KR850000497A - 트리옥산 공중합체의 제조방법 - Google Patents
트리옥산 공중합체의 제조방법 Download PDFInfo
- Publication number
- KR850000497A KR850000497A KR1019840003372A KR840003372A KR850000497A KR 850000497 A KR850000497 A KR 850000497A KR 1019840003372 A KR1019840003372 A KR 1019840003372A KR 840003372 A KR840003372 A KR 840003372A KR 850000497 A KR850000497 A KR 850000497A
- Authority
- KR
- South Korea
- Prior art keywords
- butyl
- trioxane
- copolymer
- hydroxybenzyl
- butylphenol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229920001577 copolymer Polymers 0.000 title claims 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000178 monomer Substances 0.000 claims 4
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 claims 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 3
- 238000000034 method Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- TUYBEVLJKZQJPO-UHFFFAOYSA-N 19-(3,5-ditert-butyl-4-hydroxyphenyl)heptatriacontan-19-ylphosphonic acid Chemical compound CCCCCCCCCCCCCCCCCCC(CCCCCCCCCCCCCCCCCC)(P(O)(O)=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 TUYBEVLJKZQJPO-UHFFFAOYSA-N 0.000 claims 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 claims 1
- 125000006290 2-hydroxybenzyl group Chemical group [H]OC1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 claims 1
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 claims 1
- -1 3,5-di-t-butyl-4-hydroxyphenyl Chemical group 0.000 claims 1
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 claims 1
- MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 claims 1
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 claims 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Classifications
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/18—Copolymerisation of aldehydes or ketones
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/30—Chemical modification by after-treatment
- C08G2/36—Chemical modification by after-treatment by depolymerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Claims (3)
- 중합단계에 앞서 단량체 혼합물에 하나 또는 그 이상의 입체-장해성페놀류를 단량체 총량을 기준으로 0.001 내지 2.0중량퍼센트 첨가하는 단계와, 이어서 트리옥산을 양이온활성촉매와 상기 페놀의 존재하에 트리옥산과 공중합할 수 있는 적어도 하나의 단량체와 공중합시키는 단계와, 얻어진 공중합체를 용율 상테를 이루기 위하여 상기 공중합체의 융점보다 더 높은 온도에서 가열하는 단계로 이루어지는 것을 특징으로 하는 트리옥산 공중합체의 제조방법.
- 제1항에 있어서, 트리옥산은 단량체 혼합물의 총량을 기준으로 99.99 내지 75중량%의 양으로 사용되는 것을 특징으로 하는 트리옥산 공중합체의 제조방법.
- 제1항 또는 제2항에 있어서, 상기 페놀은 2,2'-메틸렌비스(4-메틸-6-t-부틸페놀), 헥사메틸렌 글리콜비스(3,5-디-t-부틸-4-히드록시히드로시나메이트), 테트라키스[메틸렌(3,5-디 -t-부틸-4- 히드록시히드로시나메이트)] 메탄, 트리에틸렌글리콜-비스-3-(3-t-부틸-4-히드록시-5-메틸페닐)프로피오네이트, 1,3,5-트리메틸-2,4,6-트리스(3,5-디-t-부틸-4-히드록시벤질)벤젠, p -옥타데실-3-(4'-히드록시-3',5'-디-t-부틸페놀)프로피오네이트, 4,4'-메틸렌비스(2,6-디-t-부틸페놀),4,4'-부틸리덴-비스-(6-t-부틸-3-메틸페놀), 2,2'-티오디에틸-비스-[3-(3,5-디-t-부틸-4-히드록시페닐)] 프로피오네이트, 디-스테아릴-3,5-디-t-부틸-4-히드록시벤질-포스포네이트 및 2-t-부틸-6-(3-t-부틸-5-메틸-2-히드록시벤질)-4-메틸페닐아크릴레이트로 구성되는 군으로부터 선택되는 것을 특징으로 하는 트리옥산 공중합체의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58109052A JPS601216A (ja) | 1983-06-17 | 1983-06-17 | トリオキサンの共重合体製造法 |
| JP109052 | 1983-06-17 | ||
| JP58-109052 | 1983-06-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850000497A true KR850000497A (ko) | 1985-02-27 |
| KR900000374B1 KR900000374B1 (ko) | 1990-01-25 |
Family
ID=14500383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840003372A Expired KR900000374B1 (ko) | 1983-06-17 | 1984-06-15 | 트리옥산 공중합체의 제조방법 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4547565A (ko) |
| EP (1) | EP0129369B2 (ko) |
| JP (1) | JPS601216A (ko) |
| KR (1) | KR900000374B1 (ko) |
| AU (1) | AU566430B2 (ko) |
| CA (1) | CA1226394A (ko) |
| DE (1) | DE3474028D1 (ko) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0737504B2 (ja) * | 1987-12-25 | 1995-04-26 | ポリプラスチックス株式会社 | アセタール重合体又は共重合体の製造法 |
| JPH0730149B2 (ja) * | 1988-06-13 | 1995-04-05 | ポリプラスチックス株式会社 | アセタール重合体又は共重合体の製造法 |
| MY115341A (en) * | 1994-02-28 | 2003-05-31 | Asahi Chemical Ind | Method for producing an acetal copolymer |
| JP4433137B2 (ja) * | 2003-02-18 | 2010-03-17 | 三菱瓦斯化学株式会社 | 環状ホルマールの保存方法 |
| DE102004025366A1 (de) | 2004-05-19 | 2005-12-15 | Basf Ag | Verfahren zur Enfernung von Restmonomeren aus Polyoxymethylenen |
| PL2066710T3 (pl) | 2006-09-12 | 2011-06-30 | Basf Se | Ciecze jonowe do wytwarzania POM |
| CA2707613A1 (en) | 2007-12-19 | 2009-06-25 | Basf Se | Process for preparing polyoxymethylene homopolymers or copolymers by homopolymerization or copolymerization of trioxane, starting from methanol |
| JP5389468B2 (ja) * | 2009-02-16 | 2014-01-15 | 三菱エンジニアリングプラスチックス株式会社 | ポリアセタール樹脂組成物の製造方法 |
| EP2809722A1 (de) | 2012-02-02 | 2014-12-10 | Basf Se | Thermoplastische pom-masse |
| WO2013113879A1 (de) | 2012-02-02 | 2013-08-08 | Basf Se | Polyoxymethylencopolymere |
| US9902797B2 (en) | 2012-05-14 | 2018-02-27 | Mitsubishi Gas Chemical Company, Inc. | Method for producing oxymethylene copolymer |
| TW201500443A (zh) | 2013-04-18 | 2015-01-01 | Basf Se | 聚甲醛共聚物及熱塑性pom組成物 |
| KR102363249B1 (ko) | 2014-05-21 | 2022-02-16 | 바스프 에스이 | 성형물의 굴곡 인성 개선 방법 |
| JP6573636B2 (ja) | 2014-06-02 | 2019-09-11 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 焼結成形体の製造方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2989506A (en) * | 1957-10-21 | 1961-06-20 | Celanese Corp | Catalytic polymerization |
| US3252940A (en) * | 1962-03-20 | 1966-05-24 | Ethyl Corp | Production of trioxane polymers with cationic exchange material as catalyst |
| FR1419666A (fr) * | 1963-08-14 | 1965-12-03 | Ici Ltd | Procédé de fabrication d'un copolymère contenant des motifs oxyméthylène |
| US3436375A (en) * | 1965-12-14 | 1969-04-01 | Celanese Corp | Preparation of oxymethylene polymers in the presence of polyhydric compounds |
| US3513223A (en) * | 1967-11-13 | 1970-05-19 | Celanese Corp | Phenol-formaldehyde resins in needle form |
| JPS5158492A (ja) * | 1974-11-18 | 1976-05-21 | Shinetsu Chemical Co | Horumuarudehidokeijugotaino seizohoho |
| JPS5386794A (en) * | 1976-11-29 | 1978-07-31 | Mitsubishi Gas Chem Co Inc | Continuous polymerization |
| DE2840679C2 (de) * | 1978-09-19 | 1982-03-18 | Degussa Ag, 6000 Frankfurt | Verfahren zur Herstellung von Oxymethylencopolymerisat-Formmassen mit geringem Anteil an Restformaldehyd |
| JPS5550485A (en) * | 1978-10-04 | 1980-04-12 | Toyo Kohan Co Ltd | Original tin plate |
| JPS5659824A (en) * | 1979-10-23 | 1981-05-23 | Mitsubishi Gas Chem Co Inc | Continuous polymerization of trioxane |
-
1983
- 1983-06-17 JP JP58109052A patent/JPS601216A/ja active Granted
-
1984
- 1984-06-04 CA CA000455819A patent/CA1226394A/en not_active Expired
- 1984-06-06 EP EP84303812A patent/EP0129369B2/en not_active Expired
- 1984-06-06 DE DE8484303812T patent/DE3474028D1/de not_active Expired
- 1984-06-07 AU AU29195/84A patent/AU566430B2/en not_active Ceased
- 1984-06-08 US US06/618,717 patent/US4547565A/en not_active Expired - Lifetime
- 1984-06-15 KR KR1019840003372A patent/KR900000374B1/ko not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6213369B2 (ko) | 1987-03-26 |
| CA1226394A (en) | 1987-09-01 |
| EP0129369A1 (en) | 1984-12-27 |
| EP0129369B2 (en) | 1992-04-15 |
| EP0129369B1 (en) | 1988-09-14 |
| AU2919584A (en) | 1984-12-20 |
| AU566430B2 (en) | 1987-10-22 |
| KR900000374B1 (ko) | 1990-01-25 |
| DE3474028D1 (en) | 1988-10-20 |
| US4547565A (en) | 1985-10-15 |
| JPS601216A (ja) | 1985-01-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR850000497A (ko) | 트리옥산 공중합체의 제조방법 | |
| KR850000482A (ko) | 트리옥산의 중합체 또는 공중합체의 제조방법 | |
| NO871513D0 (no) | Fremgangsmaate for fremstilling av faste farmasoeytiske former. | |
| ES302732A1 (es) | Procedimiento para la obtencion de una dispersion de polimeros de adicion en liquidos organicos. | |
| JPS51149424A (en) | Electronic air-fuel ratio feed back control device | |
| KR890008182A (ko) | 용융 유량이 극히 높은 프로필렌 중합체 및 그 제조방법 | |
| KR900016359A (ko) | 폴리옥시메틸렌 수지 조성물 및 그의 제조방법 | |
| KR900000397A (ko) | 아세탈중합체 또는 공중합체의 제조방법 | |
| DE2860978D1 (en) | Process for the preparation of a low molecular weight acrylate copolymer, and a liquid coating composition having a high solids content based on the acrylate copolymer thus obtained | |
| Naziri et al. | Some Observations on the Behavior of Superplastic Zinc-Aluminum Eutectoid Over a Wide Range of Strain Rates | |
| JPS5239742A (en) | Sensitized materials | |
| JPS5213036A (en) | Diaphragm system accelerating pump of an carbureter | |
| ES326927A1 (es) | Procedimiento para la preparacion de una hoja laminar permeable a los gases. | |
| GB1480536A (en) | Process for the preparation of trioxane copolymers | |
| JPS5280340A (en) | Colored particulate resin compositions | |
| JPS5215321A (en) | Photosensitive resinous composition | |
| JPS57185035A (en) | Photosensitive resin composition | |
| JPS51134439A (en) | A preheater for oil combustiors | |
| JPS56163144A (en) | Polyoxymethylene composition | |
| UST953001I4 (en) | Naturally degradable acrylonitrile and methacrylonitrile polymers | |
| JPS642038A (en) | Positive type photoresist composition | |
| JPS52117987A (en) | Production of methyl methacrylate polymer | |
| JPS57109814A (en) | Terpolymer rubber | |
| JPS5213548A (en) | Heat-resistant resin composition | |
| JPS54120725A (en) | Specialized drawing machine |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19840615 |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19851228 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19840615 Comment text: Patent Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 19890919 Patent event code: PE09021S01D |
|
| G160 | Decision to publish patent application | ||
| PG1605 | Publication of application before grant of patent |
Comment text: Decision on Publication of Application Patent event code: PG16051S01I Patent event date: 19891218 |
|
| E701 | Decision to grant or registration of patent right | ||
| PE0701 | Decision of registration |
Patent event code: PE07011S01D Comment text: Decision to Grant Registration Patent event date: 19900331 |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 19900418 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 19900418 End annual number: 3 Start annual number: 1 |
|
| PR1001 | Payment of annual fee |
Payment date: 19930112 Start annual number: 4 End annual number: 4 |
|
| PR1001 | Payment of annual fee |
Payment date: 19940107 Start annual number: 5 End annual number: 5 |
|
| PR1001 | Payment of annual fee |
Payment date: 19941227 Start annual number: 6 End annual number: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 19960123 Start annual number: 7 End annual number: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 19961231 Start annual number: 8 End annual number: 8 |
|
| PR1001 | Payment of annual fee |
Payment date: 19971223 Start annual number: 9 End annual number: 9 |
|
| PR1001 | Payment of annual fee |
Payment date: 19990123 Start annual number: 10 End annual number: 10 |
|
| PR1001 | Payment of annual fee |
Payment date: 20000111 Start annual number: 11 End annual number: 11 |
|
| PR1001 | Payment of annual fee |
Payment date: 20010119 Start annual number: 12 End annual number: 12 |
|
| PR1001 | Payment of annual fee |
Payment date: 20020116 Start annual number: 13 End annual number: 13 |
|
| PR1001 | Payment of annual fee |
Payment date: 20030108 Start annual number: 14 End annual number: 14 |
|
| FPAY | Annual fee payment |
Payment date: 20040108 Year of fee payment: 15 |
|
| PR1001 | Payment of annual fee |
Payment date: 20040108 Start annual number: 15 End annual number: 15 |
|
| EXPY | Expiration of term | ||
| PC1801 | Expiration of term |