JPH0426324B2 - - Google Patents
Info
- Publication number
- JPH0426324B2 JPH0426324B2 JP27151584A JP27151584A JPH0426324B2 JP H0426324 B2 JPH0426324 B2 JP H0426324B2 JP 27151584 A JP27151584 A JP 27151584A JP 27151584 A JP27151584 A JP 27151584A JP H0426324 B2 JPH0426324 B2 JP H0426324B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- hydrogen atom
- methyl group
- composition according
- boron trifluoride
- 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
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- -1 glycidyloxy group Chemical group 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 239000002841 Lewis acid Substances 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 150000007517 lewis acids Chemical class 0.000 claims description 6
- 238000000465 moulding Methods 0.000 claims description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 5
- JDVIRCVIXCMTPU-UHFFFAOYSA-N ethanamine;trifluoroborane Chemical group CCN.FB(F)F JDVIRCVIXCMTPU-UHFFFAOYSA-N 0.000 claims description 5
- 239000011342 resin composition Substances 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000007870 radical polymerization initiator Substances 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000010526 radical polymerization reaction Methods 0.000 claims description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 6
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical class FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 238000001879 gelation Methods 0.000 description 3
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 2
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 2
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 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 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- WIOWSZFVJSZSCX-UHFFFAOYSA-N 2,4-dimethylaniline;trifluoroborane Chemical compound FB(F)F.CC1=CC=C(N)C(C)=C1 WIOWSZFVJSZSCX-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- DRQFBCMQBWNTNV-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;trifluoroborane Chemical compound FB(F)F.OCCN(CCO)CCO DRQFBCMQBWNTNV-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- KSMUFOFMTRJIRJ-UHFFFAOYSA-N N-methylaniline trifluoroborane Chemical compound CNC1=CC=CC=C1.B(F)(F)F KSMUFOFMTRJIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- VWKLICCSBFEWSZ-UHFFFAOYSA-N aniline;trifluoroborane Chemical compound FB(F)F.NC1=CC=CC=C1 VWKLICCSBFEWSZ-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical compound CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- GUAWMXYQZKVRCW-UHFFFAOYSA-N n,2-dimethylaniline Chemical compound CNC1=CC=CC=C1C GUAWMXYQZKVRCW-UHFFFAOYSA-N 0.000 description 1
- JFNWATIZEGZGSY-UHFFFAOYSA-N n,n-diethylethanamine;trifluoroborane Chemical compound FB(F)F.CCN(CC)CC JFNWATIZEGZGSY-UHFFFAOYSA-N 0.000 description 1
- OHBCEHHJPNBVME-UHFFFAOYSA-N n-[[3,5-dimethyl-4-(oxiran-2-ylmethoxy)phenyl]methyl]prop-2-enamide Chemical compound CC1=CC(CNC(=O)C=C)=CC(C)=C1OCC1OC1 OHBCEHHJPNBVME-UHFFFAOYSA-N 0.000 description 1
- ONIBTRZKRVDUDR-UHFFFAOYSA-N n-ethylaniline;trifluoroborane Chemical compound FB(F)F.CCNC1=CC=CC=C1 ONIBTRZKRVDUDR-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- YRZFHTRSHNGOSR-UHFFFAOYSA-N phenylmethanamine;trifluoroborane Chemical compound FB(F)F.NCC1=CC=CC=C1 YRZFHTRSHNGOSR-UHFFFAOYSA-N 0.000 description 1
- DBIWHDFLQHGOCS-UHFFFAOYSA-N piperidine;trifluoroborane Chemical compound FB(F)F.C1CCNCC1 DBIWHDFLQHGOCS-UHFFFAOYSA-N 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 239000002990 reinforced plastic Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Epoxy Compounds (AREA)
- Epoxy Resins (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27151584A JPS61148210A (ja) | 1984-12-21 | 1984-12-21 | 反応性樹脂組成物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27151584A JPS61148210A (ja) | 1984-12-21 | 1984-12-21 | 反応性樹脂組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61148210A JPS61148210A (ja) | 1986-07-05 |
| JPH0426324B2 true JPH0426324B2 (fr) | 1992-05-07 |
Family
ID=17501139
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27151584A Granted JPS61148210A (ja) | 1984-12-21 | 1984-12-21 | 反応性樹脂組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61148210A (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0480069B1 (fr) * | 1990-04-28 | 1998-12-23 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Polymere polyolefinique modifie, production de ce polymere et composition resineuse contenant ce polymere |
-
1984
- 1984-12-21 JP JP27151584A patent/JPS61148210A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61148210A (ja) | 1986-07-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5726216A (en) | Toughened epoxy resin system and a method thereof | |
| US3637579A (en) | Polyepoxide-polyanhydride adhesive composition | |
| US4338225A (en) | High performance resin reaction products of carboxyl terminated 1,2-polybutadiene with epoxides and acid terminated difunctional aliphatic alcohols | |
| CN113061416A (zh) | 一种高强高韧环氧粘结剂及其制备方法 | |
| JPH01193318A (ja) | 硬化性エポキシ樹脂組成物 | |
| US3931354A (en) | Reaction products of carboxyl terminated 1,2-polybutadiene with epoxides and aromatic bis(maleimides) | |
| US3036041A (en) | Reaction products of epoxylated compositions and process | |
| US4906711A (en) | Low viscosity epoxy resin compositions | |
| JPS6257650B2 (fr) | ||
| JP4273530B2 (ja) | 環状カーボナート樹脂組成物及びその硬化物 | |
| JPH0426324B2 (fr) | ||
| JPH0441171B2 (fr) | ||
| US3770705A (en) | Thermosetting resins prepared from dimaleimides and isocyanuric acid or derivative thereof | |
| US3728306A (en) | Composition comprising an epoxy resin with an organostannoic acid-carboxylic acid anhydride reaction product | |
| JPS58138729A (ja) | 熱硬化性成形組成物 | |
| JPH0562604B2 (fr) | ||
| JPS60252624A (ja) | 反応性樹脂組成物 | |
| JPS62177016A (ja) | エポキシ樹脂組成物 | |
| US3957727A (en) | Epoxy composition containing acid anhydride compound obtained from nadic methyl anhydride | |
| JPH054969B2 (fr) | ||
| JPH0441172B2 (fr) | ||
| EP0415749A2 (fr) | Résines époxydes contenant des polybutènes époxydés | |
| US3723361A (en) | Cyano-substituted polyepoxides | |
| JPS62265320A (ja) | 熱硬化性樹脂組成物及びその成形方法 | |
| EP0586336B1 (fr) | 2,2'-Diméthyl-5,5'-diaminodiphenyl sulfone |