KR970701219A - 코폴리에스테르의 제조 방법(a process for preparing copolyesters) - Google Patents

코폴리에스테르의 제조 방법(a process for preparing copolyesters)

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Publication number
KR970701219A
KR970701219A KR1019960704313A KR19960704313A KR970701219A KR 970701219 A KR970701219 A KR 970701219A KR 1019960704313 A KR1019960704313 A KR 1019960704313A KR 19960704313 A KR19960704313 A KR 19960704313A KR 970701219 A KR970701219 A KR 970701219A
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KR
South Korea
Prior art keywords
terephthalate
diol
compound
dihydroxy
copolyester
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KR1019960704313A
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English (en)
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KR100322431B1 (ko
Inventor
스콧 엘러리 죠지
더글라스 클레어 호프만
Original Assignee
그윈넬 해리 제이
이스트만 케미칼 캄파니
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Publication of KR970701219A publication Critical patent/KR970701219A/ko
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Publication of KR100322431B1 publication Critical patent/KR100322431B1/ko

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used
    • C08G63/84—Boron, aluminium, gallium, indium, thallium, rare-earth metals, or compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used
    • C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

본 발명은 두 단계를 포함하는 코폴리에스테르의 제조 방법에 관한 것이다. 제1단계는 디올 교환 단계이고, 제2단계는 중축합 단계이다. 더 구체적으로는, 이 방법은 (Ⅰ) 중축합 촉매의 존재하에 하기 화학식(1)(하기에서, n은 1 내지 10이고, 말단기의 99% 이상이 에틸렌 글리콜 잔기임)의 디하이드록시 테레프탈레이트-함유 화합물; 및 디하이드록시 테레프탈레이트-함유 화합물 몰을 기준으로 디올 0.01 내지 10몰을 반응시키고, (Ⅱ) 단계(Ⅰ)의 반응생성물을 중축합하여 원하는 분자량이 얻어질 때까지 과량의 디올을 제거하면서 코폴리에스테르를 제조하는 것을 포함한다:
이 방법은 코폴리에스테르를 제조하는데 통상 사용되는 디알킬 에스테르 반응 또는 에스테르화 반응의 에스테르교환을 포함하지 않는다. 게다가, 본 발명은 폴리에틸렌 테레프탈레이트 및 이로부터 제조된 코폴리에스테르가 일체의 생산라인에서 생산되도록 한다.

Description

코폴리에스테르의 제조 방법 (A PROCESS FOR PREPARING COPOLYESTERS)
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (16)

  1. (Ⅰ) 불활성 대기하에 150℃ 내지 250℃에서 0.01 내지 8시간동안 중축합 촉매의 존재하에 (A) 화학식
    (여기에서, n은 1 내지 10이고, 말단기의 99% 이상은 에틸렌 글리콜 잔기임)의 디하이드록시 테레프탈레이트-함유 화합물; 및 (B) 탄소원자 6개 내지 20개를 갖는 지환족 디올, 탄소원자 2개 내지 20개를 갖는 지방족 디올 및 이들의 조합으로 구성된 그룹엣 선택되는 디올을 디하이드록시 테레프탈레이트-함유 화합물 1몰당 0.005 내지 10몰을 반응시키는 단계, 및 (Ⅱ) 감압하에 175℃ 내지 325℃에서 단계(Ⅰ)의 반응생성물을 중축합하여 원하는 분자량이 얻어질 때까지 과량의 디올을 제거하면서 코폴리에스테르를 제조하는 단계를 포함하는, 코폴리에스테르를 제조하는 방법.
  2. (Ⅰ) 불활성 대기하에 180℃ 내지 230℃에서 0.1 내지 4시간동안 게르마늄 화합물, 주석 화합물, 갈륨 화합물 및 티탄 화합물로 구성된 그룹에서 선택되는 중축합 촉매 25ppm 내지 500ppm의 존재하에 (A) 화학식
    (여기에서, n은 1 내지 5이고, 말단기의 99% 이상은 에틸렌 글리콜 잔기임)의 디하이드록시 테레프탈레이트-함유 화합물; 및 (B) 탄소원자 6개 내지 20개를 갖는 지환족 디올, 탄소원자 2개 내지 20개를 갖는 지방족 디올 및 이들의 조합으로 구성된 그룹에서 선택되는 디올을 디하이드록시 테레프탈레이트-함유 화합물 1몰당 0.005 내지 10몰을 반응시키는 단계, 및 (Ⅱ) 감압하에 250℃ 내지 300℃에서 단계(Ⅰ)의 반응생성물을 중축합하여 원하는 분자량이 얻어질 때까지 0.1 내지 6시간동안 과량의 디올을 제거하면서 코폴리에스테르를 제조하는 단계를 포함하는, 코폴리에스테르를 제조하는 방법.
  3. (Ⅰ) 불활성 대기하에 180℃ 내지 230℃에서 0.1 내지 4시간동안 게르마늄 화합물 50ppm 내지 300ppm의 존재하에 (A) 비스-2-하이드록시에틸 테레프탈레이트; 및 (B) 비스-2-하이드록시 에틸 테레프탈레이트 1몰당 1,4-사이클로헥산디메탄올 0.005 내지 3몰을 반응시키는 단계, 및 (Ⅱ) 감압하에 250℃ 내지 300℃에서 단계(Ⅰ)의, 반응 생성물을 중축합하여 원하는 분자량이 얻어질 때까지 0.1 내지 6시간동안 과량의 디올을 제거하면서 코폴리에스테르를 제조하는 단계를 포함하는, 코폴리에스테르를 제조하는 방법.
  4. (Ⅰ) 불활성 대기하에 180℃ 내지 230℃에서 0.1 내지 4시간동안 주석 화합물 50ppm 내지 300ppm의 존재하에 (A) 비스-2-하이드록시에틸 테레프탈레이트; 및 (B) 비스-2-하이드록시 에틸 테레프탈레이트 1몰당 2,2,4,4-테트라메틸-1,3-사이클로부탄디올 0.005 내지 3몰을 반응시키는 단계, 및 (Ⅱ) 감압하에 250℃ 내지 300℃에서 단계(Ⅰ)의 반응생성물을 중축합하여 원하는 분자량이 얻어질 때까지 0.01 내지 6시간동안 과량의 디올을 제거하면서 코폴리에스테르를 제조하는 단계를 포함하는, 코폴리에스테르를 제조하는 방법.
  5. 제1항에 있어서, 디하이드록시 테레프탈레이트-함유 화합물[성분(A)]이 비스-2-하이드록시에틸 테레프탈레이트인 방법.
  6. 제1항에 있어서, 디하이드록시 테레프탈레이트-함유 화합물[성분(A)]이 비스-2-하이드록시에틸 테레프탈레이트와 화학식
    의 디하이드록시 테레프탈레이트-함유 화합물의 혼합물인 방법.
  7. 제1항에 있어서, 디하이드록시 테레프탈레이트-함유 화합물[성분(A)]이 비스-2-하이드록시에틸 테레프탈레이트와 화학식
    의 디하이드록시 테레프탈레이트-함유 화합물의 혼합물인 방법.
  8. 제1항에 있어서, 디올[성분(B)]이 1,4-사이클로헥산디메탄올, 2,2,4,4-테트라메틸-1,3-사이클로부탄디올, 에틸렌 글리콜, 디에틸렌 글리콜, 트리에틸렌 글리콜, 에틸렌 글리콜, 폴리에틸렌 글리콜, 프로판디올, 부탄디올, 펜탄디올, 헥산디올 및 이들의 혼합물로 구성된 그룹에서 선택되는 방법.
  9. 제8항에 있어서, 디올[성분(B)]이 1,4-사이클로헥산디메탄올인 방법.
  10. 제8항에 있어서, 디올[성분(B)]이 2,2,4,4-테트라메틸-1,3-사이클로부탄디올인 방법.
  11. 제1항에 있어서, 디하이드록시 테레프탈레이트-함유 화합물[성분(A)]과 반응하는 디올[성분(B)]의 양이 디하드록시 테레프탈레이트-함유 화합물의 몰을 기준으로 0.005 내지 3몰인 방법.
  12. 제2항에 있어서, 단계(Ⅱ)를 270℃ 내지 290℃에서 0.25 내지 2시간동안 수행하는 방법.
  13. 제2항에 있어서, 중축합 촉매가 게르마늄 화합물과 주석 화합물로 구성된 그룹에서 선택되는 방법.
  14. 제13항에 있어서, 중축합 촉매가 산화게르마늄(Ⅳ)인 방법.
  15. 제1항에 있어서, 코폴리에스테르가 폴리에틸렌-코-1,4-사이클로헥산디메탄올 테레프탈레이트인 방법.
  16. 제1항에 있어서, 코폴리에스테르가 폴리에틸렌-코-2,2,4,4-테트라메틸-1,3-사이클로부탄디올인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019960704313A 1994-02-09 1995-01-30 코폴리에스테르의제조방법 KR100322431B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/194,368 US5378796A (en) 1994-02-09 1994-02-09 Process for preparing copolyesters
US08/194,368 1994-02-09
PCT/US1995/000940 WO1995021881A1 (en) 1994-02-09 1995-01-30 A process for preparing copolyesters

Publications (2)

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KR970701219A true KR970701219A (ko) 1997-03-17
KR100322431B1 KR100322431B1 (ko) 2002-06-24

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Country Link
US (1) US5378796A (ko)
EP (1) EP0743963B1 (ko)
KR (1) KR100322431B1 (ko)
AT (1) ATE185576T1 (ko)
CA (1) CA2181054A1 (ko)
DE (1) DE69512767T2 (ko)
MX (1) MX9603264A (ko)
TW (1) TW264489B (ko)
WO (1) WO1995021881A1 (ko)

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KR100322431B1 (ko) 2002-06-24
CA2181054A1 (en) 1995-08-17
MX9603264A (es) 1997-03-29
US5378796A (en) 1995-01-03
EP0743963B1 (en) 1999-10-13
DE69512767D1 (de) 1999-11-18
EP0743963A1 (en) 1996-11-27
WO1995021881A1 (en) 1995-08-17
TW264489B (ko) 1995-12-01
DE69512767T2 (de) 2000-03-23

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