GB938068A - Polymerisation process - Google Patents
Polymerisation processInfo
- Publication number
- GB938068A GB938068A GB470562A GB470562A GB938068A GB 938068 A GB938068 A GB 938068A GB 470562 A GB470562 A GB 470562A GB 470562 A GB470562 A GB 470562A GB 938068 A GB938068 A GB 938068A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butyl
- cadmium
- tert
- mono
- thioglycollate
- 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
- 229910052793 cadmium Inorganic materials 0.000 abstract 5
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 5
- -1 sulphur compound Chemical class 0.000 abstract 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 230000001590 oxidative effect Effects 0.000 abstract 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- 229910052725 zinc Inorganic materials 0.000 abstract 2
- 239000011701 zinc Substances 0.000 abstract 2
- MKEPGIQTWYTRIW-ODZAUARKSA-N (z)-but-2-enedioic acid;ethane-1,2-diol Chemical compound OCCO.OC(=O)\C=C/C(O)=O MKEPGIQTWYTRIW-ODZAUARKSA-N 0.000 abstract 1
- AKUNSTOMHUXJOZ-UHFFFAOYSA-N 1-hydroperoxybutane Chemical compound CCCCOO AKUNSTOMHUXJOZ-UHFFFAOYSA-N 0.000 abstract 1
- GLVYLTSKTCWWJR-UHFFFAOYSA-N 2-carbonoperoxoylbenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1C(O)=O GLVYLTSKTCWWJR-UHFFFAOYSA-N 0.000 abstract 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 abstract 1
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-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
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 abstract 1
- 125000005395 methacrylic acid group Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 239000004926 polymethyl methacrylate Substances 0.000 abstract 1
- 238000007717 redox polymerization reaction Methods 0.000 abstract 1
- 150000003440 styrenes Chemical class 0.000 abstract 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical class OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 abstract 1
- 229920006305 unsaturated polyester Polymers 0.000 abstract 1
- 229920001567 vinyl ester resin Polymers 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- C08F4/00—Polymerisation catalysts
- C08F4/28—Oxygen or compounds releasing free oxygen
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymerization Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Ethylenically unsaturated compounds are polymerized in the presence of a redox polymerization accelerator which comprises an oxidative component and a sulphur compound of formula Me-S-(CH2)n-COOR, Me1[-S-(CH2)n-COOR]2, Me-S-(CH2)n-O-CO-R or Me1[-S-(CH2)n-O-CO-R]2 where Me is a monovalent metal and Me1 is a divalent metal of Group Ib or IIb of the Mendel<\>eeff Periodic System, R is an alkyl, aryl or aralkyl group and n is an integer from 1 to 4. The unsaturated compounds may be styrenes, vinyl esters, the esters, amides and nitriles of acrylic and methacrylic acids, and unsaturated polyesters. The oxidative component may be benzoyl peroxide, lauroyl peroxide, cumene hydroperoxide, butyl hydroperoxide, di-tert-butyl di perphthalate or mono-tert-butyl permaleate. Preferred sulphur compounds are the cadmium and zinc mercaptides of thioglycollic acid esters. The unsaturated compound may be polymerized in the presence of a preformed polymer, the sulphur compound being dissolved in the monomer or a plasticizer, and the oxidative component mixed with the polymer. Examples describe (1) the polymerization of methyl methacrylate in the presence of polymethyl methacrylate, mono-tert-butyl permaleate and the cadmium and zinc mercaptides of 2-ethylhexyl thioglycollate, the cadmium mercaptide of butyl thioglycollate, and the cadmium mercaptide of b -mercaptoethyl isobutyrate; and the polymerization in the presence of mono-tert-butyl permaleate and the cadmium mercaptide of 2-ethylhexyl thioglycollate of (2) methyl methacrylate and (3) a mixture of styrene and ethylene glycol maleate polyester. The accelerators may be used in dentistry.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER29922A DE1128663B (en) | 1961-03-21 | 1961-03-21 | Process for polymerizing monomeric unsaturated compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB938068A true GB938068A (en) | 1963-09-25 |
Family
ID=7403146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB470562A Expired GB938068A (en) | 1961-03-21 | 1962-02-07 | Polymerisation process |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE614983A (en) |
| DE (1) | DE1128663B (en) |
| GB (1) | GB938068A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3534122A (en) * | 1967-03-10 | 1970-10-13 | Sartomer Resins Inc | Free radical polymerization of bulk liquid acrylic monomer with monotertiary butyl peroxy maleic acid and tertiary phosphine coagent at room temperature |
| US4242482A (en) * | 1979-12-21 | 1980-12-30 | Dart Industries Inc. | Peroxygen compound-metal mercaptide redox catalyst system for vinyl halide polymerization |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1301074B (en) * | 1964-06-20 | 1969-08-14 | Resart Ihm Ag | Process for the preparation of polymerization products |
| US3437716A (en) * | 1966-12-13 | 1969-04-08 | Cosan Chem Corp | Process for accelerating polymerization of ethylenically unsaturated monomers using trivalent antimony compounds |
-
1961
- 1961-03-21 DE DER29922A patent/DE1128663B/en active Pending
-
1962
- 1962-02-07 GB GB470562A patent/GB938068A/en not_active Expired
- 1962-03-12 BE BE614983A patent/BE614983A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3534122A (en) * | 1967-03-10 | 1970-10-13 | Sartomer Resins Inc | Free radical polymerization of bulk liquid acrylic monomer with monotertiary butyl peroxy maleic acid and tertiary phosphine coagent at room temperature |
| US4242482A (en) * | 1979-12-21 | 1980-12-30 | Dart Industries Inc. | Peroxygen compound-metal mercaptide redox catalyst system for vinyl halide polymerization |
| FR2471987A1 (en) * | 1979-12-21 | 1981-06-26 | Dart Ind Inc | CATALYSTS AND PROCESS FOR THE PREPARATION OF VINYL HALIDE POLYMERS AND COPOLYMERS |
Also Published As
| Publication number | Publication date |
|---|---|
| BE614983A (en) | 1962-07-02 |
| DE1128663B (en) | 1962-04-26 |
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