß-aminopropionic acid derivatives, certain mixtures of N-alkyl-N (2-carboxyethyl) sulfonamides and N-alkyl-N (2-carboxyethyl) ureas and use of the compounds mentioned

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KR880005069A true KR880005069A (en) 1988-06-27
KR960006258B1 KR960006258B1 (en) 1996-05-13

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KR87011941A KR960006258B1 (en) 1986-10-27 1987-10-26 Process for the preparation of n,n-disubstituted ñô-amino acids and their use in water-proofing leather and skins

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KR (1) KR960006258B1 (en)
DE (2) DE3717961C2 (en)
LT (2) LT3617B (en)
RU (1) RU1833368C (en)
UA (1) UA11062A (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4400507A1 (en) * 1994-01-12 1995-07-13 Henkel Kgaa Leather greasing agents
JP2851788B2 (en) * 1994-03-29 1999-01-27 花王株式会社 Novel glycine derivative, method for producing the same and intermediates thereof, and detergent composition containing glycine derivative
DE19516961A1 (en) * 1995-05-12 1996-11-28 Stockhausen Chem Fab Gmbh Process for waterproofing leather at low pH values and leather produced therewith

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE844784C (en) * 1941-06-26 1952-07-24 Hoechst Ag Fatliquor for materials with a fibrous structure such as leather
US2462012A (en) 1943-11-15 1949-02-15 Vilter Mfg Co Refrigerant deoiler
US2468012A (en) * 1945-08-06 1949-04-19 Gen Mills Inc Beta amino propionates
DE1925555A1 (en) * 1968-07-16 1971-01-28 Walter Bloechl Fluoroalkyldi- and polyamines, their amido and quaternary derivatives and processes for their preparation and use
DE2054649A1 (en) * 1970-11-06 1972-05-10 Chemische Werke Hüls AG, 4370 Mari Process for the preparation of salts of N-acyl-N alkylaminopropionic acids

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KR960006258B1 (en) 1996-05-13
LT3805B (en) 1996-03-25
DE3717961A1 (en) 1988-05-05
UA11062A (en) 1996-12-25
DE3717961C2 (en) 1994-05-26
RU1833368C (en) 1993-08-07
DE3750605D1 (en) 1994-11-03
LT3617B (en) 1995-12-27
LTIP1535A (en) 1995-06-26
LTIP1597A (en) 1995-07-25

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