KR940003921A - 금속가공 보조제로서의 알케닐석신산 유도체 - Google Patents

금속가공 보조제로서의 알케닐석신산 유도체 Download PDF

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KR940003921A
KR940003921A KR1019930016188A KR930016188A KR940003921A KR 940003921 A KR940003921 A KR 940003921A KR 1019930016188 A KR1019930016188 A KR 1019930016188A KR 930016188 A KR930016188 A KR 930016188A KR 940003921 A KR940003921 A KR 940003921A
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alkyl
general formula
formula
alkenylsuccinic acid
alkenyl
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KR1019930016188A
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KR100318700B1 (ko
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벨레 데틀레프
로르케 호르스트
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백커, 바인
훽스트 아크티엔게젤샤프트
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Abstract

본 발명은, 경우에 따라, 일반식(Ⅱa) 및/또는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로서 존재하는, 일반식(Ⅰa) 및/또는 일반식(Ⅰb)의 알케닐석신산 알콕시알킬-반-아미드의 염에 관한 것이다.
상기식에서, R1, R2, A, R3, R4, n, m 및는 명세서에서 정의한 바와같다.
또한, 본 발명은 알케닐석신산 무수물을 일반식(Ⅳ)의 알콕시알킬아민과 반응시키되, 당해 반응을 일반식(Ⅳ)의 알콕시 알킬아민에 대한 동몰량의 염기의 존재하에 수행하거나, 또는 반응 후 일반식(Ⅳ)의 알콕시알킬아민에 대한 돌몰량의 염기를 가함을 특징으로 하여, 경우에 따라, 일반식(Ⅱa) 및/또는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로서 존재하는, 일반식 (Ia) 및/또는 (Ib)의 알케닐석신산 알콕시알킬-반-아미드의 염을 제조하는 방법에 관한 것이다.
H2N - (CH2)n- 0 - (A)m - R3(Ⅳ)
상기식에서, R3, n, m 및 A는 본 명세서에서 정의한 바와같다.
또한 본 발명은, 경우에 따라, 일반식(Ⅱa) 및/또는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로 존재하는 일반식 (Ⅰa) 및/또는 (Ⅰb)의 알케닐석신산 알콕시알킬-반-아미드의 염을 포함하는 금속가공용 수성 및/또는 오일-함유 제형, 및 부식방지제, 냉각 윤활제 및 금속가공 보조제로서의 이의 용도에 관한 것이다.

Description

금속가공 보조제로서의 알케닐석신산 유도체
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Claims (14)

  1. 경우에 따라, 일반식 (Ⅱa) 또는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로서 존재하는 일반식 (Ⅰa) 또는 (Ⅰb)의 알케닐 석신산 알콕시알킬-반-아미드의 염.
    상기 식 에서, R1은 직쇄 또는 측쇄일 수 있으며, C6- C30- 알케닐 또는 C6- C30- 알킬, 바람직하게는 C9- C18- 알케닐 또는 C9- C18- 알킬이고 R2는 - (CH2)n - 0 - (A)m - R3이며, A는 - CH2- CH2- 0 - 또는 일반식 - CH(R4) - CH2- 0 - 이고, R3은 직쇄 또는 측쇄일 수 있으며, C1- C18- 알킬이고, R4는 수소 또는 메틸이며, n은 1 내지 6의 수이고, m은 0 내지 8의 수이며,는 알킬리 금속 또는 알킬리 토금속 양이온, 또는 일반식 HNR5R6R7은 암모늄 이온이고, R5, R6및 R7은 동일하거나 상이하며, 수소, C1- C6- 알킬 또는 하이드록시 - (C1- C6) - 알킬, 특히 2-하이드록시에틸 및 2-하이드록시프로필이다.
  2. 제1항에 있어서, 일반식 (Ia) 또는 (Ib)의 알케닐석신산 알콕시알킬-반-아미드의 염과의 혼합물로서 존재하는 일반식(Ⅱa) 또는 (Ⅱb)의 알케닐석신산 반-에스테르 아미드의 염 및 일반식(Ⅲ)의 알케닐석신산 이미드가 40중량% 이하, 바람직하게는 20중량% 이하의 양으로 존재하는 화합물.
  3. 알케닐석신산 무수물을 20내지 120。C, 바람직하게는 60내지 100。C의 온도에서 일반식(Ⅳ)의 알콕시알킬아민과 1 : 0.7 내지 2.5, 바람직하게는 1 : 0.8내지 1.2의 몰 비로 반응시키되, 당해 반응을 일반식(Ⅳ)의 알콕시알킬 아민에 대한 동몰량의 염기의 존재하에 수행하거나, 또는 반응 후 일반식(Ⅳ)의 알콕시 알킬아민에 대한 동몰량의 염기를 가함을 특징으로 하여, 경우에 따라, 일반식(Ⅱa)는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로서 존재하는 일반식(Ia) 또는 (Ib)의 알케닐석신산 알콕시알킬-반-아미드의 염을 제조하는 방법.
    상기식에서, R1은 직쇄 또는 측쇄일 수 있으며, C6- C30- 알케닐 또는 C6-C30- 알킬, 바람직하게는 C9- C18- 알케닐 또는 C9- C18- 알킬이고, R2는 - (CH2)n - O -(A)m - R3이며, A는 - CH2- CH2- O - 또는 일반식 - CH(R4) - CH2- 0 - 이고, R3은 직쇄 또는 측쇄일 수 있으며, C1- C18-알킬이고, R4는 수소 또는 메틸이며, n은 1 내지 6의 수이고, m은 0 내지 8의 수이며,는 알킬리 금속 또는 알킬리 토금속 양이온, 또는 일반식 HNR5R6R7의 암모늄 이온이고, R5, R6및 R7은 동일하거나 상이하며 수소, C1- C6-알킬 또는 하이드록시 - (C1- C6)- 알킬, 특히 2-하이드록시에틸 및 2-하이드록시프로필이다.
  4. 제3항에 있어서, 알킬리 금속 수산화물, 알킬리 토금속 수산화물, 일반식 NR5R6R7의 알칸올아민 또는 이들의 혼합물이 염기로서 사용되는 방법.
  5. 제3항에 있어서, 2-하이드록시에틸아민 및/또는 2-하이드록시프로필아민이 일반식(Ⅳ)의 알콕시알킬아민으로서 사용되는 방법.
  6. 경우에 따라, 일반식(Ⅱa) 또는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로서 존재하는 제1항에 따른 일반식(Ⅰa) 또는 (Ⅰb)의 알케닐석신산 알콕시알킬-반-아미드의 염을 포함하는, 금속가공용, 특히 냉각 윤활제로서 사용하기 위한 수성 또는 오일- 함유 제형.
  7. 제6항에 있어서, 제1항에 따른 화합물을 10내지 80중량%의 양으로 포함하는 제형.
  8. 경우에 따라, 일반식(Ⅱa) 또는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로서 존재하는 제1항에 따른 일반식(Ⅰa) 또는 (Ⅰb)의 알케닐석신산 알콕시알킬-반-아미드의 염을 포함하는, 금속가공용, 특히 냉각 윤활제로서 사용하기 위한 수성 또는 오일- 함유 금속가공유체.
  9. 제8항에 있어서, 제1항에 따른 화합물을 0.1내지 10중량%, 바람직하게는 2내지 10중량%의 양으로 포함하는 수성 및/또는 오일-함유 금속가공 유체.
  10. 제6항에 있어서, 추가의 보조제로서 일반식(Ⅴ)의 옥시 에틸레이트 및/또는 일반식(Ⅵ)의 지방산 알칸올아미드 및/또는 일반식(Ⅶ)의 에테르-카복실산 및/또는 일반식(Ⅷ)의 알콕실화 1급 아민 및/또는 지방산, 특히 알킬 쇄 중의 탄소수가 10내지 22고 에틸렌 옥사이드 단위수가 1내지 10인 포화 또는 불포화 지방산, 바람직하게는 에틸렌 옥사이드 단위수가 4내지 6인 올레산의 폴리글리콜 에스테르를 포함하는 제형.
    상기식에서, R8은 C10- C22-알킬, C10- C22-알케닐 또는 총 탄소수 10내지 20의 알킬페닐이고, R9는 C10- C22-알케닐이며, R10및 R11은 동일하거나 상이하며, 수소 또는 하이드록실 -(C1- C6)-알킬, 특히 2-하이드록시 에틸 또는 2-하이드록시프로필이고, R12는 직쇄 또는 측쇄 C8- C22-알킬 또는 C8- C22-알케닐 라디칼이며, R13은 C12- C20-알킬, 또는 알케닐, 바람직하게는 C16- C18-알킬이고, X는 수소, 알킬리 금속 원자 또는 알킬리 토금속 원자이며, p는 2내지 10의 수이고, 일반식(Ⅷ)에 있어서는, 바람직하게는 4내지 6이며, q 및 r은 서로 독립적으로 0내지 10이 되, 단 q와 r의 합은 1이상이고, u는 1또는 2이되, u가 1인 경우, 수소원자는 질소원자의 유리가에 위치한다.
  11. 제10항에 있어서, 보조제가 20내지 40중량%의 양으로 포함되는 제형.
  12. 제6항에 있어서, 소포제 및/또는 방부제가 포함되는 제형.
  13. 제8항에 있어서, 추가의 보조제로서 일반식(Ⅴ)의 옥시에틸레이트 및/또는 일반식(Ⅵ)의 지방산 알칸올아미드 및/또는 일반식(Ⅶ)의 에테르-카복실산 및/또는 일반식(Ⅷ)의 알콕실화 1급 아민 및/또는 지방산, 특히 알킬쇄 중의 탄소수가 10내지 22고 에킬렌 옥사이드 단위수가 1내지 10인 포화 또는 불포화 지방산, 바람직하게는 에틸렌 옥사이드 단위수가 4내지 6인 올레산의 폴리글리콜 에스테르를 포함하는 금속가공 유체.
    상기식에서, R8은 C10- C22-알킬, C10- C22-알케닐 또는 총 탄소수 10내지 20의 알킬페닐이고, R9는 C10- C22-알킬 또는 C10- C22-알케닐이며, R10및 R11은 동일하거나 상이하며, 수소 또는 하이드록실 -(C1- C6)-알킬, 특히 2-하이드록시 에틸 또는 2-하이드록시프로필이고, R12는 직쇄 또는 측쇄 C8- C22-알킬 또는 C8- C22-알케닐 라디칼이며, R13은 C12- C20-알킬, 또는 알케닐, 바람직하게는 C16- C18-알킬이고, X는 수소, 알킬리 금속 원자 또는 알킬리 토금속 원자이며, p는 2내지 10의 수이고, 일반식(Ⅷ)에 있어서는, 바람직하게는 4내지 6이며, q 및 r은 서로 독립적으로 0내지 10이 되, 단 q와 r의 합은 1이상이고, u는 1또는 2이되, u가 1인 경우, 수소원자는 질소원자의 유리가에 위치한다.
  14. 경우에 따라 일반식(Ⅱa) 또는 (Ⅱb)의 알케닐석신산 반-에스테르 아민의 염 및/또는 일반식(Ⅲ)의 알케닐석신산 이미드와의 혼합물로서 존재하는 일반식(Ⅰa) 또는 (Ⅰb)의 알케닐 석신산 알콕시알킬-반-아미드의 염의 금속가공 보조제로서의, 특히 수성 및/또는 오일-함유 제형 또는 금속가공 유체중의 부식방지제 및 유화제로서의 용도.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930016188A 1992-08-22 1993-08-20 금속가공보조제로서의알킬석신산또는알케닐석신산유도체 KR100318700B1 (ko)

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