JPH0149727B2 - - Google Patents
Info
- Publication number
- JPH0149727B2 JPH0149727B2 JP55080290A JP8029080A JPH0149727B2 JP H0149727 B2 JPH0149727 B2 JP H0149727B2 JP 55080290 A JP55080290 A JP 55080290A JP 8029080 A JP8029080 A JP 8029080A JP H0149727 B2 JPH0149727 B2 JP H0149727B2
- Authority
- JP
- Japan
- Prior art keywords
- acetylene
- high polymer
- reactor
- halide
- polymerization
- 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
- 229920000642 polymer Polymers 0.000 claims description 55
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 52
- -1 acetylene compound Chemical class 0.000 claims description 26
- 150000004820 halides Chemical class 0.000 claims description 21
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 229910052785 arsenic Inorganic materials 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- 229910052796 boron Inorganic materials 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 229910052787 antimony Inorganic materials 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 35
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 29
- 238000006116 polymerization reaction Methods 0.000 description 19
- 239000007788 liquid Substances 0.000 description 18
- 229910052757 nitrogen Inorganic materials 0.000 description 14
- 239000004065 semiconductor Substances 0.000 description 13
- YBGKQGSCGDNZIB-UHFFFAOYSA-N arsenic pentafluoride Chemical compound F[As](F)(F)(F)F YBGKQGSCGDNZIB-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 9
- 239000007789 gas Substances 0.000 description 9
- 239000011521 glass Substances 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 238000009849 vacuum degassing Methods 0.000 description 7
- UEXCJVNBTNXOEH-UHFFFAOYSA-N Ethynylbenzene Chemical group C#CC1=CC=CC=C1 UEXCJVNBTNXOEH-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
- 230000000379 polymerizing effect Effects 0.000 description 5
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical group CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 4
- 229910021630 Antimony pentafluoride Inorganic materials 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 3
- VBVBHWZYQGJZLR-UHFFFAOYSA-I antimony pentafluoride Chemical compound F[Sb](F)(F)(F)F VBVBHWZYQGJZLR-UHFFFAOYSA-I 0.000 description 3
- OEERIBPGRSLGEK-UHFFFAOYSA-N carbon dioxide;methanol Chemical group OC.O=C=O OEERIBPGRSLGEK-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 238000000921 elemental analysis Methods 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229910015900 BF3 Inorganic materials 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- LNDJVIYUJOJFSO-UHFFFAOYSA-N cyanoacetylene Chemical group C#CC#N LNDJVIYUJOJFSO-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 229910017049 AsF5 Inorganic materials 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 229910021174 PF5 Inorganic materials 0.000 description 1
- 229910018287 SbF 5 Inorganic materials 0.000 description 1
- 229910004014 SiF4 Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- BWTZYYGAOGUPFQ-UHFFFAOYSA-N difluoroacetylene Chemical group FC#CF BWTZYYGAOGUPFQ-UHFFFAOYSA-N 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- IMAKHNTVDGLIRY-UHFFFAOYSA-N methyl prop-2-ynoate Chemical compound COC(=O)C#C IMAKHNTVDGLIRY-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- OBCUTHMOOONNBS-UHFFFAOYSA-N phosphorus pentafluoride Chemical compound FP(F)(F)(F)F OBCUTHMOOONNBS-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Polymerization Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Bipolar Transistors (AREA)
- Liquid Deposition Of Substances Of Which Semiconductor Devices Are Composed (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8029080A JPS575707A (en) | 1980-06-16 | 1980-06-16 | Production of high polymer of acetylenic compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8029080A JPS575707A (en) | 1980-06-16 | 1980-06-16 | Production of high polymer of acetylenic compound |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS575707A JPS575707A (en) | 1982-01-12 |
| JPH0149727B2 true JPH0149727B2 (en]) | 1989-10-25 |
Family
ID=13714132
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8029080A Granted JPS575707A (en) | 1980-06-16 | 1980-06-16 | Production of high polymer of acetylenic compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS575707A (en]) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5927906A (ja) * | 1982-08-07 | 1984-02-14 | Agency Of Ind Science & Technol | 導電性重合体の製造法 |
| JPS59215303A (ja) * | 1983-05-20 | 1984-12-05 | Showa Denko Kk | 二置換アセチレン高重合体の製造方法 |
-
1980
- 1980-06-16 JP JP8029080A patent/JPS575707A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS575707A (en) | 1982-01-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Miller et al. | Synthesis and characterization of a series of monodisperse, 1, 3, 5-phenylene-based hydrocarbon dendrimers including C276H186 and their fluorinated analogs | |
| Corriu et al. | Organosilicon polymers: synthesis of poly [(silanylene) diethynylene] s with conducting properties | |
| US4324901A (en) | Soluble polysilastyrene and method for preparation | |
| US4521589A (en) | Linear poly(3-alkyl-2,5-thienylene) polymer | |
| US20160207774A1 (en) | Oligophenylene monomers and polymeric precursors for producing graphene nanoribbons | |
| Barton et al. | Thermal and catalytic polymerization of diethynyldiphenylsilane | |
| Jenekhe et al. | Synthesis of Highly Conducting Heterocyclic F'olycarbazoles by Simultaneous Polymerization and Doping In Liquid Iodine | |
| JPH0149727B2 (en]) | ||
| JP4017533B2 (ja) | ベンゾジイミダゾール化合物およびその製造方法 | |
| US4568482A (en) | Process for making electrically conducting polymers and polymers made by such process | |
| US4923949A (en) | Ethynylene-disilanylene copolymers and method of preparing same | |
| JPH0150245B2 (en]) | ||
| US3493522A (en) | Synthesis of polymeric schiff bases by reaction of acetals and amine compounds | |
| JPH03502712A (ja) | ヘキサクロロ‐１，３‐ブタジエンから誘導されるシリル‐またはジシラニル‐１，３‐ブダジイン重合体 | |
| US5264511A (en) | Polymers of bis (ethynylstyryl) benzene and related monomers | |
| Hiyama et al. | Practical synthesis and polymerization of trifluorovinylsilanes. A possible precursor of poly (difluoroacetylene) | |
| JPS614725A (ja) | カルバゾ−ル系化合物の重合体の製造方法 | |
| WO1998046652A1 (en) | Substituted poly(phenylenevinylene)s and poly(napthalenevinylene)s | |
| CN113336951B (zh) | 硼硅乙炔杂化共聚树脂、固化物及其制备方法和应用 | |
| JPH0114243B2 (en]) | ||
| JPH0848784A (ja) | ケイ素系高分子化合物及びその製造方法 | |
| JPS59215303A (ja) | 二置換アセチレン高重合体の製造方法 | |
| JP5479378B2 (ja) | 高分子化合物およびその合成法と使用法 | |
| JP2974369B2 (ja) | 芳香環に置換基を有するジフェニルアセチレン重合体 | |
| JPS5824446B2 (ja) | 線状ポリ（２，５−チエニレン）重合体およびその製造方法 |