KR960703965A - 이질성 촉매를 사용하는 시클릭 에테르의 중합 및 해중합 방법(Polymerization and Depolymerization of Cyclic Ethers Using Heterogeneous Catalysts) - Google Patents
이질성 촉매를 사용하는 시클릭 에테르의 중합 및 해중합 방법(Polymerization and Depolymerization of Cyclic Ethers Using Heterogeneous Catalysts) Download PDFInfo
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Abstract
시클릭 에테르의 중합 반응은 선택된 촉진에의 존재 하에서 촉매로서 특정 금속 양이온을 함유하는 제올라이트 또는 고체 지지체에 부착된 선택된 금속 퍼플루 오로알킬술포네이트를 사용하여 수행된다. 생성된 폴리에테르는 단량체, 응집제, 윤활제 등으로서 유용하다. 폴리테트라히드로푸란은 촉매로서 고체 지지체에 부착된 선택된 금속 퍼플루오로알킬술포네이트를 사용하여 테트라히드로푸란으로 해중합된다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (23)
1종 이상의 옥세탄, 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산을 스트론튬, 바륨, 스칸듐, 이트륨, 회토류 금속, 티탄, 지르코늄, 하프늄, 바나듐, 니오븀, 크롬, 몰리브덴, 탄탈, 텅스텐, 레늄, 철 루테늄, 오스뮴, 로듐, 이리듐, 팔라듐, 구리, 백금, 은, 금, 아연, 카드뮴, 수은, 알루미늄, 갈륨, 인듐, 툴륨, 게르마늄, 주석, 납, 비소, 안티몬 및 비스무트로 이루어진 군 중에서 선택된 금속 양이온을 함유하는 제올라인트, 및 물 중에서의 pKa가 약 6미만인 카르복실산 무수물, 아실 할로겐화물 및 카르복실산으로 이루어지는 군 중에서 선택된 촉진제와 접촉시키는 것을 포함하는 시클릭 에테르의 중합방법.
제 1항에 있어서, 상기 시클릭 에테르가 1종 이상의 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산인 방법.
제 2항에 있어서, 상기 시클릭 에테르가 하기 구조의 화합물로 이루어지는 것인 방법.
상기 식에서, n은 2 또는 4이고, R1,R2,R3및 R4는 각각 독립적으로 수소이거나 또는 탄소 원자수 1 내지 20의 히드로카르빌이다.
제 3항에 있어서, R1,R2,R3및 R4는 모두 수소인 방법.
제 3항에 있어서, n은 2이고, R1,R2중 1개, R3중 2개 및 R4는 수소이며, 나머지 R2는 탄소 원자수 1 내지 4의 알킬인 방법.
제 1항에 있어서, 상기 금속 양이온은 스트론튬, 스칸듐, 이트륨, 회토류 금속, 티탄, 지르코늄, 하프늄, 바나듐, 니오븀, 탄탈, 크롬, 몰리브덴, 텅스텐, 레늄, 철, 루테늄, 팔라듐, 구리, 금, 아연, 주석 또는 비스무트인 방법.
제 6항에 있어서, 상기 금속 양이온은 이트륨, 이테르븀, 디스프로줌, 에르븀, 네오디뮴, 란탄, 미세메탈, 스칸듐 또는 지르코늄인 방법.
제 1항에 있어서, 상기 촉진제는 물 중에서의 pKa가 약 6이하인 카르복실산인 방법.
제 8항에 있어서, 상기 카르복실산은 포름산, 아세트산, 트리플루오로아세트산, 아크릴산, 메타크릴산, 시아노아세트산, 니트로프로피온산 및 니트로벤조산으로 이루어지는 군 중에서 선택되는 것인 방법.
1종 이상의 옥시란, 옥세탄, 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산을 표면에 금속 퍼플루오로알킬술포네이트(여기서, 금속은 스트론튬, 바륨, 스칸듐, 이트륨, 회토류 금속, 티탄, 지르코늄, 하프늄, 크롬, 몰리브덴, 탄탈, 레늄, 철, 루테늄, 오스뮴, 로듐, 이리듐, 팔라듐, 백금, 은, 금, 아연, 라듐, 구리, 백금, 은 금, 아연, 카드뮴, 수은, 알루미늄, 갈륨, 인듐, 툴륨, 게르마늄, 주석, 납, 비소, 안티몬 및 비스무트로 이루어진 군 중에서 선택된다)가 부착되어 있는 이질성 촉매, 및 물 중에서의 pKa가 약 6미만인 카르복실산 무수물, 아실 할로겐화물 및 카르복실산으로 이루어지는 군 중에서 선택된 촉진제와 접촉시키는 것을 포함하는 시클릭 에테르의 중합방법.
제10항에 있어서, 상기 시클릭 에테르가 1종 이상의 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산인 방법.
제11항에 있어서, 상기 시클릭 에테르가 하기 구조의 화합물로 이루어지는 것인 방법.
상기 식에서, n은 2 또는 4이고, R1,R2,R3및 R4는 각각 독립적으로 수소이거나 또는 탄소 원자수 1 내지 20의 히드로카르빌이다.
제12항에 있어서, R1,R2,R3및 R4는 모두 수소인 방법.
제12항에 있어서, n은 2이고, R1,R2중 1개, R3중 2개 및 R4는 수소이며, 나머지 R2는 탄소 원자수 1 내지 4의 알킬인 방법.
제10항에 있어서, 상기 금속 양이온은 스트론튬, 스칸듐, 이트륨, 회토류 금속, 티탄, 지르코늄, 하프늄, 바나듐, 니오븀, 탄탈, 크롬, 몰리브덴, 텅스텐, 레늄, 철, 루테늄, 팔라듐, 구리, 금, 아연, 주석 또는 비스무트인 방법.
제15항에 있어서, 상기 금속 양이온은 이트륨, 이테르븀, 디스프로줌, 에르븀, 네오디뮴, 란탄, 미세메탈, 스칸듐 또는 지르코늄인 방법.
제10항에 있어서, 상기 촉진제는 물 중에서의 pKa가 약 6이하인 카르복실산인 방법.
제10항에 있어서, 상기 이질성 촉매 지지체는 알루미나, 실리카, 실리카-알루미네이트, 탄소 또는 지르코니아인 방법.
약 100℃ 내지 약 250℃의 온도에서 하기 구조의 반복 단위 1개 이상을 주성분으로 하는 중합체를 표면에 금속 퍼플루오로알킬술포네이트(여기서, 금속은 스트론튬, 바륨, 스칸듐, 이트륨, 회토류 금속, 티탄, 지르코늄, 하프늄, 크롬, 몰리브덴, 탄탈, 레늄, 철, 루테늄, 오스뮴, 로듐, 이리듐, 팔라듐, 백금, 은, 금, 아연, 카드뮴, 수은, 알루미늄, 갈륨, 인듐, 툴륨, 게르마늄, 주석, 납, 비소, 안티몬 및 비스무트로 이루어진 군 중에서 선택된다)가 부착되어 있는 이질성 촉매와 접촉시키는 것을 포함하는, 폴리에테르를 테트라히드로푸란으로 해중합시키는 방법.
-[CHR1CR2R3CR2R3CHR4O]-
상기 식에서, R1,R2,R3및 R4는 각각 독립적으로 수소이거나 또는 탄소 원자수 1 내지 20의 히드로카르빌이다.
제19항에 있어서, R1,R2중 1개, R3중 2개 및 R4는 수소이며, 나머지 R2는 탄소 원자수 1 내지 4의 알킬인 방법.
제19항에 있어서, 상기 금속 양이온은 스트론튬, 스칸듐, 이트륨, 회토류 금속, 티탄, 지르코늄, 하프늄, 바나듐, 니오븀, 탄탈, 크롬, 몰리브덴, 텅스텐, 레늄, 철, 루테늄, 팔라듐, 구리, 금, 아연, 주석 또는 비스무트인 방법.
제19항에 있어서, R1,R2,R3및 R4는 모두 수소인 방법.
제19항에 있어서, 상기 이질성 촉매 지지체는 알루미나, 실리카, 실리카-알루미네이트, 탄소 또는 지르코니아인 방법.
※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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US9311993A | 1993-07-16 | 1993-07-16 | |
US08/093119 | 1993-07-16 | ||
US08/093,119 | 1993-07-16 | ||
PCT/US1994/007590 WO1995002625A2 (en) | 1993-07-16 | 1994-07-14 | Polymerization/depolymerization catalyst for polyethers |
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KR1020017010610A Division KR100325965B1 (ko) | 1993-07-16 | 1994-07-14 | 비균질 촉매를 사용하는 시클릭 에테르의 해중합 방법 |
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KR1019960700181A KR100323176B1 (ko) | 1993-07-16 | 1994-07-14 | 비균질촉매를사용하는시클릭에테르의중합방법 |
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EP (3) | EP0708794B1 (ko) |
JP (1) | JPH09500161A (ko) |
KR (2) | KR100325965B1 (ko) |
DE (3) | DE69424316T2 (ko) |
ES (2) | ES2139088T3 (ko) |
SG (1) | SG52641A1 (ko) |
WO (1) | WO1995002625A2 (ko) |
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DE19702787A1 (de) * | 1997-01-27 | 1998-07-30 | Bayer Ag | Verfahren zur Herstellung von Polyetherpolyolen |
DE19817676A1 (de) | 1998-04-21 | 1999-10-28 | Bayer Ag | Verfahren zur aufarbeitungsfreien Herstellung langkettiger Polyetherpolyole |
DE10296452B4 (de) * | 2001-03-07 | 2008-06-26 | Honda Giken Kogyo K.K. | Reibrührschweißverfahren und Herstellungsverfahren für einen mit einem Boden versehenen zylindrischen Körper |
JP2008063391A (ja) * | 2006-09-05 | 2008-03-21 | Mitsubishi Chemicals Corp | ポリエーテルの製造方法 |
FR2925515A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
US8809491B2 (en) | 2009-12-11 | 2014-08-19 | INVISTA North America S.à r.l. | Depolymerization of oligomeric cyclic ethers |
EP3222648B1 (en) * | 2014-11-20 | 2020-01-01 | Mitsubishi Chemical Corporation | Polytetramethylene ether glycol, method for producing it, polyester elastomer and polyurethane |
US9815808B2 (en) | 2016-02-29 | 2017-11-14 | Regents Of The University Of Minnesota | Recovery of monomer from polyurethane materials by depolymerization |
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GB1211973A (en) * | 1968-04-18 | 1970-11-11 | Mobil Oil Corp | Polymerization with zeolitic catalysts |
US3842019A (en) * | 1969-04-04 | 1974-10-15 | Minnesota Mining & Mfg | Use of sulfonic acid salts in cationic polymerization |
JPS5232677B2 (ko) * | 1972-12-29 | 1977-08-23 | ||
US4202964A (en) * | 1978-03-16 | 1980-05-13 | E. I. Du Pont De Nemours And Company | Method for reducing oligomeric cyclic ether content of a polymerizate |
JPS60109584A (ja) * | 1983-11-17 | 1985-06-15 | Asahi Chem Ind Co Ltd | ポリオキシテトラメチレングリコ−ルの解重合方法 |
DE3606479A1 (de) * | 1986-02-28 | 1987-09-03 | Basf Ag | Verfahren zur herstellung von polyoxibutylenpolyoxialkylenglykolen mit enger molekulargewichtsverteilung und vermindertem gehalt an oligomeren cyclischen ethern |
JPH0713140B2 (ja) * | 1986-05-02 | 1995-02-15 | 旭化成工業株式会社 | ポリオキシアルキレングリコ−ルおよび、または環式ポリアルキレンエ−テルの解重合方法 |
IT1226550B (it) * | 1988-07-29 | 1991-01-24 | Enichem Anic Spa | Processo di oligomerizzazione selettiva di olefine e nuovo catalizzatore per tale processo. |
US5102849A (en) * | 1990-04-23 | 1992-04-07 | Shell Oil Company | Supported rare earth and phosphorus catalyst |
JPH0616805A (ja) * | 1992-06-30 | 1994-01-25 | Daicel Chem Ind Ltd | ポリオキシテトラメチレングリコ−ルジエステルの製造方法 |
WO1994009055A2 (en) * | 1992-10-21 | 1994-04-28 | E.I. Du Pont De Nemours And Company | Polymerization of, and depolymerization to, cyclic ethers using selected metal compound catalysts |
KR100291008B1 (ko) * | 1993-02-23 | 2001-09-17 | 이.아이,듀우판드네모아앤드캄파니 | 테트라히드로푸란과시클릭무수물의공중합 |
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- 1994-07-14 KR KR1020017010610A patent/KR100325965B1/ko not_active IP Right Cessation
- 1994-07-14 EP EP98204328A patent/EP0903365B1/en not_active Expired - Lifetime
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Also Published As
Publication number | Publication date |
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EP0903365A2 (en) | 1999-03-24 |
EP0903365A3 (en) | 1999-04-21 |
DE69432086T2 (de) | 2003-10-30 |
DE69424316D1 (de) | 2000-06-08 |
EP0750000A3 (en) | 1997-02-19 |
JPH09500161A (ja) | 1997-01-07 |
DE69420845T2 (de) | 2000-04-20 |
EP0708794A1 (en) | 1996-05-01 |
DE69420845D1 (de) | 1999-10-28 |
ES2139088T3 (es) | 2000-02-01 |
EP0708794B1 (en) | 1999-09-22 |
DE69424316T2 (de) | 2000-12-28 |
DE69432086D1 (de) | 2003-03-06 |
ES2147343T3 (es) | 2000-09-01 |
WO1995002625A3 (en) | 1995-05-26 |
KR100323176B1 (ko) | 2002-06-26 |
EP0750000B1 (en) | 2000-05-03 |
EP0750000A2 (en) | 1996-12-27 |
SG52641A1 (en) | 1998-09-28 |
KR100325965B1 (ko) | 2002-03-07 |
WO1995002625A2 (en) | 1995-01-26 |
EP0903365B1 (en) | 2003-01-29 |
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