JPH01108210A - ポリジアセチレンの重合方法 - Google Patents
ポリジアセチレンの重合方法Info
- Publication number
- JPH01108210A JPH01108210A JP26371887A JP26371887A JPH01108210A JP H01108210 A JPH01108210 A JP H01108210A JP 26371887 A JP26371887 A JP 26371887A JP 26371887 A JP26371887 A JP 26371887A JP H01108210 A JPH01108210 A JP H01108210A
- Authority
- JP
- Japan
- Prior art keywords
- group
- double bond
- diacetylene
- polydiacetylene
- 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.)
- Granted
Links
- 229920000015 polydiacetylene Polymers 0.000 title claims abstract description 16
- LLCSWKVOHICRDD-UHFFFAOYSA-N buta-1,3-diyne Chemical group C#CC#C LLCSWKVOHICRDD-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000000178 monomer Substances 0.000 claims abstract description 20
- 125000000962 organic group Chemical group 0.000 claims abstract description 14
- -1 diacetylene compound Chemical class 0.000 claims abstract description 8
- 125000003368 amide group Chemical group 0.000 claims abstract description 6
- 125000004185 ester group Chemical group 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 abstract description 27
- 238000006116 polymerization reaction Methods 0.000 abstract description 19
- 229920000642 polymer Polymers 0.000 abstract description 16
- 238000012719 thermal polymerization Methods 0.000 abstract description 7
- 229920001187 thermosetting polymer Polymers 0.000 abstract description 7
- 230000000379 polymerizing effect Effects 0.000 abstract description 5
- 238000006243 chemical reaction Methods 0.000 description 20
- 239000013078 crystal Substances 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 9
- 230000009102 absorption Effects 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 230000035484 reaction time Effects 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000007790 solid phase Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000005691 oxidative coupling reaction Methods 0.000 description 3
- 238000011925 1,2-addition Methods 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 238000001069 Raman spectroscopy Methods 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 229910001882 dioxygen Inorganic materials 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000002140 halogenating effect Effects 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical compound C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 description 1
- 238000006590 Cadiot-Chodkiewicz coupling reaction Methods 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910017489 Cu I Inorganic materials 0.000 description 1
- 239000004348 Glyceryl diacetate Substances 0.000 description 1
- 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 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 238000001237 Raman spectrum Methods 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- FIMJSWFMQJGVAM-UHFFFAOYSA-N chloroform;hydrate Chemical compound O.ClC(Cl)Cl FIMJSWFMQJGVAM-UHFFFAOYSA-N 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 238000002003 electron diffraction Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 235000019443 glyceryl diacetate Nutrition 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011656 manganese carbonate Substances 0.000 description 1
- 235000006748 manganese carbonate Nutrition 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910000016 manganese(II) carbonate Inorganic materials 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000003156 secondary amide group Chemical group 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- CRWJEUDFKNYSBX-UHFFFAOYSA-N sodium;hypobromite Chemical compound [Na+].Br[O-] CRWJEUDFKNYSBX-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 125000003142 tertiary amide group Chemical group 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26371887A JPH01108210A (ja) | 1987-10-21 | 1987-10-21 | ポリジアセチレンの重合方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26371887A JPH01108210A (ja) | 1987-10-21 | 1987-10-21 | ポリジアセチレンの重合方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01108210A true JPH01108210A (ja) | 1989-04-25 |
| JPH036169B2 JPH036169B2 (enrdf_load_stackoverflow) | 1991-01-29 |
Family
ID=17393346
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP26371887A Granted JPH01108210A (ja) | 1987-10-21 | 1987-10-21 | ポリジアセチレンの重合方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01108210A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02150668A (ja) * | 1988-12-01 | 1990-06-08 | Nippondenso Co Ltd | 冷凍サイクル |
| JPH0352905A (ja) * | 1989-07-21 | 1991-03-07 | Asahi Chem Ind Co Ltd | ジアセチレン化合物の重合方法 |
| JP2001335524A (ja) * | 2000-05-30 | 2001-12-04 | Mitsui Chemicals Inc | アセチレン化合物、液晶組成物および液晶素子 |
-
1987
- 1987-10-21 JP JP26371887A patent/JPH01108210A/ja active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02150668A (ja) * | 1988-12-01 | 1990-06-08 | Nippondenso Co Ltd | 冷凍サイクル |
| JPH0352905A (ja) * | 1989-07-21 | 1991-03-07 | Asahi Chem Ind Co Ltd | ジアセチレン化合物の重合方法 |
| JP2001335524A (ja) * | 2000-05-30 | 2001-12-04 | Mitsui Chemicals Inc | アセチレン化合物、液晶組成物および液晶素子 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH036169B2 (enrdf_load_stackoverflow) | 1991-01-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Liu et al. | Azobenzene‐Functionalized Cage Silsesquioxanes as Inorganic–Organic Hybrid, Photoresponsive, Nanoscale, Building Blocks | |
| US9255186B2 (en) | Thermosetting resins with enhanced cure characteristics containing organofunctional silane moieties | |
| Li et al. | One-pot synthesis of polysulfonate by a cascading sulfur (VI) fluorine exchange (SuFEx) reaction and cyanosilylation of aldehyde | |
| JPH01108210A (ja) | ポリジアセチレンの重合方法 | |
| JPH0925252A (ja) | テトラフルオロ−［２，２］−パラシクロファンおよびその製造方法 | |
| JPH01108204A (ja) | 二重結合含有ポリジアセチレン | |
| Bu et al. | Synthesis, helical conformation, and infrared emissivity property study of optically active substituted polyacetylenes derived from serine | |
| JP2009084306A (ja) | ポリ［２］カテナン化合物およびその単量体、ならびにそれらの製造方法 | |
| KR101538061B1 (ko) | 노보넨 유도체 등을 포함하는 거대 단량체 및 이의 제조방법 | |
| JP2022164014A (ja) | ポリイミド | |
| JP2001131170A (ja) | 多官能六員環カーボナート化合物の製造方法及び多官能六員環カーボナート化合物 | |
| Peachey et al. | Energetics of organic solid-state reactions: electronic structure and photoreaction mechanism of the 2, 5-distyrylpyrazine oligomer molecular crystal | |
| JPH0618829B2 (ja) | ジフェニルジアセチレン重合体 | |
| Kravtsova et al. | Synthesis, properties and applications of Halogen containing polyimides | |
| JPH04283231A (ja) | 芳香族ポリエーテルケトン共重合体およびその製造方法 | |
| JP2001040035A (ja) | 末端に糖鎖を有するスチレン系重合体及びその製造法 | |
| JPH05262879A (ja) | 環状ポリシランの製造方法 | |
| JPS6354439A (ja) | ジアセチレン基及び非芳香族基含有ポリアミドの成形体 | |
| JPS60206833A (ja) | ポリビニレンスルフイドの製造方法 | |
| JPS59217707A (ja) | 低重合物の製造方法 | |
| Duff | Synthesis and characterization of helical polycarbodiimide copolymers containing long-chain branched/kinked alkyl groups | |
| JPH03292309A (ja) | ジアセチレン系アミノエステル及びその重合体 | |
| JPH03294262A (ja) | ジアセチレン系ポリスルフィドエステル及びその架橋体 | |
| 유수창 et al. | Raman spectroscopic observation of the intramolecular interactions within the poly (ethylene oxide) unit in a liquid crystalline molecule | |
| Moggio et al. | Solid state films of two urethane polycarbazoldiacetylenes with methylene spacers between the urethane moiety and the diacetylene backbone |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |