JPS5912930A - ポリアリーレンポリエーテル及びポリスルホン樹脂の製法 - Google Patents
ポリアリーレンポリエーテル及びポリスルホン樹脂の製法Info
- Publication number
- JPS5912930A JPS5912930A JP58116266A JP11626683A JPS5912930A JP S5912930 A JPS5912930 A JP S5912930A JP 58116266 A JP58116266 A JP 58116266A JP 11626683 A JP11626683 A JP 11626683A JP S5912930 A JPS5912930 A JP S5912930A
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- capped
- formula
- polysulfone
- 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.)
- Granted
Links
- 229920002492 poly(sulfone) Polymers 0.000 title claims abstract description 88
- 229920005989 resin Polymers 0.000 claims abstract description 191
- 239000011347 resin Substances 0.000 claims abstract description 191
- 229920000570 polyether Polymers 0.000 claims abstract description 96
- 229920000412 polyarylene Polymers 0.000 claims abstract description 90
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 74
- 239000002904 solvent Substances 0.000 claims abstract description 57
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 47
- 229920001577 copolymer Polymers 0.000 claims abstract description 38
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 31
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 28
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 27
- 239000000463 material Substances 0.000 claims abstract description 22
- 238000004519 manufacturing process Methods 0.000 claims abstract description 19
- 125000002993 cycloalkylene group Chemical group 0.000 claims abstract description 18
- 229920001519 homopolymer Polymers 0.000 claims abstract description 17
- 239000003513 alkali Substances 0.000 claims abstract description 13
- -1 aralkylene Chemical group 0.000 claims description 108
- 238000000034 method Methods 0.000 claims description 106
- 125000004432 carbon atom Chemical group C* 0.000 claims description 80
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 74
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 71
- 239000000203 mixture Substances 0.000 claims description 70
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 65
- 239000000178 monomer Substances 0.000 claims description 58
- 150000001875 compounds Chemical class 0.000 claims description 55
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 51
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical group C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 48
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 46
- 125000000217 alkyl group Chemical group 0.000 claims description 43
- 150000003457 sulfones Chemical class 0.000 claims description 42
- 125000003118 aryl group Chemical group 0.000 claims description 41
- 229910052799 carbon Inorganic materials 0.000 claims description 35
- 238000006116 polymerization reaction Methods 0.000 claims description 35
- 229910052783 alkali metal Inorganic materials 0.000 claims description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 229910052736 halogen Inorganic materials 0.000 claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 24
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims description 20
- 239000011541 reaction mixture Substances 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 19
- 229920001169 thermoplastic Polymers 0.000 claims description 19
- 239000004416 thermosoftening plastic Substances 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 16
- 125000005843 halogen group Chemical group 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 16
- 239000002585 base Substances 0.000 claims description 15
- 150000001721 carbon Chemical group 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- 239000000758 substrate Substances 0.000 claims description 15
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 13
- 150000001340 alkali metals Chemical class 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 13
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 150000002978 peroxides Chemical group 0.000 claims description 12
- SLBOQBILGNEPEB-UHFFFAOYSA-N 1-chloroprop-2-enylbenzene Chemical compound C=CC(Cl)C1=CC=CC=C1 SLBOQBILGNEPEB-UHFFFAOYSA-N 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 150000001491 aromatic compounds Chemical class 0.000 claims description 10
- 150000002825 nitriles Chemical class 0.000 claims description 10
- 125000002723 alicyclic group Chemical group 0.000 claims description 9
- 239000007870 radical polymerization initiator Substances 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 239000002131 composite material Substances 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 6
- 239000002798 polar solvent Substances 0.000 claims description 6
- 238000011084 recovery Methods 0.000 claims description 6
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 5
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical group CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 5
- 229940113088 dimethylacetamide Drugs 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000000962 organic group Chemical group 0.000 claims description 5
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 5
- WHBAYNMEIXUTJV-UHFFFAOYSA-N 2-chloroethyl prop-2-enoate Chemical compound ClCCOC(=O)C=C WHBAYNMEIXUTJV-UHFFFAOYSA-N 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 4
- 239000000908 ammonium hydroxide Substances 0.000 claims description 4
- 125000000732 arylene group Chemical group 0.000 claims description 4
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 4
- 229910000272 alkali metal oxide Inorganic materials 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 3
- 125000002619 bicyclic group Chemical group 0.000 claims description 3
- SZZZMXFBEKWPBU-UHFFFAOYSA-N chloromethyl-ethenyl-dimethylsilane Chemical compound ClC[Si](C)(C)C=C SZZZMXFBEKWPBU-UHFFFAOYSA-N 0.000 claims description 3
- 239000004020 conductor Substances 0.000 claims description 3
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims description 3
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 claims description 3
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 claims description 3
- 230000000977 initiatory effect Effects 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- 229930015698 phenylpropene Natural products 0.000 claims description 3
- GPOGMJLHWQHEGF-UHFFFAOYSA-N 2-chloroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCl GPOGMJLHWQHEGF-UHFFFAOYSA-N 0.000 claims description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 2
- 125000005157 alkyl carboxy group Chemical group 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 238000007711 solidification Methods 0.000 claims description 2
- 230000008023 solidification Effects 0.000 claims description 2
- 150000003440 styrenes Chemical class 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 239000003365 glass fiber Substances 0.000 claims 9
- 239000002657 fibrous material Substances 0.000 claims 6
- 238000004513 sizing Methods 0.000 claims 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 2
- 239000012764 mineral filler Substances 0.000 claims 2
- 125000004957 naphthylene group Chemical group 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 2
- 230000000379 polymerizing effect Effects 0.000 claims 2
- 230000003014 reinforcing effect Effects 0.000 claims 2
- REEBWSYYNPPSKV-UHFFFAOYSA-N 3-[(4-formylphenoxy)methyl]thiophene-2-carbonitrile Chemical compound C1=CC(C=O)=CC=C1OCC1=C(C#N)SC=C1 REEBWSYYNPPSKV-UHFFFAOYSA-N 0.000 claims 1
- 238000005054 agglomeration Methods 0.000 claims 1
- 230000002776 aggregation Effects 0.000 claims 1
- 239000000010 aprotic solvent Substances 0.000 claims 1
- IFVTZJHWGZSXFD-UHFFFAOYSA-N biphenylene Chemical group C1=CC=C2C3=CC=CC=C3C2=C1 IFVTZJHWGZSXFD-UHFFFAOYSA-N 0.000 claims 1
- 238000005282 brightening Methods 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000012763 reinforcing filler Substances 0.000 claims 1
- 230000001932 seasonal effect Effects 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 abstract description 167
- 238000000576 coating method Methods 0.000 abstract description 33
- 230000009477 glass transition Effects 0.000 abstract description 18
- 238000005336 cracking Methods 0.000 abstract description 13
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 100
- 229920000642 polymer Polymers 0.000 description 71
- 239000000243 solution Substances 0.000 description 59
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 56
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 53
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 44
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 42
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 36
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 28
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 28
- 239000000047 product Substances 0.000 description 28
- 229930185605 Bisphenol Natural products 0.000 description 26
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 239000011248 coating agent Substances 0.000 description 20
- 229910000077 silane Inorganic materials 0.000 description 20
- 238000004132 cross linking Methods 0.000 description 19
- 239000000523 sample Substances 0.000 description 18
- 239000000376 reactant Substances 0.000 description 16
- 239000011230 binding agent Substances 0.000 description 15
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000000126 substance Substances 0.000 description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 13
- 229940106691 bisphenol a Drugs 0.000 description 13
- 238000010438 heat treatment Methods 0.000 description 13
- 239000007788 liquid Substances 0.000 description 13
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- 238000001723 curing Methods 0.000 description 12
- 238000002844 melting Methods 0.000 description 12
- 230000008018 melting Effects 0.000 description 12
- 229910052782 aluminium Inorganic materials 0.000 description 11
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 11
- 230000006353 environmental stress Effects 0.000 description 11
- 150000002989 phenols Chemical class 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- 238000010992 reflux Methods 0.000 description 11
- 150000003462 sulfoxides Chemical class 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 125000006575 electron-withdrawing group Chemical group 0.000 description 10
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 10
- 239000002184 metal Substances 0.000 description 10
- 239000003973 paint Substances 0.000 description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 10
- 229910000029 sodium carbonate Inorganic materials 0.000 description 10
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 9
- 238000009835 boiling Methods 0.000 description 9
- 239000003925 fat Substances 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 230000005855 radiation Effects 0.000 description 9
- 230000009257 reactivity Effects 0.000 description 9
- 230000035882 stress Effects 0.000 description 9
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 8
- 230000008901 benefit Effects 0.000 description 8
- 239000007810 chemical reaction solvent Substances 0.000 description 8
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 235000017168 chlorine Nutrition 0.000 description 8
- 238000000748 compression moulding Methods 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- 238000007654 immersion Methods 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 7
- 239000010931 gold Substances 0.000 description 7
- 229910052737 gold Inorganic materials 0.000 description 7
- 238000011065 in-situ storage Methods 0.000 description 7
- 239000001294 propane Substances 0.000 description 7
- 229960000834 vinyl ether Drugs 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- 239000004793 Polystyrene Substances 0.000 description 6
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 238000010533 azeotropic distillation Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 6
- 150000002894 organic compounds Chemical class 0.000 description 6
- 229920002223 polystyrene Polymers 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 5
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 5
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 5
- 230000003213 activating effect Effects 0.000 description 5
- 125000001309 chloro group Chemical class Cl* 0.000 description 5
- 238000007906 compression Methods 0.000 description 5
- 230000006835 compression Effects 0.000 description 5
- 238000004090 dissolution Methods 0.000 description 5
- 238000010894 electron beam technology Methods 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- 239000007791 liquid phase Substances 0.000 description 5
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 239000010959 steel Substances 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 230000008961 swelling Effects 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- 101150065749 Churc1 gene Proteins 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 102100038239 Protein Churchill Human genes 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 239000012670 alkaline solution Substances 0.000 description 4
- 229910052786 argon Inorganic materials 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 238000005345 coagulation Methods 0.000 description 4
- 230000015271 coagulation Effects 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 230000036571 hydration Effects 0.000 description 4
- 238000006703 hydration reaction Methods 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000012429 reaction media Substances 0.000 description 4
- 239000011877 solvent mixture Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 3
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- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KEIGQBVUMASOJJ-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate;2-ethylhexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1.CCCCC(CC)COC(=O)C(C)=C KEIGQBVUMASOJJ-UHFFFAOYSA-N 0.000 description 1
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- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 1
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- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- FTDXCHCAMNRNNY-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1.OC1=CC=CC=C1 FTDXCHCAMNRNNY-UHFFFAOYSA-N 0.000 description 1
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- KSSNXJHPEFVKHY-UHFFFAOYSA-N phenol;hydrate Chemical compound O.OC1=CC=CC=C1 KSSNXJHPEFVKHY-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- VYMDGNCVAMGZFE-UHFFFAOYSA-N phenylbutazonum Chemical compound O=C1C(CCCC)C(=O)N(C=2C=CC=CC=2)N1C1=CC=CC=C1 VYMDGNCVAMGZFE-UHFFFAOYSA-N 0.000 description 1
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- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
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- 159000000001 potassium salts Chemical class 0.000 description 1
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- OUJKULZFRNPRHO-UHFFFAOYSA-N prop-2-enyl 2-(2-oxo-2-prop-2-enoxyethoxy)acetate Chemical compound C=CCOC(=O)COCC(=O)OCC=C OUJKULZFRNPRHO-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910001952 rubidium oxide Inorganic materials 0.000 description 1
- CWBWCLMMHLCMAM-UHFFFAOYSA-M rubidium(1+);hydroxide Chemical compound [OH-].[Rb+].[Rb+] CWBWCLMMHLCMAM-UHFFFAOYSA-M 0.000 description 1
- 239000010979 ruby Substances 0.000 description 1
- 229910001750 ruby Inorganic materials 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
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- 150000004756 silanes Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical group [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- WMOVHXAZOJBABW-UHFFFAOYSA-N tert-butyl acetate Chemical compound CC(=O)OC(C)(C)C WMOVHXAZOJBABW-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
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- 239000002562 thickening agent Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
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- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- WCAGGTLUGWSHOV-UHFFFAOYSA-N tris(tert-butylperoxy)-ethenylsilane Chemical compound CC(C)(C)OO[Si](OOC(C)(C)C)(OOC(C)(C)C)C=C WCAGGTLUGWSHOV-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/48—Polymers modified by chemical after-treatment
-
- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
- C08G65/40—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols from phenols (I) and other compounds (II), e.g. OH-Ar-OH + X-Ar-X, where X is halogen atom, i.e. leaving group
- C08G65/4012—Other compound (II) containing a ketone group, e.g. X-Ar-C(=O)-Ar-X for polyetherketones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/20—Polysulfones
- C08G75/23—Polyethersulfones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterized by the type of post-polymerisation functionalisation
- C08G2650/04—End-capping
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterized by the type of post-polymerisation functionalisation
- C08G2650/20—Cross-linking
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2312/00—Crosslinking
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- 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)
- Polyethers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Laminated Bodies (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Paints Or Removers (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39376882A | 1982-06-30 | 1982-06-30 | |
| US393768 | 1995-02-24 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1041930A Division JPH0214243A (ja) | 1982-06-30 | 1989-02-23 | ポリアリーレンポリエーテル含有組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5912930A true JPS5912930A (ja) | 1984-01-23 |
| JPH0142289B2 JPH0142289B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1989-09-12 |
Family
ID=23556168
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58116266A Granted JPS5912930A (ja) | 1982-06-30 | 1983-06-29 | ポリアリーレンポリエーテル及びポリスルホン樹脂の製法 |
| JP1041930A Pending JPH0214243A (ja) | 1982-06-30 | 1989-02-23 | ポリアリーレンポリエーテル含有組成物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1041930A Pending JPH0214243A (ja) | 1982-06-30 | 1989-02-23 | ポリアリーレンポリエーテル含有組成物 |
Country Status (4)
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61275326A (ja) * | 1985-05-31 | 1986-12-05 | Idemitsu Kosan Co Ltd | ポリエ−テルスルホンの製造方法 |
| JPS6239632A (ja) * | 1985-08-15 | 1987-02-20 | Idemitsu Kosan Co Ltd | 新規共重合体及びその製造法 |
| JPS6253319A (ja) * | 1985-08-30 | 1987-03-09 | Sumitomo Chem Co Ltd | 熱硬化性樹脂組成物 |
| JPH03106934A (ja) * | 1989-08-18 | 1991-05-07 | General Electric Co <Ge> | 反応性末端キャップされた架橋性ポリフェニレンエーテル |
| EP0576166A3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1992-06-08 | 1994-03-23 | Gen Electric | |
| WO2005073264A1 (ja) * | 2004-01-30 | 2005-08-11 | Nippon Steel Chemical Co., Ltd. | 硬化性樹脂組成物 |
| JP2007224304A (ja) * | 2006-02-22 | 2007-09-06 | Samsung Sdi Co Ltd | 架橋性スルホン化共重合体とその製造方法、架橋性スルホン化共重合体の硬化生成物とその製造方法、高分子電解質膜、膜電極接合体、及び燃料電池 |
| JP2008115397A (ja) * | 2007-11-30 | 2008-05-22 | Hitachi Chem Co Ltd | 熱可塑性樹脂及び接着剤 |
| JP2013502476A (ja) * | 2009-08-20 | 2013-01-24 | ビーエーエスエフ ソシエタス・ヨーロピア | ハロゲンの少ないポリビフェニルスルホンポリマーの製造方法 |
| JP2019516823A (ja) * | 2016-04-08 | 2019-06-20 | ソルベイ スペシャルティ ポリマーズ ユーエスエー， エルエルシー | 光硬化性ポリマー、光硬化性ポリマー組成物、及びこれを含むリソグラフィープロセス |
| JP2022508795A (ja) * | 2018-10-10 | 2022-01-19 | ソルベイ スペシャルティ ポリマーズ ユーエスエー， エルエルシー | 光硬化性ポリマー、光硬化性ポリマー組成物及びそれを含むリソグラフィープロセス |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3343309C2 (de) * | 1983-11-30 | 1989-09-21 | Glyco-Metall-Werke Daelen & Loos Gmbh, 6200 Wiesbaden | Schichtverbundwerkstoff |
| US4640975A (en) * | 1985-01-10 | 1987-02-03 | Idemitsu Kosan Company Limited | Polycyanoaryl ether and method of preparing the same |
| US4764568A (en) * | 1985-07-26 | 1988-08-16 | Ciba-Geigy Corporation | Crosslinkable polyether resins having aralkoxy end groups |
| US4707558A (en) * | 1986-09-03 | 1987-11-17 | The Dow Chemical Company | Monomers and oligomers containing a plurality of vinylbenzyl ether groups, method for their preparation and cured products therefrom |
| US4871831A (en) * | 1987-11-30 | 1989-10-03 | Allied-Signal Inc. | Complete ether capping of oligomeric polyphenols |
| US4883855A (en) * | 1988-02-01 | 1989-11-28 | Ciba-Geigy Corporation | Ethylenically unsaturated polyether sulfone or polyether ketone copolymer |
| US4902769A (en) * | 1988-09-23 | 1990-02-20 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Low dielectric fluorinated poly(phenylene ether ketone) film and coating |
| DE4306708A1 (de) * | 1993-03-04 | 1994-09-08 | Basf Ag | Formmassen auf der Grundlage von Polyarylenethern mit Anhydridgruppen |
| JP2003041184A (ja) * | 2001-07-31 | 2003-02-13 | Sumitomo Chem Co Ltd | 耐熱性ポリエーテル、熱硬化性ポリエーテル、およびポリエーテル膜形成用塗布液。 |
| US6620885B2 (en) | 2001-08-30 | 2003-09-16 | General Electric Company | Copolymers of functionalized polyphenylene ether resins and blends thereof |
| US6608166B2 (en) | 2001-08-30 | 2003-08-19 | General Electric Company | Three-dimensional copolymers of polyphenylene ether resinsand sytrenic resins |
| JP2012522856A (ja) | 2009-04-03 | 2012-09-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 塩素の少ないポリビフェニルスルホン−ポリマーの製造方法 |
| EP2935405B1 (en) | 2012-12-18 | 2020-09-23 | Solvay Specialty Polymers USA, LLC. | Mobile electronic devices made of low-chlorine aromatic polysulfones |
| US20210087335A1 (en) * | 2017-09-04 | 2021-03-25 | Solvay Specialty Polymers Italy S.P.A. | Fluorinated poly(arylene ether) thermoset |
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| CN114805811B (zh) * | 2022-05-31 | 2023-08-25 | 浙江鹏孚隆新材料有限公司 | 一种含羧基侧基的聚芳醚树脂、合成方法及其在涂层方面的应用 |
| CN118221939B (zh) * | 2024-05-24 | 2024-08-20 | 富海(东营)新材料科技有限公司 | 聚苯砜及阴离子自由基氧化法制备低色度聚苯砜的方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5536210A (en) * | 1978-09-06 | 1980-03-13 | Toray Ind Inc | Preparation of graft polymer |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3652710A (en) * | 1969-07-01 | 1972-03-28 | Gen Electric | Curable polyaryleneoxide compositions |
| US3763101A (en) * | 1972-04-03 | 1973-10-02 | Trw Inc | Thermosetting alicyclic endo end capped resins |
| EP0004136A1 (en) * | 1978-02-28 | 1979-09-19 | Imperial Chemical Industries Plc | Aromatic polyethersulphones, their preparation, dispersions thereof and their use as adhesives and coatings |
| DE3117514A1 (de) * | 1981-05-02 | 1982-12-02 | Basf Ag, 6700 Ludwigshafen | Aromatische polyether mit olefinischen endgruppen |
-
1983
- 1983-06-29 AT AT83106348T patent/ATE33256T1/de not_active IP Right Cessation
- 1983-06-29 EP EP83106348A patent/EP0106023B1/en not_active Expired
- 1983-06-29 DE DE8383106348T patent/DE3376117D1/de not_active Expired
- 1983-06-29 JP JP58116266A patent/JPS5912930A/ja active Granted
-
1989
- 1989-02-23 JP JP1041930A patent/JPH0214243A/ja active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5536210A (en) * | 1978-09-06 | 1980-03-13 | Toray Ind Inc | Preparation of graft polymer |
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61275326A (ja) * | 1985-05-31 | 1986-12-05 | Idemitsu Kosan Co Ltd | ポリエ−テルスルホンの製造方法 |
| JPS6239632A (ja) * | 1985-08-15 | 1987-02-20 | Idemitsu Kosan Co Ltd | 新規共重合体及びその製造法 |
| JPS6253319A (ja) * | 1985-08-30 | 1987-03-09 | Sumitomo Chem Co Ltd | 熱硬化性樹脂組成物 |
| JPH03106934A (ja) * | 1989-08-18 | 1991-05-07 | General Electric Co <Ge> | 反応性末端キャップされた架橋性ポリフェニレンエーテル |
| EP0576166A3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1992-06-08 | 1994-03-23 | Gen Electric | |
| US7595362B2 (en) | 2004-01-30 | 2009-09-29 | Nippon Steel Chemical Co., Ltd. | Curable resin composition |
| WO2005073264A1 (ja) * | 2004-01-30 | 2005-08-11 | Nippon Steel Chemical Co., Ltd. | 硬化性樹脂組成物 |
| JPWO2005073264A1 (ja) * | 2004-01-30 | 2007-09-06 | 新日鐵化学株式会社 | 硬化性樹脂組成物 |
| US8293851B2 (en) | 2006-02-22 | 2012-10-23 | Samsung Sdi Co., Ltd. | Crosslinkable sulfonated copolymer and fuel cell including polymeric composition of the same |
| JP2011021199A (ja) * | 2006-02-22 | 2011-02-03 | Samsung Sdi Co Ltd | 架橋性スルホン化共重合体とその製造方法、架橋性スルホン化共重合体の硬化生成物とその製造方法、高分子電解質膜、膜電極接合体、及び燃料電池 |
| US7964676B2 (en) | 2006-02-22 | 2011-06-21 | Samsung Sdi Co., Ltd | Crosslinkable sulfonated copolymer and fuel cell including polymeric composition of the same |
| JP2007224304A (ja) * | 2006-02-22 | 2007-09-06 | Samsung Sdi Co Ltd | 架橋性スルホン化共重合体とその製造方法、架橋性スルホン化共重合体の硬化生成物とその製造方法、高分子電解質膜、膜電極接合体、及び燃料電池 |
| JP2008115397A (ja) * | 2007-11-30 | 2008-05-22 | Hitachi Chem Co Ltd | 熱可塑性樹脂及び接着剤 |
| JP2013502476A (ja) * | 2009-08-20 | 2013-01-24 | ビーエーエスエフ ソシエタス・ヨーロピア | ハロゲンの少ないポリビフェニルスルホンポリマーの製造方法 |
| JP2019516823A (ja) * | 2016-04-08 | 2019-06-20 | ソルベイ スペシャルティ ポリマーズ ユーエスエー， エルエルシー | 光硬化性ポリマー、光硬化性ポリマー組成物、及びこれを含むリソグラフィープロセス |
| JP2022508795A (ja) * | 2018-10-10 | 2022-01-19 | ソルベイ スペシャルティ ポリマーズ ユーエスエー， エルエルシー | 光硬化性ポリマー、光硬化性ポリマー組成物及びそれを含むリソグラフィープロセス |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0214243A (ja) | 1990-01-18 |
| EP0106023A2 (en) | 1984-04-25 |
| ATE33256T1 (de) | 1988-04-15 |
| EP0106023B1 (en) | 1988-03-30 |
| JPH0142289B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1989-09-12 |
| DE3376117D1 (en) | 1988-05-05 |
| EP0106023A3 (en) | 1985-09-25 |
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