JPS5827719A - 側鎖にアリル基を有するポリフエニレンエ−テル - Google Patents
側鎖にアリル基を有するポリフエニレンエ−テルInfo
- Publication number
- JPS5827719A JPS5827719A JP12581281A JP12581281A JPS5827719A JP S5827719 A JPS5827719 A JP S5827719A JP 12581281 A JP12581281 A JP 12581281A JP 12581281 A JP12581281 A JP 12581281A JP S5827719 A JPS5827719 A JP S5827719A
- Authority
- JP
- Japan
- Prior art keywords
- ether
- methylphenol
- allyl
- polyphenylene ether
- general formula
- 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
- 229920001955 polyphenylene ether Polymers 0.000 title claims description 14
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 title description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- 150000002430 hydrocarbons Chemical group 0.000 claims description 8
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- OMIHGPLIXGGMJB-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hepta-1,3,5-triene Chemical class C1=CC=C2OC2=C1 OMIHGPLIXGGMJB-UHFFFAOYSA-N 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 33
- 229920000642 polymer Polymers 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 13
- 238000006116 polymerization reaction Methods 0.000 description 12
- 239000000178 monomer Substances 0.000 description 10
- 150000002989 phenols Chemical class 0.000 description 10
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- -1 etc. Chemical compound 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 238000007334 copolymerization reaction Methods 0.000 description 5
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- JKXQKGNGJVZKFA-UHFFFAOYSA-N 1-chloro-3-methylbut-2-ene Chemical compound CC(C)=CCCl JKXQKGNGJVZKFA-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 241000755266 Kathetostoma giganteum Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- IWTYTFSSTWXZFU-QPJJXVBHSA-N [(e)-3-chloroprop-1-enyl]benzene Chemical compound ClC\C=C\C1=CC=CC=C1 IWTYTFSSTWXZFU-QPJJXVBHSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000004727 Noryl Substances 0.000 description 1
- 229920001207 Noryl Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 229920000578 graft copolymer Polymers 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
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 229910001437 manganese ion Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical class CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Polyethers (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12581281A JPS5827719A (ja) | 1981-08-11 | 1981-08-11 | 側鎖にアリル基を有するポリフエニレンエ−テル |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12581281A JPS5827719A (ja) | 1981-08-11 | 1981-08-11 | 側鎖にアリル基を有するポリフエニレンエ−テル |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5827719A true JPS5827719A (ja) | 1983-02-18 |
| JPH0237365B2 JPH0237365B2 (enrdf_load_stackoverflow) | 1990-08-23 |
Family
ID=14919529
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12581281A Granted JPS5827719A (ja) | 1981-08-11 | 1981-08-11 | 側鎖にアリル基を有するポリフエニレンエ−テル |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5827719A (enrdf_load_stackoverflow) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4923932A (en) * | 1987-09-09 | 1990-05-08 | Asahi Kasei Kogyo Kabushiki Kaisha | Polyphenylene ether resin comprising chloroform extractable/nonextractable polyphenylene ether resin |
| US5308565A (en) * | 1993-02-05 | 1994-05-03 | General Electric Company | Method of preparing modified polyphenylene oxide resin systems for electrical laminates having improved solderability and solvent resistance |
| JP2006093690A (ja) * | 2004-08-27 | 2006-04-06 | Hitachi Ltd | 多層配線基板用低誘電損失樹脂、樹脂組成物、プリプレグ及び多層配線基板 |
| CN1295268C (zh) * | 2004-03-23 | 2007-01-17 | 华东理工大学 | 卤化聚苯醚和烯丙基型格利雅试剂制备热固性聚苯醚 |
| JP2007211201A (ja) * | 2006-02-13 | 2007-08-23 | Hitachi Ltd | 低誘電損失樹脂、樹脂組成物及び低誘電損失樹脂の製造方法 |
| JP2008127451A (ja) * | 2006-11-20 | 2008-06-05 | Hitachi Ltd | ポリ（フェニレンエーテル）の製造方法およびポリ（フェニレンエーテル） |
| JP2020090650A (ja) * | 2018-11-27 | 2020-06-11 | 太陽ホールディングス株式会社 | 硬化性組成物、ドライフィルム、硬化物、電子部品およびポリフェニレンエーテル |
| JP2020090651A (ja) * | 2018-11-27 | 2020-06-11 | 太陽ホールディングス株式会社 | ポリフェニレンエーテル、硬化性組成物、ドライフィルム、硬化物、および電子部品 |
| JP2022154709A (ja) * | 2021-03-30 | 2022-10-13 | 太陽ホールディングス株式会社 | 新規フェノール化合物 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54161700A (en) * | 1978-05-09 | 1979-12-21 | Gen Electric | Preparation of polyphenyleneoxide copolymer |
| JPS57108153A (en) * | 1980-12-25 | 1982-07-06 | Sumitomo Chem Co Ltd | Resin composition |
-
1981
- 1981-08-11 JP JP12581281A patent/JPS5827719A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54161700A (en) * | 1978-05-09 | 1979-12-21 | Gen Electric | Preparation of polyphenyleneoxide copolymer |
| JPS57108153A (en) * | 1980-12-25 | 1982-07-06 | Sumitomo Chem Co Ltd | Resin composition |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4923932A (en) * | 1987-09-09 | 1990-05-08 | Asahi Kasei Kogyo Kabushiki Kaisha | Polyphenylene ether resin comprising chloroform extractable/nonextractable polyphenylene ether resin |
| US5308565A (en) * | 1993-02-05 | 1994-05-03 | General Electric Company | Method of preparing modified polyphenylene oxide resin systems for electrical laminates having improved solderability and solvent resistance |
| CN1295268C (zh) * | 2004-03-23 | 2007-01-17 | 华东理工大学 | 卤化聚苯醚和烯丙基型格利雅试剂制备热固性聚苯醚 |
| JP2006093690A (ja) * | 2004-08-27 | 2006-04-06 | Hitachi Ltd | 多層配線基板用低誘電損失樹脂、樹脂組成物、プリプレグ及び多層配線基板 |
| JP2007211201A (ja) * | 2006-02-13 | 2007-08-23 | Hitachi Ltd | 低誘電損失樹脂、樹脂組成物及び低誘電損失樹脂の製造方法 |
| JP2008127451A (ja) * | 2006-11-20 | 2008-06-05 | Hitachi Ltd | ポリ（フェニレンエーテル）の製造方法およびポリ（フェニレンエーテル） |
| JP2020090650A (ja) * | 2018-11-27 | 2020-06-11 | 太陽ホールディングス株式会社 | 硬化性組成物、ドライフィルム、硬化物、電子部品およびポリフェニレンエーテル |
| JP2020090651A (ja) * | 2018-11-27 | 2020-06-11 | 太陽ホールディングス株式会社 | ポリフェニレンエーテル、硬化性組成物、ドライフィルム、硬化物、および電子部品 |
| JP2022154709A (ja) * | 2021-03-30 | 2022-10-13 | 太陽ホールディングス株式会社 | 新規フェノール化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0237365B2 (enrdf_load_stackoverflow) | 1990-08-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1073594A (en) | Polyphenylene ether and process for preparing the same | |
| US4665137A (en) | Crosslinkable difunctionalized poly(phenylene oxide) and process for preparation thereof | |
| US4148843A (en) | Compositions of capped polyphenylene oxides and alkenyl aromatic resins | |
| JP5148886B2 (ja) | 末端にフェノール性水酸基を有する可溶性多官能ビニル芳香族共重合体及びその製造方法 | |
| JPS60112823A (ja) | 二官能性ポリ酸化フエニレンの製造方法 | |
| JPS5827719A (ja) | 側鎖にアリル基を有するポリフエニレンエ−テル | |
| JP4736254B2 (ja) | ２官能性フェニレンエーテルのオリゴマー体とその製造法 | |
| US4207406A (en) | Process for preparing polyphenylene oxide copolymers | |
| Li et al. | Advances in internal plasticization of PVC: copper-mediated atom-transfer radical polymerization from PVC defect sites to form acrylate graft copolymers | |
| JPH0395221A (ja) | アリールオキシトリアジン―キャップされたポリフェニレンエーテルの製造法 | |
| Tzanetos et al. | Side‐chain terpyridine polymers through atom transfer radical polymerization and their ruthenium complexes | |
| US3749693A (en) | Process for the preparation of polyphenylene ethers and compositions containing the same | |
| Ott et al. | Terpyridine‐Terminated Homo and Diblock Copolymer LEGO Units by Nitroxide‐Mediated Radical Polymerization | |
| Suresh et al. | Synthesis of novel crosslinkable polymers by atom transfer radical polymerization of cardanyl acrylate | |
| US3405091A (en) | Methylene diphenyl oxide polymers and methods of preparing them | |
| JPS6347733B2 (enrdf_load_stackoverflow) | ||
| Bochmann et al. | Synthesis of poly (arylene ethyne) s via palladium‐catalyzed cross‐coupling reactions with Cu and Sn reagents | |
| Crivello et al. | Catalysis of ring‐opening and vinyl polymerizations by dicobaltoctacarbonyl | |
| JP5625259B2 (ja) | ポリフェニレンエーテル共重合体及びその製造方法 | |
| JPH05331280A (ja) | ポリフェニレンエーテルのキャップ法、それにより得られたポリフェニレン樹脂、及びその組成物 | |
| US3431238A (en) | Oxidation of halophenols | |
| US4118348A (en) | Method for preparing blends of rubber, a polyphenylene ether resin and an alkenyl aromatic addition polymer | |
| JPH04292622A (ja) | 一酸化炭素とスチレンとのポリマー | |
| JPH02233723A (ja) | 新規な官能化ポリフェニレンエーテル樹脂組成物 | |
| JPH01113425A (ja) | 三重結合を含む硬化性ポリフェニレンエーテルおよびその製造法 |