JPH0150712B2 - - Google Patents
Info
- Publication number
- JPH0150712B2 JPH0150712B2 JP58231503A JP23150383A JPH0150712B2 JP H0150712 B2 JPH0150712 B2 JP H0150712B2 JP 58231503 A JP58231503 A JP 58231503A JP 23150383 A JP23150383 A JP 23150383A JP H0150712 B2 JPH0150712 B2 JP H0150712B2
- Authority
- JP
- Japan
- Prior art keywords
- hca
- formula
- compound represented
- benzoquinone
- reaction
- 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
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 7
- -1 cyclic organophosphorus compound Chemical class 0.000 claims description 4
- 239000012442 inert solvent Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 229940005561 1,4-benzoquinone Drugs 0.000 claims 3
- 239000002904 solvent Substances 0.000 description 5
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5313—Phosphinic compounds, e.g. R2=P(:O)OR'
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/657163—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom
- C07F9/657172—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom the ring phosphorus atom and one oxygen atom being part of a (thio)phosphinic acid ester: (X = O, S)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fireproofing Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58231503A JPS60126293A (ja) | 1983-12-09 | 1983-12-09 | 環状有機りん化合物及びその製造方法 |
| GB08430513A GB2152055B (en) | 1983-12-09 | 1984-12-04 | Cyclic organic phosphorus compound |
| FR8418670A FR2556347B1 (fr) | 1983-12-09 | 1984-12-06 | Nouveau compose organophosphore cyclique et son procede de fabrication |
| DE19843444740 DE3444740A1 (de) | 1983-12-09 | 1984-12-07 | Cyclische organische phosphorverbindung und verfahren zu ihrer herstellung |
| US06/679,720 US4618693A (en) | 1983-12-09 | 1984-12-10 | Cyclic organic phosphorus compound and process for producing same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58231503A JPS60126293A (ja) | 1983-12-09 | 1983-12-09 | 環状有機りん化合物及びその製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60126293A JPS60126293A (ja) | 1985-07-05 |
| JPH0150712B2 true JPH0150712B2 (en, 2012) | 1989-10-31 |
Family
ID=16924510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58231503A Granted JPS60126293A (ja) | 1983-12-09 | 1983-12-09 | 環状有機りん化合物及びその製造方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4618693A (en, 2012) |
| JP (1) | JPS60126293A (en, 2012) |
| DE (1) | DE3444740A1 (en, 2012) |
| FR (1) | FR2556347B1 (en, 2012) |
| GB (1) | GB2152055B (en, 2012) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61231080A (ja) * | 1985-04-04 | 1986-10-15 | Sanko Kagaku Kk | 有機物質用安定剤組成物 |
| US5041482A (en) * | 1988-07-26 | 1991-08-20 | Adhesive Technologies | Cool melt glue |
| ES2149299T3 (es) * | 1994-09-19 | 2000-11-01 | Bayer Ag | Procedimiento para la obtencion de 6-oxo-(6h)-dibenz-(c,e)(1,2)-oxafosforinas (odop). |
| TW528769B (en) * | 1998-06-19 | 2003-04-21 | Nat Science Council | Flame retardant advanced epoxy resins and cured epoxy resins, and preparation thereof |
| EP1167417A4 (en) * | 1999-01-28 | 2002-11-06 | Takeda Chemical Industries Ltd | FLAME-RESISTANT VINYL ESTERS, RESINS AND RESIN COMPOSITIONS THEREOF AND CURED PRODUCTS BASED ON THEM |
| US6291627B1 (en) * | 1999-03-03 | 2001-09-18 | National Science Council | Epoxy resin rendered flame retardant by reaction with 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide |
| JP2000336204A (ja) * | 1999-05-26 | 2000-12-05 | Sanko Chem Co Ltd | 安定性難燃性合成樹脂組成物 |
| TW445277B (en) * | 1999-09-04 | 2001-07-11 | Chin Yee Chemical Ind Co Ltd | Flame retardants and flame retardant resin compositions |
| JP4588834B2 (ja) * | 2000-04-06 | 2010-12-01 | パナソニック電工株式会社 | リン含有エポキシ樹脂組成物及び、該リン含有エポキシ樹脂を用いる難燃性の樹脂シート、樹脂付き金属箔、プリプレグ及び積層板、多層板 |
| TW593526B (en) * | 2001-09-20 | 2004-06-21 | Wangsuen Su Jen | Phosphorus group containing flame retardant hardener, advanced epoxy resins and cured epoxy resins thereof |
| KR100425376B1 (ko) * | 2001-10-29 | 2004-03-30 | 국도화학 주식회사 | 인 및 실리콘 변성 난연성 에폭시수지 |
| JP2006342217A (ja) * | 2005-06-07 | 2006-12-21 | Sanko Kk | リン含有難燃性ビスフェノール型エポキシ樹脂の製造方法並びにリン含有難燃性ビスフェノール型エポキシ樹脂及びリン含有難燃性ビスフェノール型エポキシ樹脂組成物 |
| KR100805198B1 (ko) | 2006-10-30 | 2008-02-21 | 아이디비켐(주) | 10-(2,5-디히드록시페닐)-9,10-디히드로-9-옥사-10-포스파페난트렌-10-옥사이드의 신규의 제조방법 |
| CN101883806B (zh) * | 2007-11-09 | 2013-08-14 | 新日铁住金化学株式会社 | 含磷环氧树脂及含磷环氧树脂组合物、其制造方法和使用该树脂及该树脂组合物的固化性树脂组合物及固化物 |
| JP5478850B2 (ja) * | 2008-07-14 | 2014-04-23 | 新日鉄住金化学株式会社 | 特定の製造方法により得られるリン含有フェノール化合物を用いたリン含有エポキシ樹脂、該樹脂を用いたリン含有エポキシ樹脂組成物および硬化物 |
| JP5388518B2 (ja) | 2008-09-16 | 2014-01-15 | 新日鉄住金化学株式会社 | リン含有フェノール化合物およびその製造方法、該化合物を用いた硬化性樹脂組成物および硬化物 |
| TW201016716A (en) * | 2008-10-23 | 2010-05-01 | Chang Chun Plastics Co Ltd | Phosphorus-containing compound and manufacturing method thereof |
| CN101723981B (zh) * | 2008-11-04 | 2012-07-25 | 长春人造树脂厂股份有限公司 | 含磷化合物及其制造方法 |
| US8288003B2 (en) | 2009-03-18 | 2012-10-16 | Dic Corporation | Method for producing phosphorus-containing phenolic compound, novel phosphorus-containing phenol, curable resin composition, cured product of the same, printed wiring board, and semiconductor sealing material |
| US9022562B2 (en) | 2011-08-05 | 2015-05-05 | Nitto Denko Corporation | Optical element for correcting color blindness |
| CN103214522B (zh) * | 2013-04-27 | 2015-06-03 | 山东天一化学股份有限公司 | 一种10-(2,5-二羟基苯基)-10-氢-9-氧杂-10-磷杂菲-10-氧化物的制备方法 |
| CN105555866B (zh) | 2013-09-30 | 2018-04-20 | 新日铁住金化学株式会社 | 含磷环氧树脂组合物和固化物 |
| US20150148450A1 (en) * | 2013-11-24 | 2015-05-28 | Iteq Corporation | Halogen-free low-expansion resin composition |
| JP7037314B2 (ja) | 2017-09-26 | 2022-03-16 | 日鉄ケミカル＆マテリアル株式会社 | リン含有エポキシ樹脂の製造方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2553417A (en) * | 1950-02-23 | 1951-05-15 | Us Rubber Co | Adducts of quinones and dialkyl phosphites |
| US3702878A (en) * | 1969-12-31 | 1972-11-14 | Sanko Chemical Co Ltd | Cyclic organophosphorus compounds and process for making same |
| US4127590A (en) * | 1975-10-14 | 1978-11-28 | Toyo Boseki Kabushiki Kaisha | Phosphorus-containing compounds |
| US4157436A (en) * | 1975-10-14 | 1979-06-05 | Toyo Boseki Kabushiki Kaisha | Phosphorus-containing polyesters |
| GB1547105A (en) * | 1976-07-05 | 1979-06-06 | Sanko Kaihatsu Kagaku Kenk | Cyclic phosphinates and their use as flame-retardants |
| JPS53128195A (en) * | 1977-04-15 | 1978-11-08 | Sanko Kaihatsu Kagaku Kenkiyuu | Flame retarder |
| JPS5912693B2 (ja) * | 1978-05-24 | 1984-03-24 | 株式会社三光開発科学研究所 | 難燃剤 |
-
1983
- 1983-12-09 JP JP58231503A patent/JPS60126293A/ja active Granted
-
1984
- 1984-12-04 GB GB08430513A patent/GB2152055B/en not_active Expired
- 1984-12-06 FR FR8418670A patent/FR2556347B1/fr not_active Expired
- 1984-12-07 DE DE19843444740 patent/DE3444740A1/de active Granted
- 1984-12-10 US US06/679,720 patent/US4618693A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE3444740A1 (de) | 1985-06-20 |
| US4618693A (en) | 1986-10-21 |
| DE3444740C2 (en, 2012) | 1990-04-19 |
| GB2152055A (en) | 1985-07-31 |
| FR2556347A1 (fr) | 1985-06-14 |
| FR2556347B1 (fr) | 1989-01-06 |
| GB8430513D0 (en) | 1985-01-09 |
| GB2152055B (en) | 1987-01-07 |
| JPS60126293A (ja) | 1985-07-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |