JPS6224009B2 - - Google Patents
Info
- Publication number
- JPS6224009B2 JPS6224009B2 JP23176583A JP23176583A JPS6224009B2 JP S6224009 B2 JPS6224009 B2 JP S6224009B2 JP 23176583 A JP23176583 A JP 23176583A JP 23176583 A JP23176583 A JP 23176583A JP S6224009 B2 JPS6224009 B2 JP S6224009B2
- Authority
- JP
- Japan
- Prior art keywords
- mol
- glycidyl
- copolymer
- ethylenic
- epoxide
- 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
- 229920001577 copolymer Polymers 0.000 claims description 15
- -1 Glycidyl ester Chemical class 0.000 claims description 9
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims description 7
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 150000002118 epoxides Chemical class 0.000 claims 1
- 239000003054 catalyst Substances 0.000 description 14
- 229920000642 polymer Polymers 0.000 description 12
- 150000002924 oxiranes Chemical class 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- JKXONPYJVWEAEL-UHFFFAOYSA-N oxiran-2-ylmethyl acetate Chemical compound CC(=O)OCC1CO1 JKXONPYJVWEAEL-UHFFFAOYSA-N 0.000 description 4
- 239000005060 rubber Substances 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ZVNYKZKUBKIIAH-UHFFFAOYSA-N 2-(oxiran-2-yl)acetic acid Chemical compound OC(=O)CC1CO1 ZVNYKZKUBKIIAH-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- YLNSNVGRSIOCEU-UHFFFAOYSA-N oxiran-2-ylmethyl butanoate Chemical compound CCCC(=O)OCC1CO1 YLNSNVGRSIOCEU-UHFFFAOYSA-N 0.000 description 2
- QNAJAJLBHMMOJB-UHFFFAOYSA-N oxiran-2-ylmethyl propanoate Chemical compound CCC(=O)OCC1CO1 QNAJAJLBHMMOJB-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002370 organoaluminium group Chemical group 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Landscapes
- Polyethers (AREA)
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23176583A JPS60123531A (ja) | 1983-12-07 | 1983-12-07 | グリシジルエステル−アリルグリシジルエ−テル−エチレン性エポキシド共重合体 |
CA000457513A CA1210187A (en) | 1983-06-30 | 1984-06-27 | Rubbery solid polymer or copolymer of glycidyl carboxylate and composition thereof |
DE19843424062 DE3424062A1 (de) | 1983-06-30 | 1984-06-29 | Kautschukartiges festes polymeres oder copolymeres aus glycidylcarboxylat und es enthaltende haertbare masse |
US06/626,027 US4530994A (en) | 1983-06-30 | 1984-06-29 | Rubbery solid polymer or copolymer of glycidyl carboxylate and composition thereof |
GB08416621A GB2144134B (en) | 1983-06-30 | 1984-06-29 | Rubbery solid polymer or copolymer of glycidyl carboxylate and composition thereof |
FR8410443A FR2548195B1 (ko) | 1983-06-30 | 1984-07-02 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23176583A JPS60123531A (ja) | 1983-12-07 | 1983-12-07 | グリシジルエステル−アリルグリシジルエ−テル−エチレン性エポキシド共重合体 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS60123531A JPS60123531A (ja) | 1985-07-02 |
JPS6224009B2 true JPS6224009B2 (ko) | 1987-05-26 |
Family
ID=16928675
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP23176583A Granted JPS60123531A (ja) | 1983-06-30 | 1983-12-07 | グリシジルエステル−アリルグリシジルエ−テル−エチレン性エポキシド共重合体 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS60123531A (ko) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63317527A (ja) * | 1987-06-19 | 1988-12-26 | Osaka Soda Co Ltd | エポキシド共重合体 |
JP5608956B2 (ja) * | 2007-09-06 | 2014-10-22 | ダイソー株式会社 | ポリエーテル系多元共重合体およびその架橋物 |
JP7081104B2 (ja) * | 2017-09-22 | 2022-06-07 | 株式会社大阪ソーダ | ポリエーテル重合体およびこれを含有する組成物、ならびに成形体 |
-
1983
- 1983-12-07 JP JP23176583A patent/JPS60123531A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS60123531A (ja) | 1985-07-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US6268451B1 (en) | Silyl-functional pseudo-telechelic polyisobutylene terpolymers | |
US4814418A (en) | Fluorosilicone polymer, processes for the production thereof and composition containing it | |
Tasić et al. | Synthesis, structure and thermogravimetric analysis of alpha, omega-telechelic polydimethylsiloxanes of low molecular weight | |
JPS625173B2 (ko) | ||
Hammond et al. | Cationic copolymerization of tetrahydrofuran with epoxides. I. Polymerization mechanism in the presence of a glycol | |
US3803087A (en) | Process for preparing modified polymers | |
JPS6224009B2 (ko) | ||
JPH0149374B2 (ko) | ||
Bednarek et al. | Cationic copolymerization of tetrahydrofuran with ethylene oxide in the presence of diols: Composition, microstructure, and properties of copolymers | |
JPS62169823A (ja) | 側鎖にエポキシ基を有するポリエ−テル共重合体およびその製造法 | |
US4847332A (en) | Terminally unsaturated macromolecular monomers of polyformals and copolymers thereof | |
JPH0275644A (ja) | 硬化性樹脂組成物 | |
US3431245A (en) | Production of novel polymers and polymerization process therefor | |
US3016361A (en) | Condensation elastomers from fluorine containing dicarboxylic compounds | |
US3259590A (en) | Polymers of oxacycloalkanes prepared with organic aluminum co-catalyst | |
JPS6224008B2 (ko) | ||
JPS6257654B2 (ko) | ||
JPS6257655B2 (ko) | ||
US3435015A (en) | Tetrahydrofuran polymers | |
Bansleben et al. | Poly (alkylene oxide) ionomers. XI. Polymerization and copolymerization of methyl ω‐epoxyundecanoate and characterization of the polymers | |
US3354133A (en) | Vulcanizable copolymers of tetrahydrofuran with unsaturated epoxy compouns prepared i the presence of organoantimony hexachloride | |
US3799895A (en) | Halocyanoalkyl epoxy ethers and polymers thereof | |
US3975336A (en) | Polymers of nonconjugated 1,4-dienes | |
US3012010A (en) | Polymers of vinyl chloride and allyl ureas | |
EP0119444A1 (en) | Tetrafluoroethylene-ethylene type copolymer |