GB836046A - New polymers - Google Patents
New polymersInfo
- Publication number
- GB836046A GB836046A GB1405657A GB1405657A GB836046A GB 836046 A GB836046 A GB 836046A GB 1405657 A GB1405657 A GB 1405657A GB 1405657 A GB1405657 A GB 1405657A GB 836046 A GB836046 A GB 836046A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polymers
- groups
- polymerization
- vinyl ether
- methacrylate
- 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
- 229920000642 polymer Polymers 0.000 title abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical group C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 abstract 3
- 238000006116 polymerization reaction Methods 0.000 abstract 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 238000010539 anionic addition polymerization reaction Methods 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 239000000178 monomer Substances 0.000 abstract 2
- BSNJMDOYCPYHST-UHFFFAOYSA-N 2-ethenoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC=C BSNJMDOYCPYHST-UHFFFAOYSA-N 0.000 abstract 1
- ZEUGUMVMFBIRJG-UHFFFAOYSA-N 4-ethenoxybutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC=C ZEUGUMVMFBIRJG-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- CYEBJEDOHLIWNP-UHFFFAOYSA-N methanethioamide Chemical compound NC=S CYEBJEDOHLIWNP-UHFFFAOYSA-N 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 abstract 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/40—Esters of unsaturated alcohols, e.g. allyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
- C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
- C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
- C08F16/14—Monomers containing only one unsaturated aliphatic radical
- C08F16/26—Monomers containing oxygen atoms in addition to the ether oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Polymers comprising repeating units of the general formula <FORM:0836046/IV (a)/1> in which R represents a divalent aliphatic group having at least two carbon atoms and which may contain, if desired, hetero atoms, R1 represents hydrogen or an alkyl group and R2 represents hydrogen, an alkyl or an aryl group, are made by subjecting a compound of the general formula <FORM:0836046/IV (a)/2> (in which R, R1 and R2 have the above-stated meanings) to anionic polymerization. Compounds of the above formula specified are vinyloxy - ethyl - methacrylate and vinyloxybutyl-methacrylate. The anionic polymerization may be carried out at a temperature below - 37 DEG C. in liquid ammonia with the aid of an alkali metal as a catalyst. The polymers produced may be further polymerized to a cross-linked state through the free vinyl ether groups by a radical or cationic mechanism, such further polymerization being assisted by catalysts such as benzoyl p peroxide, azodiisobutronitrile or boron fluoride. During the further polymerization there may be present monomers which take part in the reaction, such as acrylic esters, methyl methacrylate, acrylonitrile or styrene, and/or polymers of such monomers, which act as fillers. Alternatively the free vinyl ether groups may be reacted with compounds containing hydroxyl, carboxyl or thiol groups or hydrogen sulphide or a compound yielding same; compounds of these types specified are a polyester derived from ethylene glycol and adipic acid and having free hydroxyl or carboxyl groups (Example 5), thioglycollic acid (Example 6), thioformamide and thioacetamide. By the addition of hydrogen sulphide across the vinyl ether groups polymers are obtained which contain -SH groups and which may be used as ion-exchange resins or polymerization regulators.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER18814A DE1027401B (en) | 1956-05-02 | 1956-05-02 | Process for the production of polymers or copolymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB836046A true GB836046A (en) | 1960-06-01 |
Family
ID=7400292
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1405657A Expired GB836046A (en) | 1956-05-02 | 1957-05-02 | New polymers |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1027401B (en) |
| FR (1) | FR1174734A (en) |
| GB (1) | GB836046A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3383374A (en) * | 1960-10-31 | 1968-05-14 | Union Carbide Corp | Ethylenically unsaturated 1-acyloxyaliphatic ethers and polymers thereof |
| US5605941A (en) * | 1993-09-16 | 1997-02-25 | Steinmann; Bettina | Vinyl ether compounds having additional functional groups other than vinyl ether groups and the use thereof in the formulation of curable compositions |
| EP0967233A1 (en) * | 1998-06-25 | 1999-12-29 | Hydro-Quebec | Polymers from block copolymerisable monomers and their use e.g. for the preparation of ionic conductors |
| WO2005033153A1 (en) | 2003-10-03 | 2005-04-14 | Nitto Denko Corporation | Light refractive index modulation polymer, light refractive index modulation polymer composition and method of controlling refractive index |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7321051B2 (en) | 2000-10-23 | 2008-01-22 | Nippon Shokubai Co., Ltd. | Composition of vinyl ether group-containing (meth) acrylic ester and production method thereof |
-
1956
- 1956-05-02 DE DER18814A patent/DE1027401B/en active Pending
-
1957
- 1957-04-30 FR FR1174734D patent/FR1174734A/en not_active Expired
- 1957-05-02 GB GB1405657A patent/GB836046A/en not_active Expired
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3383374A (en) * | 1960-10-31 | 1968-05-14 | Union Carbide Corp | Ethylenically unsaturated 1-acyloxyaliphatic ethers and polymers thereof |
| US5605941A (en) * | 1993-09-16 | 1997-02-25 | Steinmann; Bettina | Vinyl ether compounds having additional functional groups other than vinyl ether groups and the use thereof in the formulation of curable compositions |
| US5705316A (en) * | 1993-09-16 | 1998-01-06 | Ciba Specialty Chemicals Corporation | Vinyl ether compounds having additional functional groups other than vinyl ether groups and the use thereof in the formulation of curable compositions |
| US5783615A (en) * | 1993-09-16 | 1998-07-21 | Ciba Specialty Chemicals Corporation | Vinyl ether compounds having additional functional groups other than vinyl ether groups and the use thereof in the formulation of curable compositions |
| US5783712A (en) * | 1993-09-16 | 1998-07-21 | Ciba Specialty Chemicals Corporation | Vinyl ether compounds having additional functional groups other than vinyl ether groups and the use thereof in the formulation of curable compositions |
| US6492449B2 (en) | 1998-06-25 | 2002-12-10 | Hydro-Quebec | Polymers obtained from monomers allowing a sequential polymerization, and their use for preparing ionic conductors |
| EP0967233A1 (en) * | 1998-06-25 | 1999-12-29 | Hydro-Quebec | Polymers from block copolymerisable monomers and their use e.g. for the preparation of ionic conductors |
| US8512899B2 (en) | 1998-06-25 | 2013-08-20 | Hydro-Quebec | Polymers obtained from monomers allowing a sequential polymerization, and their use for preparing ionic conductors |
| US8754138B2 (en) | 1998-06-25 | 2014-06-17 | Hydro-Quebec | Polymers obtained from monomers allowing a sequential polymerization, and their use for preparing ionic conductors |
| WO2005033153A1 (en) | 2003-10-03 | 2005-04-14 | Nitto Denko Corporation | Light refractive index modulation polymer, light refractive index modulation polymer composition and method of controlling refractive index |
| EP1669378A1 (en) * | 2003-10-03 | 2006-06-14 | Nitto Denko Corporation | Light refractive index modulation polymer, light refractive index modulation polymer composition and method of controlling refractive index |
| EP1669378A4 (en) * | 2003-10-03 | 2006-12-06 | Nitto Denko Corp | Light refractive index modulation polymer, light refractive index modulation polymer composition and method of controlling refractive index |
| KR100846024B1 (en) | 2003-10-03 | 2008-07-11 | 닛토덴코 가부시키가이샤 | Light refractive index modulation polymer, light refractive index modulation polymer composition and method of controlling refractive index |
| US7566745B2 (en) | 2003-10-03 | 2009-07-28 | Nitto Denko Corporation | Photochemically refractive-index-changing polymer, photochemically refractive-index-changing polymer composition, and method of refractive index regulation |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1027401B (en) | 1958-04-03 |
| FR1174734A (en) | 1959-03-16 |
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