GB1357810A - Homogeneous thermosettable composition of a polyanhydride and a polyepoxide and method of preparation - Google Patents
Homogeneous thermosettable composition of a polyanhydride and a polyepoxide and method of preparationInfo
- Publication number
- GB1357810A GB1357810A GB5423971A GB5423971A GB1357810A GB 1357810 A GB1357810 A GB 1357810A GB 5423971 A GB5423971 A GB 5423971A GB 5423971 A GB5423971 A GB 5423971A GB 1357810 A GB1357810 A GB 1357810A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- polyanhydride
- hydrogen
- groups
- mixture
- 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
- 239000000203 mixture Substances 0.000 title abstract 6
- 229920002732 Polyanhydride Polymers 0.000 title abstract 4
- 229920000647 polyepoxide Polymers 0.000 title abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 4
- -1 methoxy, ethoxy Chemical group 0.000 abstract 4
- 239000000178 monomer Substances 0.000 abstract 3
- 150000003254 radicals Chemical class 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 abstract 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000000466 oxiranyl group Chemical group 0.000 abstract 2
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-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
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 1
- 239000004698 Polyethylene Substances 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 150000008064 anhydrides Chemical group 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 abstract 1
- 229960001826 dimethylphthalate Drugs 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 abstract 1
- 239000008240 homogeneous mixture Substances 0.000 abstract 1
- FGGJBCRKSVGDPO-UHFFFAOYSA-N hydroperoxycyclohexane Chemical compound OOC1CCCCC1 FGGJBCRKSVGDPO-UHFFFAOYSA-N 0.000 abstract 1
- 239000006193 liquid solution Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 abstract 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 abstract 1
- 150000002924 oxiranes Chemical group 0.000 abstract 1
- 229920000573 polyethylene Polymers 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
- C08F267/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated polycarboxylic acids or derivatives thereof as defined in group C08F22/00
- C08F267/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated polycarboxylic acids or derivatives thereof as defined in group C08F22/00 on to polymers of anhydrides
-
- 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
- C08F8/00—Chemical modification by after-treatment
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)
- Reinforced Plastic Materials (AREA)
- Epoxy Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
1357810 Polyanhydride/polyepoxide composition GULF RESEARCH & DEVELOPMENT CO 23 Nov 1971 [21 Dec 1970] 54239/71 Headings C3B B1D7 B1N1A B1N6D3 B1N6D5 B1N6D7 B1N13X and B1N16A A non-tacky, thermosettable, mouldable composition is prepared by forming a liquid solution containing (a) a polyanhydride represented by the general Formula:- wherein n is 2 to 500; R 1 and R 2 are independently selected from hydrogen, halogen, alkyl having from one to four carbon atoms and phenyl; R3 is hydrogen, halogen, a straight chain alkyl or halogenated alkyl group having from 1 to 18 carbon atoms phenyl, or a phenyl substituted with one or two chlorine, bromine, methoxy, ethoxy, or lower alkyl groups having from one to four carbon atoms; and R4 is hydrogen, chlorine, bromine or methyl when R 3 is phenyl or substituted phenyl and R4 is hydrogen when R 3 is not phenyl or substituted phenyl; (b) an olefinically unsaturated monooxirane compound containing as its only reactive group a single oxirane group and containing an olefinic double bond capable of being polymerized by free radical means; and optionally (c) an olefinically unsaturated monomer free of oxirane groups and free of reactive groups and containing at least one olefinic double bond capable of polymerization by free radical means; and polymerizing at least a portion of the olefinic double bonds of the monoxirane compound and monomer; if present, by free radical means without substantial reaction of the anhydride groups and the epoxide groups present in the mixture whereby a homogenous mixture of polyanhydride molecules, polyepoxide molecules and any unreacted monooxirane compound and monomer is obtained. In the examples glycidyl methacrylate, methyl methacrylate and styrene are polymerized in a mixture comprising 1-hexenemaleic anhydride copolymer, 2,6-ditertiary butyl-p-cresol, methyl ethyl ketone peroxide in dimethyl phthalate, cobalt naphthenate, powdered calcium carbonate, zinc stearate, glass fibres, ditertiary butyl diperoxy oxalate, cyclohexyl hydroperoxide, benzoyl peroxide, N,N- dimethyl aniline, N,N-dimethyl-p-toluidine and glass cloth. The mixture is formed into a sheet between two polyethylene films; polymerized, separated, cured between two aluminium sheets and then part-cured.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10041870A | 1970-12-21 | 1970-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1357810A true GB1357810A (en) | 1974-06-26 |
Family
ID=22279674
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5423971A Expired GB1357810A (en) | 1970-12-21 | 1971-11-23 | Homogeneous thermosettable composition of a polyanhydride and a polyepoxide and method of preparation |
Country Status (7)
| Country | Link |
|---|---|
| CA (1) | CA944096A (en) |
| DE (1) | DE2162757A1 (en) |
| ES (1) | ES398141A1 (en) |
| FR (1) | FR2119446A5 (en) |
| GB (1) | GB1357810A (en) |
| IT (1) | IT945464B (en) |
| NL (1) | NL7117513A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3890282A (en) * | 1973-06-15 | 1975-06-17 | Gulf Research Development Co | Method of preparing handleable, moldable resin compositions |
-
1971
- 1971-10-05 CA CA124,412A patent/CA944096A/en not_active Expired
- 1971-11-23 GB GB5423971A patent/GB1357810A/en not_active Expired
- 1971-12-15 IT IT5477371A patent/IT945464B/en active
- 1971-12-17 DE DE19712162757 patent/DE2162757A1/en active Pending
- 1971-12-17 FR FR7145379A patent/FR2119446A5/fr not_active Expired
- 1971-12-20 ES ES398141A patent/ES398141A1/en not_active Expired
- 1971-12-20 NL NL7117513A patent/NL7117513A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES398141A1 (en) | 1975-05-16 |
| IT945464B (en) | 1973-05-10 |
| NL7117513A (en) | 1972-06-23 |
| CA944096A (en) | 1974-03-19 |
| DE2162757A1 (en) | 1972-07-20 |
| FR2119446A5 (en) | 1972-08-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 429A | Application made for amendment of specification (sect. 29/1949) | ||
| 429H | Application (made) for amendment of specification now open to opposition (sect. 29/1949) | ||
| 429D | Case decided by the comptroller ** specification amended (sect. 29/1949) | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |