JPH0217538B2 - - Google Patents
Info
- Publication number
- JPH0217538B2 JPH0217538B2 JP56032389A JP3238981A JPH0217538B2 JP H0217538 B2 JPH0217538 B2 JP H0217538B2 JP 56032389 A JP56032389 A JP 56032389A JP 3238981 A JP3238981 A JP 3238981A JP H0217538 B2 JPH0217538 B2 JP H0217538B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- chloroformate
- solution
- polycarbonate
- 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.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 229920005668 polycarbonate resin Polymers 0.000 description 12
- 239000004431 polycarbonate resin Substances 0.000 description 12
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 6
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000012963 UV stabilizer Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- IYAZLDLPUNDVAG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 IYAZLDLPUNDVAG-UHFFFAOYSA-N 0.000 description 1
- 229920001651 Cyanoacrylate Polymers 0.000 description 1
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 1
- ZYIIOOSAWAQYTN-UHFFFAOYSA-N OC(=O)C=C.ClC(=O)OC#N Chemical class OC(=O)C=C.ClC(=O)OC#N ZYIIOOSAWAQYTN-UHFFFAOYSA-N 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/131,157 US4247475A (en) | 1980-03-17 | 1980-03-17 | Chloroformates of cyanoacrylates |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56140959A JPS56140959A (en) | 1981-11-04 |
| JPH0217538B2 true JPH0217538B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-04-20 |
Family
ID=22448153
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3238981A Granted JPS56140959A (en) | 1980-03-17 | 1981-03-05 | Chloroformate of cyanoacrylate |
Country Status (4)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4391630A (en) * | 1982-03-03 | 1983-07-05 | The Dow Chemical Company | Cyano-(4-cyanophenyl)methyl ethyl ester of carbonic acid useful as an agent for selective control of barnyard grass |
| US4414218A (en) * | 1982-03-03 | 1983-11-08 | The Dow Chemical Company | Cyano-(substituted and unsubstituted pyridinyl) methyl and aryl esters of carbonic acid |
| US4558106A (en) * | 1983-03-29 | 1985-12-10 | Union Carbide Corporation | Polymerization process using metal formate to reduce the color of thermoplastic copolymers |
| US5162405A (en) * | 1987-12-24 | 1992-11-10 | Elf Atochem North America, Inc. | Single-functional and mixtures of multi-functional oligomeric performance additive compositions and their uses |
| US5013777A (en) * | 1987-12-24 | 1991-05-07 | Atochem North America, Inc. | Novel single-functional and mixtures of multi-functional oligomeric performance additive compositions and their uses |
| US4994594A (en) * | 1988-02-29 | 1991-02-19 | General Electric Company | Oligomeric carbonate chainstoppers |
| US5321112A (en) * | 1992-12-22 | 1994-06-14 | Minnesota Mining And Manufacturing Company | Copolymerizable ultraviolet radiation absorbing compounds and polymers made therewith |
| US6899866B2 (en) * | 2002-09-06 | 2005-05-31 | Cph Innovations Corporation | Photostabilization of a sunscreen composition with a combination of an α-cyano-β, β-diphenylacrylate compound and a dialkyl naphithalate |
| US6919473B2 (en) * | 2002-09-17 | 2005-07-19 | Cph Innovations Corporation | Photostabilizers, UV absorbers, and methods of photostabilizing a sunscreen composition |
| US7544350B2 (en) * | 2002-11-22 | 2009-06-09 | Hallstar Innovations Corp. | Method of decreasing the UV light degradation of polymers |
| US7534420B2 (en) * | 2004-02-25 | 2009-05-19 | Hallstar Innovations Corp. | Compounds derived from polyanhydride resins with film-forming, UV-absorbing, and photostablizing properties, compositions containing same, and methods of using the same |
| US7235587B2 (en) * | 2004-07-01 | 2007-06-26 | Cph Innovations Corporation | Diesters containing two crylene or fluorene moieties, sunscreen compositions containing the same, and methods of photostabilizing a sunscreen compositions containing the same |
| US8158678B2 (en) * | 2005-04-07 | 2012-04-17 | Cph Innovations Corp. | Photoabsorbing, highly conjugated compounds of cyanoacrylic esters, sunscreen compositions and methods of use |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3644466A (en) * | 1966-05-06 | 1972-02-22 | Gaf Corp | Alpha-cyano-beta beta-diphenylacrylic acid esters |
| US4203919A (en) * | 1979-05-03 | 1980-05-20 | Gaf Corporation | (Acetoxyalkyl) 2-cyano-3,3-diphenylacrylate intermediates for making copolymerizable, ultraviolet light absorber compounds |
-
1980
- 1980-03-17 US US06/131,157 patent/US4247475A/en not_active Expired - Lifetime
-
1981
- 1981-02-19 DE DE19813106071 patent/DE3106071A1/de active Granted
- 1981-02-27 CA CA000371942A patent/CA1164886A/en not_active Expired
- 1981-03-05 JP JP3238981A patent/JPS56140959A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE3106071C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1988-12-15 |
| DE3106071A1 (de) | 1982-02-18 |
| CA1164886A (en) | 1984-04-03 |
| US4247475A (en) | 1981-01-27 |
| JPS56140959A (en) | 1981-11-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH0217538B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| US6835802B2 (en) | Methods of synthesizing substantially monodispersed mixtures of polymers having polyethylene glycol moieties | |
| RU99105564A (ru) | Способ получения соединений ряда эстеинасцидина | |
| JPH05279318A (ja) | アミンオキサイド | |
| RU2005105580A (ru) | Добавки в виде полиалкиленгликолевой кислоты | |
| KR840005445A (ko) | 크산린 유도체의 제조방법 | |
| US6410791B1 (en) | Nitric esters and nitrate salts of specific drugs | |
| DE3689778T2 (de) | Verfahren zur Herstellung von siloxan- und carbonatenthaltenden Blockcopolymeren. | |
| US4837293A (en) | Linear bisphenol epoxy polymers containing cyano groups | |
| JP3512938B2 (ja) | 硬化性樹脂組成物 | |
| JPH05507936A (ja) | 環式サルフェートの製造法 | |
| US4446296A (en) | Acyloxy terminated polycarbonates | |
| DE69133499T2 (de) | Einstufiges Verfahren zur Herstellung von Polycarbonaten aus Bischloroformiaten | |
| JPS584779A (ja) | ２−アルコキシ−（１，３）−ジオキソランの製法 | |
| AU621577B2 (en) | Method of preparing optically active cyanohydrin derivatives and their conversion products, and optically active compounds to be obtained in this manner | |
| JPS6059897B2 (ja) | 末端アクリルもしくはメタクリル基を有するクロロホルメートの調製方法 | |
| JP3002038B2 (ja) | 推進薬用可塑剤 | |
| US6706849B2 (en) | Glycidyl di-nitropropyl carbonate and poly (glycidyl di-nitropropyl carbonate) | |
| JP3022008B2 (ja) | トリスフェノール類のｔ−ブトキシカーボネートの混合物からなる組成物 | |
| US2854483A (en) | Bronchodilator compounds | |
| JP2620109B2 (ja) | 多官能フェノキシアレン化合物ならびにその製法 | |
| CN1075632A (zh) | 烷氧基化苯基和香豆素衍生物及其应用 | |
| KR880003968A (ko) | 시알로실 콜레스테롤 및 그의 제조방법 및 시알로실 콜레스테롤로 이루어지는 신경성 질환 치료제 | |
| JPH0522696B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| KR890005056A (ko) | 피리딜에탄올아민, 이를 함유하는 약제학적 조성물 및 이의 제조방법 |