KR970701222A - 시클릭 에테르와 유기 이소시아네이트로부터 폴리(에테르-우레탄)의 제조 방법(Preparation of Poly(ether- urethanes) from Cyclic Ethers and Organic Isocyanates) - Google Patents
시클릭 에테르와 유기 이소시아네이트로부터 폴리(에테르-우레탄)의 제조 방법(Preparation of Poly(ether- urethanes) from Cyclic Ethers and Organic Isocyanates)Info
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Abstract
폴리(에테르-우레탄)은 촉매로서 선택된 금속 화합물을 사용하여 시클릭 에테르 및 유기 이소시아네이트로부터 제조될 수 있다. 열가소성 엘라스토머, 스판덱스 섬유 또는 우레탄 고무로서 유용한 중합체는 관능기를 함유하는 디이소시아네이트를 테트라히드로푸란, 특히 테트라히드로푸란 자체와 반응시켜서 제조될 수 있다. 본 발명은 또한 유기 이소시아네이트를 사용하는 시클릭 에테르의 개선된 양이온 중합 방법에 관한 것이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (35)
- 옥시란, 옥세탄, 테트라히드로푸란, 1,3-디옥솔란, 1,3,5-트리옥산, 또는 옥세판과, 화학식 A(NCO)x의 유기 이소시아네이트 및 하기 화학식의 촉매를 접촉시키는 것으로 이루어지는 폴리(에테르-우레탄)의 제조 방법.MZs·Qt식 중, M은 코발트, 텅스텐, 바나듐, 니오븀, 스트론튬, 바륨, 스칸듐, 이트륨, 희토류 금속, 티탄, 지르코늄, 하프늄, 크룸, 몰리브덴, 탄탈, 레늄, 철, 루테늄, 오스뮴, 로듐, 이리듐, 팔라듐, 백은, 은, 금, 아연, 카드뮴, 수은, 알루미늄, 갈륨, 인듐, 툴륨, 게르마늄, 주석, 납, 비소, 안티몬 및 비스무쓰로 이루어진 군에서 선택되는 금속이고; Z 중 적어도 하나는 식 -OSO2R5(여기서, R5는 탄소 원자수 1 내지 12의 퍼플루오로알킬이거나, 또는 술포네이트기에 대해 알파 및 베타 위치의 탄소 원자들이 적어도 4개의 불소 원자에 함께 결합되어 있는 불소화 기의 일부분이거나, 또는 테트라플루오로보레이트임)의 음이온이고, 나머지 Z는 옥소, 또는 1개 이상의 1가 음이온이며; s는 M이 스트론튬, 바륨, 코발트, 로듐, 이리듐, 팔라듐, 크롬, 아연, 카드뮴 또는 수은인 경우 2이고 M이 스칸듐, 이트륨, 희토류 금속, 비소, 안티몬, 비스무쓰, 금, 철, 루테늄, 오스뮴, 알루미늄, 갈륨, 인듐 또는 툴륨인 경우 3이며, M이 티탄, 지르코늄, 하프늄, 몰리브덴, 게르마늄, 주석 또는 납인 경우 4이고, M이 레늄, 바나듐, 니오븀 또는 탄탈인 경우 5이며, M이 텅스텐인 경우 6이고; Q는 중성 리간드이며; t는 0 또는 1 내지 6의 정수이고; A는 각각 독립적으로 x의 자유 원자가를 갖는 유기기이며; x는 각각 독립적으로 1, 2, 3, 4, 5 또는 6이고; 단, A는 탄소 원자를 통해 이소시아네이트기에 결합되고; Z의 일부로서 존재하는 각각의 옥소는 s에서 2를 차지하는 것으로 간주한다.
- 제1항에 있어서, 상기 시클릭 에테르가 하기 화학식을 갖는 것인 방법.식 중, d는 0, 1, 2 또는 4이고, R1, R2, R3및 R4는 각각 독립적으로 수소, 또는 탄소 원자수 1 내지 20의 히드로카르빌이다.
- 제2항에 있어서, x가 2인 방법.
- 제2항에 있어서, d가 2인 방법.
- 제1항에 있어서, Z가 모두 -OSO2R5인 방법.
- 제2항에 있어서, R1, R4및 R2및 R3가 모두 수소인 방법.
- 제4항에 있어서, R1및 R4가 수소이고, R2중 1개는 수소이며 나머지 R2는 메틸이고, R3가 모두 수소인 방법.
- 제5항에 있어서, R5가 퍼플루오로알킬인 방법.
- 제8항에 있어서, R5가 트리플루오로메틸인 방법.
- 제4항에 있어서, x가 2인 방법.
- 제3항에 있어서, A가 비스(3,3'-페닐렌)메탄, 비스(3,4'-페닐렌)메탄, 비스(4,4'-페닐렌)메탄, p-페닐렌, m-페닐렌, n-헥사메틸렌 및 알킬-치환된 페닐렌인 방법.
- 제2항에 있어서, A가 1개 이상의 우레탄 또는 우레아를 함유하는 것인 방법.
- 제3항에 있어서, 나머지 이소시아네이트기들을 디아민, 디올, 아미노알코올 또는 물과 반응시키는 단계를 추가로 포함하는 방법.
- 제13항에 있어서, 상기 물을 사용하는 것인 방법.
- 제13항에 있어서, 유리 디이소시아네이트가 존재하는 방법.
- 제15항에 있어서, 이소시아네이트 함유 사슬 말단 단위 몰당 유리디이소시아네이트가 5몰 이하로 존재하는 방법.
- 제1항에 있어서, M이 스트론튬, 바륨, 스칸듐, 이트륨, 희토류 금속, 티탄, 지르코늄, 하프늄, 크룸, 몰리브덴, 탄탈, 레늄, 철, 루테늄, 오스뮴, 로듐, 이리듐, 팔라듐, 백금, 은, 금, 아연, 카드뮴, 수은, 게르마늄, 주석, 납, 비소, 안티몬 또는 비스무쓰인 방법.
- 제2항에 있어서, x가 2이고, d가 2이며, Z가 모두 -OSO2R5이고, R1, R2, R3및 R4가 모두 H이거나, 또는 R1, 1개의 R2, R3및 R4가 모두 H이고 나머지 R2가 메틸이며, A가 비스(3,3'-페닐렌)메탄, 비스(3,4'-페닐렌)메탄, 비스(4,4'-페닐렌)메탄, p-페닐렌, m-페닐렌, n-헥사메틸렌 또는 알킬-치환된 페닐렌인 방법.
- 제10항에 있어서, 나머지 이소시아네이트기들을 디아민, 디올, 아미노알코올 또는 물과 반응시키는 단계를 추가로 포함하는 방법.
- 제10항에 있어서, 나머지 이소시아네이트기들을, 임의로 유리 디이소시아네이트 존재하에, 디아민, 디올, 아미노알코올 또는 물과 반응시키는 단계를 추가로 포함하는 방법.
- 유기 이소시아네이트 존재하에 양이온 중합시키는 것을 포함하고, 양이온성 촉매는 반응 조건하에 유기 이소시아네이트와 거의 반응하지 않거나 또는 부반응을 거의 일으키지 않는 것이 특징인 시클릭 에테르의 양이온 중합 방법.
- 제21항에 있어서, 상기 유기 이소시아네이트가 화학식 A(NCO)x(여기서, A는 유기기이고, 각 이소시아네이트기는 탄소 원자를 통해 A에 결합되며, x는 2임)인 방법.
- 제21항에 있어서, 상기 시클릭 에테르가 하기 화학식을 갖는 것인 방법.식 중, d는 0, 1, 2 또는 4이고, R1, R2, R3및 R4는 각각 독립적으로 수소, 또는 탄소 원자수 1 내지 20의 히드로카르빌이다.
- 제23항에 있어서, d가 2인 방법.
- 제23항에 있어서, 상기 유기 이소시아네이트가 화학식 A(NCO)x(여기서, A는 유기기이고, 각 이소시아네이트기는 탄소 원자를 통해 A에 결합되며, x는 2임)인 방법.
- 제25항에 있어서, d가 2인 방법.
- 제26항에 있어서, R1, R2, R4및 모든 R3가 수소인 방법.
- 제26항에 있어서, R1및 R4가 수소이고, 1개의 R2가 메틸이며 나머지 R2는 수소이고, R3가 모두 수소인 방법.
- 제24항에 있어서, R1, R2, R4및 모든 R3가 수소인 방법.
- 제24항에 있어서, R1및 R4가 수소이고, 1개의 R2가 메틸이며 나머지 R2는 수소이고, R3가 모두 수소인 방법.
- 제22항에 있어서, A가 비스(3,3'-페닐렌)메탄, 비스(3,4'-페닐렌)메탄, 비스(4,4'-페닐렌)메탄, p-페닐렌, m-페닐렌, 또는 알킬-치환된 페닐렌인 방법.
- 제26항에 있어서, 나머지 이소시아네이트기들을 디아민, 디올, 아미노알코올 또는 물과 반응시키는 단계를 추가로 포함하는 방법.
- 제22항에 있어서, 나머지 이소시아네이트기들을 디아민, 디올, 아미노알코올 또는 물과 반응시키는 단계를 추가로 포함하는 방법.
- 제30항에 있어서, 물을 사용하는 것인 방법.
- 제31항에 있어서, 물을 사용하는 것인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/198,799 | 1994-02-17 | ||
US08/198,799 US5430122A (en) | 1994-02-17 | 1994-02-17 | Preparation of poly(ether-urethanes) from cyclic ethers and organic isocyanates |
PCT/US1995/001957 WO1995022572A1 (en) | 1994-02-17 | 1995-02-15 | Preparation of poly(ether-urethanes) from cyclic ethers and organic isocyanates |
Publications (1)
Publication Number | Publication Date |
---|---|
KR970701222A true KR970701222A (ko) | 1997-03-17 |
Family
ID=22734896
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019960704477A KR970701222A (ko) | 1994-02-17 | 1995-02-15 | 시클릭 에테르와 유기 이소시아네이트로부터 폴리(에테르-우레탄)의 제조 방법(Preparation of Poly(ether- urethanes) from Cyclic Ethers and Organic Isocyanates) |
Country Status (10)
Country | Link |
---|---|
US (1) | US5430122A (ko) |
EP (2) | EP1022299A3 (ko) |
JP (1) | JPH09509213A (ko) |
KR (1) | KR970701222A (ko) |
BR (1) | BR9506865A (ko) |
DE (1) | DE69520038T2 (ko) |
ES (1) | ES2154329T3 (ko) |
MX (1) | MX9603449A (ko) |
TW (1) | TW336242B (ko) |
WO (1) | WO1995022572A1 (ko) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5541346A (en) * | 1992-10-21 | 1996-07-30 | E. I. Du Pont De Nemours And Company | Polymerization of, and depolymerization to, cyclic ethers using selected metal compound catalysts |
US5990264A (en) * | 1993-02-23 | 1999-11-23 | E. I. Du Pont De Nemours And Company | Copolymerization of tetrahydrofurans and cyclic anhydrides |
US5677412A (en) * | 1994-02-17 | 1997-10-14 | E. I. Du Pont De Nemours And Company | Preparation of poly(ether-urethanes) from cyclic ethers and organic isocyanates |
US5932511A (en) * | 1997-05-28 | 1999-08-03 | E. I. Du Pont De Nemours And Company | Perfluorinated ion-exchange microcomposite catalysts modified with Lewis acid |
US5840233A (en) | 1997-09-16 | 1998-11-24 | Optimer, Inc. | Process of making melt-spun elastomeric fibers |
DE69911647T2 (de) * | 1998-11-12 | 2004-04-29 | Alliant Techsystems Inc., Edina | Herstellung von energetischen thermoplastischen elastomeren die sowohl polyoxiran- als polyoxetanblöcke enthalten |
US6997997B1 (en) | 1998-11-12 | 2006-02-14 | Alliant Techsystems Inc. | Method for the synthesis of energetic thermoplastic elastomers in non-halogenated solvents |
US7101955B1 (en) | 1998-11-12 | 2006-09-05 | Alliant Techsystems Inc. | Synthesis of energetic thermoplastic elastomers containing both polyoxirane and polyoxetane blocks |
US6815522B1 (en) * | 1998-11-12 | 2004-11-09 | Alliant Techsystems Inc. | Synthesis of energetic thermoplastic elastomers containing oligomeric urethane linkages |
KR100855926B1 (ko) * | 2000-10-13 | 2008-09-02 | 로디아 쉬미 | 불소화 및 3가 금속산염의 우레탄을 형성하기 위한촉매로서의 용도, 이를 함유하는 조성물 및 이를 사용하는방법 |
US6599625B2 (en) | 2001-10-31 | 2003-07-29 | E. I. Du Pont De Nemours And Company | Polyether ester elastomer comprising polytrimethylene ether ester soft segment and trimethylene ester hard segment |
US6562457B1 (en) | 2001-10-31 | 2003-05-13 | E. I. Du Pont De Nemours And Company | Polyether ester elastomer comprising polytrimethylene ether ester soft segment and tetramethylene ester hard segment |
US6852823B2 (en) | 2002-08-09 | 2005-02-08 | E. I. Du Pont De Nemours And Company | Polyurethane and polyurethane-urea elastomers from polytrimethylene ether glycol |
WO2004033521A1 (ja) * | 2002-10-09 | 2004-04-22 | Mitsubishi Chemical Corporation | ポリウレタン樹脂及びポリウレタン弾性繊維 |
EP3124516A1 (en) * | 2015-07-28 | 2017-02-01 | Henkel AG & Co. KGaA | Organic aerogels based on isocyanate and cyclic ether polymer networks |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3842019A (en) * | 1969-04-04 | 1974-10-15 | Minnesota Mining & Mfg | Use of sulfonic acid salts in cationic polymerization |
US4237252A (en) * | 1979-06-28 | 1980-12-02 | Minnesota Mining And Manufacturing Company | Heat activatable one-part liquid resin systems |
US4721559A (en) * | 1986-10-17 | 1988-01-26 | Olah George A | Boron, aluminum and gallium perfluoro alkanesulfonate and resinsulfonate catalysts |
US5124417A (en) * | 1990-02-12 | 1992-06-23 | Minnesota Mining And Manufacturing Company | Initiators for cationic polymerization |
US5084586A (en) * | 1990-02-12 | 1992-01-28 | Minnesota Mining And Manufacturing Company | Novel initiators for cationic polymerization |
-
1994
- 1994-02-17 US US08/198,799 patent/US5430122A/en not_active Expired - Fee Related
-
1995
- 1995-02-15 EP EP00200969A patent/EP1022299A3/en not_active Withdrawn
- 1995-02-15 JP JP7521909A patent/JPH09509213A/ja active Pending
- 1995-02-15 MX MX9603449A patent/MX9603449A/es unknown
- 1995-02-15 EP EP95911016A patent/EP0745100B1/en not_active Expired - Lifetime
- 1995-02-15 WO PCT/US1995/001957 patent/WO1995022572A1/en active IP Right Grant
- 1995-02-15 DE DE69520038T patent/DE69520038T2/de not_active Expired - Fee Related
- 1995-02-15 BR BR9506865A patent/BR9506865A/pt not_active IP Right Cessation
- 1995-02-15 ES ES95911016T patent/ES2154329T3/es not_active Expired - Lifetime
- 1995-02-15 KR KR1019960704477A patent/KR970701222A/ko active IP Right Grant
- 1995-02-22 TW TW084101644A patent/TW336242B/zh active
Also Published As
Publication number | Publication date |
---|---|
EP0745100A1 (en) | 1996-12-04 |
JPH09509213A (ja) | 1997-09-16 |
DE69520038D1 (de) | 2001-03-08 |
US5430122A (en) | 1995-07-04 |
EP0745100B1 (en) | 2001-01-31 |
TW336242B (en) | 1998-07-11 |
BR9506865A (pt) | 1997-09-09 |
EP1022299A3 (en) | 2002-08-21 |
EP1022299A2 (en) | 2000-07-26 |
WO1995022572A1 (en) | 1995-08-24 |
DE69520038T2 (de) | 2001-09-13 |
ES2154329T3 (es) | 2001-04-01 |
MX9603449A (es) | 1997-03-29 |
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