JP2012201611A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2012201611A5 JP2012201611A5 JP2011066229A JP2011066229A JP2012201611A5 JP 2012201611 A5 JP2012201611 A5 JP 2012201611A5 JP 2011066229 A JP2011066229 A JP 2011066229A JP 2011066229 A JP2011066229 A JP 2011066229A JP 2012201611 A5 JP2012201611 A5 JP 2012201611A5
- Authority
- JP
- Japan
- Prior art keywords
- pentafluorophenyl
- tetrakis
- sulfonium
- borate
- group
- 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
- -1 sulfonium compound Chemical class 0.000 claims description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 15
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 13
- 239000003999 initiator Substances 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 229920000647 polyepoxide Polymers 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 239000003822 epoxy resin Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical class [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 6
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 5
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 239000003505 polymerization initiator Substances 0.000 description 4
- QWELZSJGAPVFPR-UHFFFAOYSA-N 4-but-3-ynylsulfanylphenol Chemical compound OC1=CC=C(SCCC#C)C=C1 QWELZSJGAPVFPR-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 238000001879 gelation Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 150000001463 antimony compounds Chemical class 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000010538 cationic polymerization reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000037048 polymerization activity Effects 0.000 description 2
- YORCIIVHUBAYBQ-UHFFFAOYSA-N propargyl bromide Chemical compound BrCC#C YORCIIVHUBAYBQ-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 1
- LENVGPAEYWWGGT-UHFFFAOYSA-O (4-hydroxyphenyl)-methyl-prop-2-ynylsulfanium Chemical compound OC1=CC=C(C=C1)[S+](C)CC#C LENVGPAEYWWGGT-UHFFFAOYSA-O 0.000 description 1
- JFNIDIDTWDBBFR-UHFFFAOYSA-N 4-(2-phenylethylsulfanyl)phenol Chemical compound C1=CC(O)=CC=C1SCCC1=CC=CC=C1 JFNIDIDTWDBBFR-UHFFFAOYSA-N 0.000 description 1
- QASBCTGZKABPKX-UHFFFAOYSA-N 4-(methylsulfanyl)phenol Chemical compound CSC1=CC=C(O)C=C1 QASBCTGZKABPKX-UHFFFAOYSA-N 0.000 description 1
- ZCJVVPFWJYOXJN-UHFFFAOYSA-N CO[S+](CCC1=CC=CC=C1)C1=CC=CC=C1 Chemical compound CO[S+](CCC1=CC=CC=C1)C1=CC=CC=C1 ZCJVVPFWJYOXJN-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 1
- BQKYMSMPQVMZOQ-UHFFFAOYSA-O OC1=CC=C(C=C1)[S+](C)CC#CC Chemical compound OC1=CC=C(C=C1)[S+](C)CC#CC BQKYMSMPQVMZOQ-UHFFFAOYSA-O 0.000 description 1
- MHXHJAIFSRQDHP-UHFFFAOYSA-N O[S+](CCC1=CC=CC=C1)C1=CC=CC=C1 Chemical compound O[S+](CCC1=CC=CC=C1)C1=CC=CC=C1 MHXHJAIFSRQDHP-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- SFSPUVKCNQHXPP-UHFFFAOYSA-N disodium dioxido-(2,3,4,5,6-pentafluorophenoxy)borane Chemical compound [Na+].B(OC1=C(C(=C(C(=C1F)F)F)F)F)([O-])[O-].[Na+] SFSPUVKCNQHXPP-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
- NBADVBNRRHVIAO-UHFFFAOYSA-N phenylsulfanol Chemical compound OSC1=CC=CC=C1 NBADVBNRRHVIAO-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- SSTZGACKDAVIGZ-UHFFFAOYSA-N sulfanium;bromide Chemical compound [SH3+].[Br-] SSTZGACKDAVIGZ-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- XDLNRRRJZOJTRW-UHFFFAOYSA-N thiohypochlorous acid Chemical compound ClS XDLNRRRJZOJTRW-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011066229A JP5727830B2 (ja) | 2011-03-24 | 2011-03-24 | スルホニウム化合物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011066229A JP5727830B2 (ja) | 2011-03-24 | 2011-03-24 | スルホニウム化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012201611A JP2012201611A (ja) | 2012-10-22 |
| JP2012201611A5 true JP2012201611A5 (enrdf_load_stackoverflow) | 2014-05-08 |
| JP5727830B2 JP5727830B2 (ja) | 2015-06-03 |
Family
ID=47182964
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011066229A Active JP5727830B2 (ja) | 2011-03-24 | 2011-03-24 | スルホニウム化合物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP5727830B2 (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2784563B2 (ja) | 1992-08-29 | 1998-08-06 | 東海ゴム工業株式会社 | ゴム・樹脂複合ホースの製造方法 |
| JP6644267B2 (ja) * | 2015-03-10 | 2020-02-12 | 横浜ゴム株式会社 | カチオン重合開始剤およびエポキシ樹脂組成物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3326775B2 (ja) * | 1992-08-25 | 2002-09-24 | 日本曹達株式会社 | 重合開始剤組成物 |
| JPH06345726A (ja) * | 1993-06-15 | 1994-12-20 | Nippon Soda Co Ltd | 新規スルホニウム塩化合物および重合開始剤 |
| FR2727416A1 (fr) * | 1994-11-24 | 1996-05-31 | Rhone Poulenc Chimie | Nouveaux amorceurs cationiques thermoactivables, de polymerisation et/ou de reticulation et compositions monomeres et/ou polymeres fonctionnels les mettant en oeuvre |
| JP3937466B2 (ja) * | 1995-12-28 | 2007-06-27 | 東洋インキ製造株式会社 | 感エネルギー線酸発生剤、感エネルギー線酸発生剤組成物および硬化性組成物 |
| JPH1180324A (ja) * | 1997-09-02 | 1999-03-26 | Toshiba Corp | 含浸熱硬化性樹脂組成物および回転電機絶縁コイル |
| JP2008122501A (ja) * | 2006-11-09 | 2008-05-29 | Sumitomo Chemical Co Ltd | ポジ型感放射線性樹脂組成物 |
| JP2008303167A (ja) * | 2007-06-07 | 2008-12-18 | Sony Chemical & Information Device Corp | 新規なスルホニウムボレート錯体 |
-
2011
- 2011-03-24 JP JP2011066229A patent/JP5727830B2/ja active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101222214B1 (ko) | 신규한 술포늄 보레이트 착체 | |
| BRPI0607424B1 (pt) | Processo para preparar bifenilas substituídas | |
| JP2013508368A5 (enrdf_load_stackoverflow) | ||
| JP5727830B2 (ja) | スルホニウム化合物 | |
| JP2012201611A5 (enrdf_load_stackoverflow) | ||
| EP3521266B1 (en) | Substituted bis(trifluorovinyl)benzene compound | |
| CN102675152A (zh) | 抗抑郁药西酞普兰中间体二醇的制备方法 | |
| JP4952084B2 (ja) | １，４−ジヒドロ−アントラセン誘導体およびその製造方法 | |
| JP2012153642A (ja) | スルホニウム化合物 | |
| JPH05222153A (ja) | 新規アントラセン系エポキシ樹脂及びその製造方法 | |
| JP2018095591A (ja) | スルホニウム化合物ならびに熱重合開始剤 | |
| JP6498048B2 (ja) | 含フッ素有機化合物及びこれとグリニャール試薬によるビアリール化合物の製造方法 | |
| TWI660939B (zh) | 製備苯基二氫茚化合物的製程 | |
| JP4875351B2 (ja) | スルホニウム化合物 | |
| JP5993288B2 (ja) | 熱カチオン重合開始剤及びその製造方法 | |
| EP3492449B1 (en) | Process for the preparation of dihalobenzophenones, new chemicals useful for its implementation and methods for preparing said chemicals | |
| JP5482233B2 (ja) | ジアリールジスルフィド化合物の製造方法 | |
| JP6665292B2 (ja) | １，１，２，２−テトラキス（４−ヒドロキシフェニル）エタン化合物の製造方法 | |
| JP2007091702A5 (enrdf_load_stackoverflow) | ||
| JP5296109B2 (ja) | 反応活性な基を有する新規なビフェニル化合物 | |
| CN105541686A (zh) | （4-羟基苯基）甲基苄基硫鎓六氟锑酸盐的合成方法 | |
| JP6047884B2 (ja) | 化合物 | |
| JPH03200776A (ja) | 多官能エポキシ化合物及びその製造法 | |
| JP4619054B2 (ja) | ジフルオロエチレン化合物の製造方法 | |
| JP6781596B2 (ja) | オニウム化合物の製造方法、及び硬化性樹脂組成物の製造方法 |