JPS60161993A - 含りんエポキシ化合物及びその製造方法 - Google Patents
含りんエポキシ化合物及びその製造方法Info
- Publication number
- JPS60161993A JPS60161993A JP1502284A JP1502284A JPS60161993A JP S60161993 A JPS60161993 A JP S60161993A JP 1502284 A JP1502284 A JP 1502284A JP 1502284 A JP1502284 A JP 1502284A JP S60161993 A JPS60161993 A JP S60161993A
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- formula
- group
- epoxy compound
- compound expressed
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 22
- 239000004593 Epoxy Substances 0.000 title claims abstract description 14
- 229910052698 phosphorus Inorganic materials 0.000 title claims abstract description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title claims abstract description 4
- 239000011574 phosphorus Substances 0.000 title claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract description 9
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract description 4
- 239000008096 xylene Substances 0.000 abstract description 4
- 239000003054 catalyst Substances 0.000 abstract description 3
- 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 abstract description 2
- BSYJHYLAMMJNRC-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-ol Chemical compound CC(C)(C)CC(C)(C)O BSYJHYLAMMJNRC-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003063 flame retardant Substances 0.000 abstract description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 abstract description 2
- 239000012442 inert solvent Substances 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 239000003381 stabilizer Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 1
- 239000011368 organic material Substances 0.000 abstract 1
- 238000004458 analytical method Methods 0.000 description 12
- 239000007788 liquid Substances 0.000 description 6
- 238000005160 1H NMR spectroscopy Methods 0.000 description 5
- 238000000921 elemental analysis Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000004455 differential thermal analysis Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- CDXVUROVRIFQMV-UHFFFAOYSA-N oxo(diphenoxy)phosphanium Chemical compound C=1C=CC=CC=1O[P+](=O)OC1=CC=CC=C1 CDXVUROVRIFQMV-UHFFFAOYSA-N 0.000 description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 238000007259 addition reaction Methods 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- KDBYJAXRGTUGSC-UHFFFAOYSA-N diphenoxyphosphane Chemical compound C=1C=CC=CC=1OPOC1=CC=CC=C1 KDBYJAXRGTUGSC-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- -1 glycidyl ester compound Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 1
- PSXUKPCAIKETHF-UHFFFAOYSA-N 2-[4-[3-[4-(4,5-dihydro-1h-imidazol-2-yl)phenoxy]propoxy]phenyl]-4,5-dihydro-1h-imidazole Chemical compound C=1C=C(C=2NCCN=2)C=CC=1OCCCOC(C=C1)=CC=C1C1=NCCN1 PSXUKPCAIKETHF-UHFFFAOYSA-N 0.000 description 1
- WADSJYLPJPTMLN-UHFFFAOYSA-N 3-(cycloundecen-1-yl)-1,2-diazacycloundec-2-ene Chemical compound C1CCCCCCCCC=C1C1=NNCCCCCCCC1 WADSJYLPJPTMLN-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 102100029579 Diphosphoinositol polyphosphate phosphohydrolase 1 Human genes 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
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- VBQRUYIOTHNGOP-UHFFFAOYSA-N benzo[c][2,1]benzoxaphosphinine 6-oxide Chemical compound C1=CC=C2P(=O)OC3=CC=CC=C3C2=C1 VBQRUYIOTHNGOP-UHFFFAOYSA-N 0.000 description 1
- DXRRZSFVGCBWHI-UHFFFAOYSA-N bis(2-phenylphenyl) hydrogen phosphite Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1OP(O)OC1=CC=CC=C1C1=CC=CC=C1 DXRRZSFVGCBWHI-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000012973 diazabicyclooctane Substances 0.000 description 1
- YQVYPOYAWKCVIZ-UHFFFAOYSA-N dibutoxyphosphane Chemical compound CCCCOPOCCCC YQVYPOYAWKCVIZ-UHFFFAOYSA-N 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- XMQYIPNJVLNWOE-UHFFFAOYSA-N dioctyl hydrogen phosphite Chemical compound CCCCCCCCOP(O)OCCCCCCCC XMQYIPNJVLNWOE-UHFFFAOYSA-N 0.000 description 1
- VTXBWQYIQGCPNB-UHFFFAOYSA-N ethyl-trihydroxy-phenyl-lambda5-phosphane Chemical compound C(C)P(O)(O)(O)C1=CC=CC=C1 VTXBWQYIQGCPNB-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 101710153356 mRNA-decapping protein g5R Proteins 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
Landscapes
- Fireproofing Substances (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1502284A JPS60161993A (ja) | 1984-02-01 | 1984-02-01 | 含りんエポキシ化合物及びその製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1502284A JPS60161993A (ja) | 1984-02-01 | 1984-02-01 | 含りんエポキシ化合物及びその製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60161993A true JPS60161993A (ja) | 1985-08-23 |
| JPH0439473B2 JPH0439473B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-06-29 |
Family
ID=11877216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1502284A Granted JPS60161993A (ja) | 1984-02-01 | 1984-02-01 | 含りんエポキシ化合物及びその製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60161993A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0806429A2 (de) | 1996-05-06 | 1997-11-12 | Schill & Seilacher GmbH & Co. | Flammfeste Expoxidharze und Flammschutzmittel für Epoxidharze |
| JP2001106766A (ja) * | 1999-10-08 | 2001-04-17 | Toto Kasei Co Ltd | 難燃性液状エポキシ樹脂組成物 |
| US6797821B2 (en) | 2001-09-20 | 2004-09-28 | Chun-Shan Wang | Phosphorus-containing flame-retardant hardeners, epoxy resins, advanced epoxy resins and cured epoxy resins |
| US7999014B2 (en) | 2007-03-15 | 2011-08-16 | Jnc Corporation | Flame retardant and polymer composition using the same |
| WO2011142388A1 (ja) * | 2010-05-13 | 2011-11-17 | 富士フイルム株式会社 | 樹脂組成物、射出成形用樹脂組成物、及び電気電子機器用筐体 |
| WO2014116669A1 (en) * | 2013-01-22 | 2014-07-31 | Frx Polymers, Inc. | Phosphorus containing epoxy compounds and compositions therefrom |
| CN105440080A (zh) * | 2015-11-23 | 2016-03-30 | 兰州理工大学 | 一种含磷丙烯酸酯的制备方法 |
| CN106947059A (zh) * | 2017-04-18 | 2017-07-14 | 中国科学院宁波材料技术与工程研究所 | 香草醛基富含苯环的高耐热阻燃环氧树脂及其制法与应用 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5221494A (en) * | 1976-08-19 | 1977-02-18 | Matsushita Electric Ind Co Ltd | Steamar |
-
1984
- 1984-02-01 JP JP1502284A patent/JPS60161993A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5221494A (en) * | 1976-08-19 | 1977-02-18 | Matsushita Electric Ind Co Ltd | Steamar |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0806429A2 (de) | 1996-05-06 | 1997-11-12 | Schill & Seilacher GmbH & Co. | Flammfeste Expoxidharze und Flammschutzmittel für Epoxidharze |
| EP0806429A3 (de) * | 1996-05-06 | 1998-10-07 | Schill & Seilacher GmbH & Co. | Flammfeste Expoxidharze und Flammschutzmittel für Epoxidharze |
| JP2001106766A (ja) * | 1999-10-08 | 2001-04-17 | Toto Kasei Co Ltd | 難燃性液状エポキシ樹脂組成物 |
| US6797821B2 (en) | 2001-09-20 | 2004-09-28 | Chun-Shan Wang | Phosphorus-containing flame-retardant hardeners, epoxy resins, advanced epoxy resins and cured epoxy resins |
| US7999014B2 (en) | 2007-03-15 | 2011-08-16 | Jnc Corporation | Flame retardant and polymer composition using the same |
| WO2011142388A1 (ja) * | 2010-05-13 | 2011-11-17 | 富士フイルム株式会社 | 樹脂組成物、射出成形用樹脂組成物、及び電気電子機器用筐体 |
| WO2014116669A1 (en) * | 2013-01-22 | 2014-07-31 | Frx Polymers, Inc. | Phosphorus containing epoxy compounds and compositions therefrom |
| US10167377B2 (en) | 2013-01-22 | 2019-01-01 | Frx Polymers, Inc. | Phosphorus containing epoxy compounds and compositions therefrom |
| CN105440080A (zh) * | 2015-11-23 | 2016-03-30 | 兰州理工大学 | 一种含磷丙烯酸酯的制备方法 |
| CN106947059A (zh) * | 2017-04-18 | 2017-07-14 | 中国科学院宁波材料技术与工程研究所 | 香草醛基富含苯环的高耐热阻燃环氧树脂及其制法与应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0439473B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-06-29 |
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