JPH0239505B2 - - Google Patents
Info
- Publication number
- JPH0239505B2 JPH0239505B2 JP56185534A JP18553481A JPH0239505B2 JP H0239505 B2 JPH0239505 B2 JP H0239505B2 JP 56185534 A JP56185534 A JP 56185534A JP 18553481 A JP18553481 A JP 18553481A JP H0239505 B2 JPH0239505 B2 JP H0239505B2
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- group
- compounds
- glycidyl
- diglycidyl
- 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 - Lifetime
Links
- -1 glycidoxy group Chemical group 0.000 claims description 67
- 125000002723 alicyclic group Chemical group 0.000 claims description 15
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 54
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 36
- 125000003118 aryl group Chemical class 0.000 description 28
- 238000006243 chemical reaction Methods 0.000 description 17
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical class CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 125000001424 substituent group Chemical group 0.000 description 12
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 11
- 125000005577 anthracene group Chemical group 0.000 description 10
- 125000001624 naphthyl group Chemical group 0.000 description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 10
- 125000005843 halogen group Chemical group 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 8
- 150000001470 diamides Chemical class 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 239000004593 Epoxy Substances 0.000 description 6
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- 125000000732 arylene group Chemical group 0.000 description 6
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 5
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 125000004450 alkenylene group Chemical group 0.000 description 4
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 238000004448 titration Methods 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000002198 insoluble material Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 3
- 235000019341 magnesium sulphate Nutrition 0.000 description 3
- KYLWLAQWEGADAU-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CC1OC1)CC1CO1 KYLWLAQWEGADAU-UHFFFAOYSA-N 0.000 description 3
- XGSGNHHBZQDRSZ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)propanamide Chemical compound C1OC1CN(C(=O)CC)CC1CO1 XGSGNHHBZQDRSZ-UHFFFAOYSA-N 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VXXBJCHSJXHHKK-UHFFFAOYSA-N 1-n,1-n,2-n,2-n,3-n,3-n-hexakis(oxiran-2-ylmethyl)naphthalene-1,2,3-tricarboxamide Chemical compound C=1C2=CC=CC=C2C(C(=O)N(CC2OC2)CC2OC2)=C(C(=O)N(CC2OC2)CC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 VXXBJCHSJXHHKK-UHFFFAOYSA-N 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- YTRLHTQUMFJLKB-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound C=1C=CC(OCC2OC2)=C(OCC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 YTRLHTQUMFJLKB-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000000010 aprotic solvent Substances 0.000 description 2
- JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 229940116335 lauramide Drugs 0.000 description 2
- ILRSCQWREDREME-UHFFFAOYSA-N lauric acid amide propyl betaine Natural products CCCCCCCCCCCC(N)=O ILRSCQWREDREME-UHFFFAOYSA-N 0.000 description 2
- MUMVIYLVHVCYGI-UHFFFAOYSA-N n,n,n',n',n",n"-hexamethylmethanetriamine Chemical compound CN(C)C(N(C)C)N(C)C MUMVIYLVHVCYGI-UHFFFAOYSA-N 0.000 description 2
- FRVGELNPABKJEP-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)butanamide Chemical compound C1OC1CN(C(=O)CCC)CC1CO1 FRVGELNPABKJEP-UHFFFAOYSA-N 0.000 description 2
- YKVVWPWQVKZDDP-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)cyclopentanecarboxamide Chemical compound C1OC1CN(CC1OC1)C(=O)C1CCCC1 YKVVWPWQVKZDDP-UHFFFAOYSA-N 0.000 description 2
- 229950000688 phenothiazine Drugs 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- BSSNZUFKXJJCBG-OWOJBTEDSA-N (e)-but-2-enediamide Chemical compound NC(=O)\C=C\C(N)=O BSSNZUFKXJJCBG-OWOJBTEDSA-N 0.000 description 1
- YUNOXMRWJCZRQI-HWKANZROSA-N (e)-n-ethyl-n-(oxiran-2-ylmethyl)but-2-enamide Chemical compound C/C=C/C(=O)N(CC)CC1CO1 YUNOXMRWJCZRQI-HWKANZROSA-N 0.000 description 1
- XAHYXPQLZIQXJS-LRNAUUFOSA-N (e)-n-octadecyl-n-(oxiran-2-ylmethyl)but-2-enamide Chemical compound CCCCCCCCCCCCCCCCCCN(C(=O)\C=C\C)CC1CO1 XAHYXPQLZIQXJS-LRNAUUFOSA-N 0.000 description 1
- KZKZNTRZOKFXEN-OIXVIMQBSA-N (z)-2-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)but-2-enamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(=C/C)/OCC1CO1 KZKZNTRZOKFXEN-OIXVIMQBSA-N 0.000 description 1
- OFSPBPRQRWEZIH-FUQNDXKWSA-N (z)-2-methyl-n,n,n',n'-tetrakis(oxiran-2-ylmethyl)but-2-enediamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(/C)=C\C(=O)N(CC1OC1)CC1CO1 OFSPBPRQRWEZIH-FUQNDXKWSA-N 0.000 description 1
- YNWWJKRPURCNCL-UPHRSURJSA-N (z)-n,n,n',n'-tetrakis(oxiran-2-ylmethyl)but-2-enediamide Chemical compound C1OC1CN(CC1OC1)C(=O)\C=C/C(=O)N(CC1OC1)CC1CO1 YNWWJKRPURCNCL-UPHRSURJSA-N 0.000 description 1
- NSSFKIBNFJLMHR-UHFFFAOYSA-N 1,2,2-trimethyl-1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)cyclopentane-1,3-dicarboxamide Chemical compound CC1(C)C(C(=O)N(CC2OC2)CC2OC2)CCC1(C)C(=O)N(CC1OC1)CC1CO1 NSSFKIBNFJLMHR-UHFFFAOYSA-N 0.000 description 1
- OASDDJGLEGIPTO-UHFFFAOYSA-N 1-N,1-N,1-N',1-N'-tetrakis(oxiran-2-ylmethyl)cyclopentane-1,1-dicarboxamide Chemical compound C(C1CO1)N(C(=O)C1(CCCC1)C(=O)N(CC1CO1)CC1CO1)CC1CO1 OASDDJGLEGIPTO-UHFFFAOYSA-N 0.000 description 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- QLPTVZCIGCHMBQ-UHFFFAOYSA-N 1-n,1-n,1-n',1-n',2-n,2-n-hexakis(oxiran-2-ylmethyl)cyclohexane-1,1,2-tricarboxamide Chemical compound C1OC1CN(CC1OC1)C(=O)C1CCCCC1(C(=O)N(CC1OC1)CC1OC1)C(=O)N(CC1OC1)CC1CO1 QLPTVZCIGCHMBQ-UHFFFAOYSA-N 0.000 description 1
- OILREIXMJAIBDY-UHFFFAOYSA-N 1-n,1-n,1-n',1-n'-tetrakis(oxiran-2-ylmethyl)cyclobutane-1,1-dicarboxamide Chemical compound C1CCC1(C(=O)N(CC1OC1)CC1OC1)C(=O)N(CC1OC1)CC1CO1 OILREIXMJAIBDY-UHFFFAOYSA-N 0.000 description 1
- JCPJYHGWXAZIFB-UHFFFAOYSA-N 1-n,1-n,1-n',1-n'-tetrakis(oxiran-2-ylmethyl)cyclohex-2-ene-1,1-dicarboxamide Chemical compound C1CCC=CC1(C(=O)N(CC1OC1)CC1OC1)C(=O)N(CC1OC1)CC1CO1 JCPJYHGWXAZIFB-UHFFFAOYSA-N 0.000 description 1
- FPXNMLWWBFFMSH-UHFFFAOYSA-N 1-n,1-n,1-n',1-n'-tetrakis(oxiran-2-ylmethyl)cyclohexane-1,1-dicarboxamide Chemical compound C1CCCCC1(C(=O)N(CC1OC1)CC1OC1)C(=O)N(CC1OC1)CC1CO1 FPXNMLWWBFFMSH-UHFFFAOYSA-N 0.000 description 1
- ALXLPYCNUZHGKU-UHFFFAOYSA-N 1-n,1-n,2-n,2-n,3-n,3-n-hexakis(oxiran-2-ylmethyl)benzene-1,2,3-tricarboxamide Chemical compound C=1C=CC(C(=O)N(CC2OC2)CC2OC2)=C(C(=O)N(CC2OC2)CC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 ALXLPYCNUZHGKU-UHFFFAOYSA-N 0.000 description 1
- UHMURERPNBBZJZ-UHFFFAOYSA-N 1-n,1-n,2-n,2-n-tetrakis(oxiran-2-ylmethyl)anthracene-1,2-dicarboxamide Chemical compound C=1C=C2C=C3C=CC=CC3=CC2=C(C(=O)N(CC2OC2)CC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 UHMURERPNBBZJZ-UHFFFAOYSA-N 0.000 description 1
- OCKNAAMPHABIKB-UHFFFAOYSA-N 1-n,1-n,2-n,2-n-tetrakis(oxiran-2-ylmethyl)benzene-1,2-dicarboxamide Chemical compound C=1C=CC=C(C(=O)N(CC2OC2)CC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 OCKNAAMPHABIKB-UHFFFAOYSA-N 0.000 description 1
- LUFFYTVRWWGTJO-UHFFFAOYSA-N 1-n,1-n,2-n,2-n-tetrakis(oxiran-2-ylmethyl)naphthalene-1,2-dicarboxamide Chemical compound C=1C=C2C=CC=CC2=C(C(=O)N(CC2OC2)CC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 LUFFYTVRWWGTJO-UHFFFAOYSA-N 0.000 description 1
- STAOEAUVZHUSRB-UHFFFAOYSA-N 1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)benzene-1,3-dicarboxamide Chemical compound C=1C=CC(C(=O)N(CC2OC2)CC2OC2)=CC=1C(=O)N(CC1OC1)CC1CO1 STAOEAUVZHUSRB-UHFFFAOYSA-N 0.000 description 1
- WEFALMWWLPWCPH-UHFFFAOYSA-N 1-n,1-n,4-n,4-n-tetrakis(oxiran-2-ylmethyl)benzene-1,4-dicarboxamide Chemical compound C=1C=C(C(=O)N(CC2OC2)CC2OC2)C=CC=1C(=O)N(CC1OC1)CC1CO1 WEFALMWWLPWCPH-UHFFFAOYSA-N 0.000 description 1
- VPEXGYHRRMHHDF-UHFFFAOYSA-N 2,3,4-tris(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound C=1C=C(OCC2OC2)C(OCC2OC2)=C(OCC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 VPEXGYHRRMHHDF-UHFFFAOYSA-N 0.000 description 1
- SKLULNOOOFZBLU-UHFFFAOYSA-N 2,3-dichloro-n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound ClC1=CC=CC(C(=O)N(CC2OC2)CC2OC2)=C1Cl SKLULNOOOFZBLU-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- QAMSONVEFNNDSW-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-1-N,1-N,4-N,4-N-tetrakis(oxiran-2-ylmethyl)benzene-1,4-dicarboxamide Chemical class C(C1CO1)N(C(C1=C(C=C(C(=O)N(CC2CO2)CC2CO2)C=C1)OCC1CO1)=O)CC1CO1 QAMSONVEFNNDSW-UHFFFAOYSA-N 0.000 description 1
- OHBXZGYOSHYXJI-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)benzene-1,3-dicarboxamide Chemical class C=1C=CC(C(=O)N(CC2OC2)CC2OC2)=C(OCC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 OHBXZGYOSHYXJI-UHFFFAOYSA-N 0.000 description 1
- XHYPIMBFANZYGQ-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-N,N-bis(oxiran-2-ylmethyl)decanamide Chemical compound C(C1CO1)N(C(C(CCCCCCCC)OCC1CO1)=O)CC1CO1 XHYPIMBFANZYGQ-UHFFFAOYSA-N 0.000 description 1
- PGKZOCUYVWQMKV-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound C=1C=CC=C(OCC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 PGKZOCUYVWQMKV-UHFFFAOYSA-N 0.000 description 1
- VCSGZGVCZYRFMC-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)heptanamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(CCCCC)OCC1CO1 VCSGZGVCZYRFMC-UHFFFAOYSA-N 0.000 description 1
- HCTYWJDGQMRVCH-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)naphthalene-1-carboxamide Chemical compound C1OC1COC=1C=CC2=CC=CC=C2C=1C(=O)N(CC1OC1)CC1CO1 HCTYWJDGQMRVCH-UHFFFAOYSA-N 0.000 description 1
- RXCAAWVVBSKSSR-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)propanamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(C)OCC1CO1 RXCAAWVVBSKSSR-UHFFFAOYSA-N 0.000 description 1
- PLQHFQFYKZUJML-UHFFFAOYSA-N 2-benzyl-n,n-bis(oxiran-2-ylmethyl)prop-2-enamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(=C)CC1=CC=CC=C1 PLQHFQFYKZUJML-UHFFFAOYSA-N 0.000 description 1
- KUZKPRNIIRMZGR-UHFFFAOYSA-N 2-bromo-1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)benzene-1,3-dicarboxamide Chemical compound BrC1=C(C(=O)N(CC2OC2)CC2OC2)C=CC=C1C(=O)N(CC1OC1)CC1CO1 KUZKPRNIIRMZGR-UHFFFAOYSA-N 0.000 description 1
- IDAKRSFCIHAXQF-UHFFFAOYSA-N 2-bromo-3-chloro-n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound ClC1=CC=CC(C(=O)N(CC2OC2)CC2OC2)=C1Br IDAKRSFCIHAXQF-UHFFFAOYSA-N 0.000 description 1
- FZFMPDCQGDJBNS-UHFFFAOYSA-N 2-chloro-1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)benzene-1,3-dicarboxamide Chemical compound ClC1=C(C(=O)N(CC2OC2)CC2OC2)C=CC=C1C(=O)N(CC1OC1)CC1CO1 FZFMPDCQGDJBNS-UHFFFAOYSA-N 0.000 description 1
- GNIQTTVCYDGDIZ-UHFFFAOYSA-N 2-chloro-n,n-bis(oxiran-2-ylmethyl)acetamide Chemical compound C1OC1CN(C(=O)CCl)CC1CO1 GNIQTTVCYDGDIZ-UHFFFAOYSA-N 0.000 description 1
- PUNDUIGAABIJJC-UHFFFAOYSA-N 2-chloro-n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound ClC1=CC=CC=C1C(=O)N(CC1OC1)CC1OC1 PUNDUIGAABIJJC-UHFFFAOYSA-N 0.000 description 1
- FLUHPKQITFOOBC-UHFFFAOYSA-N 2-chloro-n,n-bis(oxiran-2-ylmethyl)prop-2-enamide Chemical compound C1OC1CN(C(=O)C(=C)Cl)CC1CO1 FLUHPKQITFOOBC-UHFFFAOYSA-N 0.000 description 1
- SGOLYHJJNNYOTK-UHFFFAOYSA-N 2-chloro-n,n-bis(oxiran-2-ylmethyl)propanamide Chemical compound C1OC1CN(C(=O)C(Cl)C)CC1CO1 SGOLYHJJNNYOTK-UHFFFAOYSA-N 0.000 description 1
- PPOYIJWGSYLJQD-UHFFFAOYSA-N 2-cyclohexyl-n,n-bis(oxiran-2-ylmethyl)acetamide Chemical compound C1OC1CN(CC1OC1)C(=O)CC1CCCCC1 PPOYIJWGSYLJQD-UHFFFAOYSA-N 0.000 description 1
- NLCGYJPCWRNMQV-UHFFFAOYSA-N 2-cyclohexyl-n,n-bis(oxiran-2-ylmethyl)propanamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(C)C1CCCCC1 NLCGYJPCWRNMQV-UHFFFAOYSA-N 0.000 description 1
- JLIHBNSGXIMBIX-UHFFFAOYSA-N 2-cyclohexyl-n-decyl-n-(oxiran-2-ylmethyl)propanamide Chemical compound C1CCCCC1C(C)C(=O)N(CCCCCCCCCC)CC1CO1 JLIHBNSGXIMBIX-UHFFFAOYSA-N 0.000 description 1
- VBSUEWCGMWWALO-UHFFFAOYSA-N 2-cyclohexyl-n-ethyl-n-(oxiran-2-ylmethyl)acetamide Chemical compound C1CCCCC1CC(=O)N(CC)CC1CO1 VBSUEWCGMWWALO-UHFFFAOYSA-N 0.000 description 1
- CYSQNMGEKMAKQB-UHFFFAOYSA-N 2-cyclopentyl-n,n-bis(oxiran-2-ylmethyl)-2-phenylacetamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(C=1C=CC=CC=1)C1CCCC1 CYSQNMGEKMAKQB-UHFFFAOYSA-N 0.000 description 1
- OVEUFHOBGCSKSH-UHFFFAOYSA-N 2-methyl-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound CC1=CC=CC=C1N(CC1OC1)CC1OC1 OVEUFHOBGCSKSH-UHFFFAOYSA-N 0.000 description 1
- SXXWNCNXSWHLQO-UHFFFAOYSA-N 2-methyl-n,n-bis(oxiran-2-ylmethyl)prop-2-enamide Chemical compound C1OC1CN(C(=O)C(=C)C)CC1CO1 SXXWNCNXSWHLQO-UHFFFAOYSA-N 0.000 description 1
- DVWKWCWGTIKRBM-UHFFFAOYSA-N 2-methyl-n-(oxiran-2-ylmethyl)-n-(3-phenylpropyl)prop-2-enamide Chemical compound C1OC1CN(C(=O)C(=C)C)CCCC1=CC=CC=C1 DVWKWCWGTIKRBM-UHFFFAOYSA-N 0.000 description 1
- IMOLAGKJZFODRK-UHFFFAOYSA-N 2-phenylprop-2-enamide Chemical compound NC(=O)C(=C)C1=CC=CC=C1 IMOLAGKJZFODRK-UHFFFAOYSA-N 0.000 description 1
- CFGBMUWMTPXSKJ-UHFFFAOYSA-N 3,4-bis(oxiran-2-ylmethoxy)-1-n,1-n,2-n,2-n-tetrakis(oxiran-2-ylmethyl)benzene-1,2-dicarboxamide Chemical class C=1C=C(OCC2OC2)C(OCC2OC2)=C(C(=O)N(CC2OC2)CC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 CFGBMUWMTPXSKJ-UHFFFAOYSA-N 0.000 description 1
- IGWHEKOQUMETAI-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)-1-n,1-n,2-n,2-n-tetrakis(oxiran-2-ylmethyl)benzene-1,2-dicarboxamide Chemical class C=1C=CC(OCC2OC2)=C(C(=O)N(CC2OC2)CC2OC2)C=1C(=O)N(CC1OC1)CC1CO1 IGWHEKOQUMETAI-UHFFFAOYSA-N 0.000 description 1
- DPGFHUOZPMVTIV-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)-2-phenylbenzamide Chemical compound C=1C=CC(OCC2OC2)=C(C=2C=CC=CC=2)C=1C(=O)N(CC1OC1)CC1CO1 DPGFHUOZPMVTIV-UHFFFAOYSA-N 0.000 description 1
- XPYFMWUZBCWIJA-UHFFFAOYSA-N 4-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)benzamide Chemical compound C=1C=C(OCC2OC2)C=CC=1C(=O)N(CC1OC1)CC1CO1 XPYFMWUZBCWIJA-UHFFFAOYSA-N 0.000 description 1
- KRVRPKUCQYZNBL-UHFFFAOYSA-N 4-chloro-1-N,1-N,2-N,2-N,3-N,3-N-hexakis(oxiran-2-ylmethyl)benzene-1,2,3-tricarboxamide Chemical compound C(C1CO1)N(C(=O)C1=C(C(=C(C=C1)Cl)C(=O)N(CC1CO1)CC1CO1)C(=O)N(CC1CO1)CC1CO1)CC1CO1 KRVRPKUCQYZNBL-UHFFFAOYSA-N 0.000 description 1
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- LDUADFOSSYLTPN-UHFFFAOYSA-N C(C1CO1)N(C(C(CC1=CC=CC=C1)=C/C(=O)N(CC1CO1)CC1CO1)=O)CC1CO1 Chemical compound C(C1CO1)N(C(C(CC1=CC=CC=C1)=C/C(=O)N(CC1CO1)CC1CO1)=O)CC1CO1 LDUADFOSSYLTPN-UHFFFAOYSA-N 0.000 description 1
- QDJPSBSQNCJDAS-UHFFFAOYSA-N C(C1CO1)N(C(C1=CC(C(=O)N(CC2CO2)CC2CO2)=C(C=C1OCC1CO1)OCC1CO1)=O)CC1CO1 Chemical class C(C1CO1)N(C(C1=CC(C(=O)N(CC2CO2)CC2CO2)=C(C=C1OCC1CO1)OCC1CO1)=O)CC1CO1 QDJPSBSQNCJDAS-UHFFFAOYSA-N 0.000 description 1
- BPCSZLLUAUSJKO-UHFFFAOYSA-N C(C1CO1)N(C(CC=C)=O)CC1CO1 Chemical compound C(C1CO1)N(C(CC=C)=O)CC1CO1 BPCSZLLUAUSJKO-UHFFFAOYSA-N 0.000 description 1
- QAHFOPIILNICLA-UHFFFAOYSA-N Diphenamid Chemical compound C=1C=CC=CC=1C(C(=O)N(C)C)C1=CC=CC=C1 QAHFOPIILNICLA-UHFFFAOYSA-N 0.000 description 1
- UWMMHXFQPUBYBE-UHFFFAOYSA-N N,N,N',N'-tetrakis(oxiran-2-ylmethyl)dodec-2-enediamide Chemical compound C(C1CO1)N(C(=O)C=CCCCCCCCCC(=O)N(CC1CO1)CC1CO1)CC1CO1 UWMMHXFQPUBYBE-UHFFFAOYSA-N 0.000 description 1
- OLCWWDAHQHCNCL-UHFFFAOYSA-N N,N,N',N'-tetrakis(oxiran-2-ylmethyl)icos-2-enediamide Chemical compound C(C1CO1)N(C(=O)C=CCCCCCCCCCCCCCCCCC(=O)N(CC1CO1)CC1CO1)CC1CO1 OLCWWDAHQHCNCL-UHFFFAOYSA-N 0.000 description 1
- OKTKSOSRADURQN-UHFFFAOYSA-N N,N-bis(oxiran-2-ylmethyl)-3-phenylprop-2-enamide Chemical compound C(C1CO1)N(C(C=CC1=CC=CC=C1)=O)CC1CO1 OKTKSOSRADURQN-UHFFFAOYSA-N 0.000 description 1
- OIGCBPLTDFXSKB-UHFFFAOYSA-N N,N-bis(oxiran-2-ylmethyl)nonadec-2-enamide Chemical compound C(C1CO1)N(C(C=CCCCCCCCCCCCCCCCC)=O)CC1CO1 OIGCBPLTDFXSKB-UHFFFAOYSA-N 0.000 description 1
- CNXYBWLEIHRTQG-UHFFFAOYSA-N N-(oxiran-2-ylmethyl)-N-(3-phenylprop-2-enyl)dec-2-enamide Chemical compound C(C=CC1=CC=CC=C1)N(C(C=CCCCCCCC)=O)CC1CO1 CNXYBWLEIHRTQG-UHFFFAOYSA-N 0.000 description 1
- CSRMFGYDGTXGQN-UHFFFAOYSA-N N-benzyl-N-(oxiran-2-ylmethyl)-3-phenylprop-2-enamide Chemical compound C(C1=CC=CC=C1)N(C(C=CC1=CC=CC=C1)=O)CC1CO1 CSRMFGYDGTXGQN-UHFFFAOYSA-N 0.000 description 1
- OJPQCPFYRMHLPC-UHFFFAOYSA-N N-but-1-enyl-N-(oxiran-2-ylmethyl)-2-phenylacetamide Chemical compound C(=CCC)N(C(CC1=CC=CC=C1)=O)CC1CO1 OJPQCPFYRMHLPC-UHFFFAOYSA-N 0.000 description 1
- BMPJLCARILTLJG-UHFFFAOYSA-N N-but-1-enyl-N-(oxiran-2-ylmethyl)formamide Chemical compound C(=CCC)N(C=O)CC1CO1 BMPJLCARILTLJG-UHFFFAOYSA-N 0.000 description 1
- ALFOHYZFXWKJRF-UHFFFAOYSA-N N-decyl-N-(oxiran-2-ylmethyl)but-2-enamide Chemical compound C(CCCCCCCCC)N(C(C=CC)=O)CC1CO1 ALFOHYZFXWKJRF-UHFFFAOYSA-N 0.000 description 1
- YEQCODGSFIRUPV-UHFFFAOYSA-N N-methyl-N-(oxiran-2-ylmethyl)-3-phenylprop-2-enamide Chemical compound CN(C(C=CC1=CC=CC=C1)=O)CC1CO1 YEQCODGSFIRUPV-UHFFFAOYSA-N 0.000 description 1
- DSTUVFVLGSUIBM-UHFFFAOYSA-N N-methyl-N-(oxiran-2-ylmethyl)dec-2-enamide Chemical compound CN(C(C=CCCCCCCC)=O)CC1CO1 DSTUVFVLGSUIBM-UHFFFAOYSA-N 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 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 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 1
- JSYGRUBHOCKMGQ-UHFFFAOYSA-N dichloramine Chemical compound ClNCl JSYGRUBHOCKMGQ-UHFFFAOYSA-N 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- QZUPTXGVPYNUIT-UHFFFAOYSA-N isophthalamide Chemical compound NC(=O)C1=CC=CC(C(N)=O)=C1 QZUPTXGVPYNUIT-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- TZVOXYUFAFSYPI-UHFFFAOYSA-N n,2-dimethyl-n-(oxiran-2-ylmethyl)prop-2-enamide Chemical compound CC(=C)C(=O)N(C)CC1CO1 TZVOXYUFAFSYPI-UHFFFAOYSA-N 0.000 description 1
- KVKSOCGFCUWDMJ-UHFFFAOYSA-N n,n,n',n'-tetrakis(oxiran-2-ylmethyl)butanediamide Chemical compound C1OC1CN(CC1OC1)C(=O)CCC(=O)N(CC1OC1)CC1CO1 KVKSOCGFCUWDMJ-UHFFFAOYSA-N 0.000 description 1
- IXDLHEVETNXWMT-UHFFFAOYSA-N n,n,n',n'-tetrakis(oxiran-2-ylmethyl)icosanediamide Chemical compound C1OC1CN(CC1OC1)C(=O)CCCCCCCCCCCCCCCCCCC(=O)N(CC1OC1)CC1CO1 IXDLHEVETNXWMT-UHFFFAOYSA-N 0.000 description 1
- USZLAXHEGXQEBC-UHFFFAOYSA-N n,n,n',n'-tetrakis(oxiran-2-ylmethyl)oxamide Chemical compound C1OC1CN(CC1OC1)C(=O)C(=O)N(CC1OC1)CC1CO1 USZLAXHEGXQEBC-UHFFFAOYSA-N 0.000 description 1
- OZXMFHBPPHNHJW-UHFFFAOYSA-N n,n,n',n'-tetrakis(oxiran-2-ylmethyl)pentanediamide Chemical compound C1OC1CN(CC1OC1)C(=O)CCCC(=O)N(CC1OC1)CC1CO1 OZXMFHBPPHNHJW-UHFFFAOYSA-N 0.000 description 1
- LVCQHXSKNRSSQJ-UHFFFAOYSA-N n,n,n',n'-tetrakis(oxiran-2-ylmethyl)propanediamide Chemical compound C1OC1CN(CC1OC1)C(=O)CC(=O)N(CC1OC1)CC1CO1 LVCQHXSKNRSSQJ-UHFFFAOYSA-N 0.000 description 1
- UDHQLJLUAPPCEE-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)-2-phenylacetamide Chemical compound C1OC1CN(CC1OC1)C(=O)CC1=CC=CC=C1 UDHQLJLUAPPCEE-UHFFFAOYSA-N 0.000 description 1
- XBIPAFUTEKPDKQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)-2-phenylpropanamide Chemical compound C=1C=CC=CC=1C(C)C(=O)N(CC1OC1)CC1CO1 XBIPAFUTEKPDKQ-UHFFFAOYSA-N 0.000 description 1
- YLEXJOZJQIXXPU-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)acetamide Chemical compound C1OC1CN(C(=O)C)CC1CO1 YLEXJOZJQIXXPU-UHFFFAOYSA-N 0.000 description 1
- JAYXSROKFZAHRQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC=CC=1)CC1CO1 JAYXSROKFZAHRQ-UHFFFAOYSA-N 0.000 description 1
- WTGALYCPNWDVLI-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)anthracene-1-carboxamide Chemical compound C=1C=CC2=CC3=CC=CC=C3C=C2C=1C(=O)N(CC1OC1)CC1CO1 WTGALYCPNWDVLI-UHFFFAOYSA-N 0.000 description 1
- QUQRJRQRLKVFSE-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)cyclobutanecarboxamide Chemical compound C1OC1CN(CC1OC1)C(=O)C1CCC1 QUQRJRQRLKVFSE-UHFFFAOYSA-N 0.000 description 1
- DKCJCIGLKHUCFB-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)cyclohexa-1,3-diene-1-carboxamide Chemical compound C=1C=CCCC=1C(=O)N(CC1OC1)CC1CO1 DKCJCIGLKHUCFB-UHFFFAOYSA-N 0.000 description 1
- KEFSKCOZMNZIKK-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)cyclohexanecarboxamide Chemical compound C1OC1CN(CC1OC1)C(=O)C1CCCCC1 KEFSKCOZMNZIKK-UHFFFAOYSA-N 0.000 description 1
- WXNUYBVSEXYMNQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)cyclohexene-1-carboxamide Chemical compound C=1CCCCC=1C(=O)N(CC1OC1)CC1CO1 WXNUYBVSEXYMNQ-UHFFFAOYSA-N 0.000 description 1
- FOCVVPMDFNTBGC-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)formamide Chemical compound C1OC1CN(C=O)CC1CO1 FOCVVPMDFNTBGC-UHFFFAOYSA-N 0.000 description 1
- GRWXBJVYNPOBQQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)naphthalene-1-carboxamide Chemical compound C=1C=CC2=CC=CC=C2C=1C(=O)N(CC1OC1)CC1CO1 GRWXBJVYNPOBQQ-UHFFFAOYSA-N 0.000 description 1
- OALVDEJWUQUDTF-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)prop-2-enamide Chemical compound C1OC1CN(C(=O)C=C)CC1CO1 OALVDEJWUQUDTF-UHFFFAOYSA-N 0.000 description 1
- KLJHIFGNMPWMML-UHFFFAOYSA-N n-(oxiran-2-ylmethyl)-2-phenyl-n-(3-phenylpropyl)acetamide Chemical compound C=1C=CC=CC=1CCCN(CC1OC1)C(=O)CC1=CC=CC=C1 KLJHIFGNMPWMML-UHFFFAOYSA-N 0.000 description 1
- RTAAPWAASKIXAN-UHFFFAOYSA-N n-(oxiran-2-ylmethyl)-n-(3-phenylpropyl)propanamide Chemical compound C1OC1CN(C(=O)CC)CCCC1=CC=CC=C1 RTAAPWAASKIXAN-UHFFFAOYSA-N 0.000 description 1
- GAVMDASBCQSYHZ-UHFFFAOYSA-N n-benzyl-n-(oxiran-2-ylmethyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CC=1C=CC=CC=1)CC1CO1 GAVMDASBCQSYHZ-UHFFFAOYSA-N 0.000 description 1
- YINQILJBDFOVDE-UHFFFAOYSA-N n-benzyl-n-(oxiran-2-ylmethyl)cyclohexanecarboxamide Chemical compound C1OC1CN(CC=1C=CC=CC=1)C(=O)C1CCCCC1 YINQILJBDFOVDE-UHFFFAOYSA-N 0.000 description 1
- BLBCLPDAIPRBSH-UHFFFAOYSA-N n-benzyl-n-(oxiran-2-ylmethyl)formamide Chemical compound C=1C=CC=CC=1CN(C=O)CC1CO1 BLBCLPDAIPRBSH-UHFFFAOYSA-N 0.000 description 1
- XYMUSRXTQXZZQT-UHFFFAOYSA-N n-butyl-n-(oxiran-2-ylmethyl)-2-phenylacetamide Chemical compound C=1C=CC=CC=1CC(=O)N(CCCC)CC1CO1 XYMUSRXTQXZZQT-UHFFFAOYSA-N 0.000 description 1
- WNLYBQLXVWWJEG-UHFFFAOYSA-N n-butyl-n-(oxiran-2-ylmethyl)cyclohexanecarboxamide Chemical compound C1CCCCC1C(=O)N(CCCC)CC1CO1 WNLYBQLXVWWJEG-UHFFFAOYSA-N 0.000 description 1
- CJCUAFCCYLXLMG-UHFFFAOYSA-N n-butyl-n-(oxiran-2-ylmethyl)propanamide Chemical compound CCCCN(C(=O)CC)CC1CO1 CJCUAFCCYLXLMG-UHFFFAOYSA-N 0.000 description 1
- LBDJVMMYLCZGMW-UHFFFAOYSA-N n-decyl-n-(oxiran-2-ylmethyl)naphthalene-1-carboxamide Chemical compound C=1C=CC2=CC=CC=C2C=1C(=O)N(CCCCCCCCCC)CC1CO1 LBDJVMMYLCZGMW-UHFFFAOYSA-N 0.000 description 1
- BSVSFKAFMLPDQK-UHFFFAOYSA-N n-ethyl-n-(oxiran-2-ylmethyl)formamide Chemical compound CCN(C=O)CC1CO1 BSVSFKAFMLPDQK-UHFFFAOYSA-N 0.000 description 1
- DZZUIPUQCRTAPL-UHFFFAOYSA-N n-methyl-n-(oxiran-2-ylmethyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(C)CC1CO1 DZZUIPUQCRTAPL-UHFFFAOYSA-N 0.000 description 1
- OWJJDCZSDLFJNF-UHFFFAOYSA-N n-methyl-n-(oxiran-2-ylmethyl)cyclohexanecarboxamide Chemical compound C1CCCCC1C(=O)N(C)CC1CO1 OWJJDCZSDLFJNF-UHFFFAOYSA-N 0.000 description 1
- QHDYZRDITXKYFI-UHFFFAOYSA-N n-methyl-n-(oxiran-2-ylmethyl)prop-2-enamide Chemical compound C=CC(=O)N(C)CC1CO1 QHDYZRDITXKYFI-UHFFFAOYSA-N 0.000 description 1
- KUYRRRSUIQWHRH-UHFFFAOYSA-N n-octadecyl-n-(oxiran-2-ylmethyl)anthracene-1-carboxamide Chemical compound C=1C=CC2=CC3=CC=CC=C3C=C2C=1C(=O)N(CCCCCCCCCCCCCCCCCC)CC1CO1 KUYRRRSUIQWHRH-UHFFFAOYSA-N 0.000 description 1
- BNXGXNSERYXLKX-UHFFFAOYSA-N n-octadecyl-n-(oxiran-2-ylmethyl)propanamide Chemical compound CCCCCCCCCCCCCCCCCCN(C(=O)CC)CC1CO1 BNXGXNSERYXLKX-UHFFFAOYSA-N 0.000 description 1
- FGFCGFFGAXRCJG-UHFFFAOYSA-N n-phenyldecanamide Chemical compound CCCCCCCCCC(=O)NC1=CC=CC=C1 FGFCGFFGAXRCJG-UHFFFAOYSA-N 0.000 description 1
- NFVUAUVSFDFOJT-UHFFFAOYSA-N octanediamide Chemical compound NC(=O)CCCCCCC(N)=O NFVUAUVSFDFOJT-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- NAYYNDKKHOIIOD-UHFFFAOYSA-N phthalamide Chemical compound NC(=O)C1=CC=CC=C1C(N)=O NAYYNDKKHOIIOD-UHFFFAOYSA-N 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 229940080818 propionamide Drugs 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
- Epoxy Compounds (AREA)
- Adhesive Tapes (AREA)
- Paints Or Removers (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18553481A JPS5888373A (ja) | 1981-11-20 | 1981-11-20 | Ｎ−グリシジル置換アミド化合物 |
| EP82903587A EP0094436B1 (de) | 1981-11-20 | 1982-11-19 | N-glycidyl-substituierte amidverbindungen |
| AU91270/82A AU556551B2 (en) | 1981-11-20 | 1982-11-19 | N-glycidyl-substituted amide compounds |
| CH4065/83A CH655720A5 (de) | 1981-11-20 | 1982-11-19 | N-glycidylsubstituierte amid-verbindungen. |
| PCT/JP1982/000443 WO1983001776A1 (fr) | 1981-11-20 | 1982-11-19 | Composes d'amide substitue par un n-glycidyl |
| NL8220418A NL8220418A (nl) | 1981-11-20 | 1982-11-19 | N-glycidyl-gesubstitueerde amideverbindingen. |
| DE823249185T DE3249185T1 (de) | 1981-11-20 | 1982-11-19 | N-glycidyl-substituierte amidverbindungen |
| GB08317104A GB2141703B (en) | 1981-11-20 | 1982-11-19 | N-glycidyl-substituted amide compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18553481A JPS5888373A (ja) | 1981-11-20 | 1981-11-20 | Ｎ−グリシジル置換アミド化合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5888373A JPS5888373A (ja) | 1983-05-26 |
| JPH0239505B2 true JPH0239505B2 (de) | 1990-09-05 |
Family
ID=16172479
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18553481A Granted JPS5888373A (ja) | 1981-11-20 | 1981-11-20 | Ｎ−グリシジル置換アミド化合物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5888373A (de) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS479048A (de) * | 1971-09-26 | 1972-05-11 | ||
| DE2406996A1 (de) * | 1974-02-14 | 1975-08-28 | Basf Ag | Hitzehaertbare ueberzugsmittel |
| DE2437318A1 (de) * | 1974-08-02 | 1976-02-12 | Schering Ag | Neue polyglycidylverbindungen, verfahren zu ihrer herstellung und verwendung |
-
1981
- 1981-11-20 JP JP18553481A patent/JPS5888373A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS479048A (de) * | 1971-09-26 | 1972-05-11 | ||
| DE2406996A1 (de) * | 1974-02-14 | 1975-08-28 | Basf Ag | Hitzehaertbare ueberzugsmittel |
| DE2437318A1 (de) * | 1974-08-02 | 1976-02-12 | Schering Ag | Neue polyglycidylverbindungen, verfahren zu ihrer herstellung und verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5888373A (ja) | 1983-05-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5591858B2 (ja) | （メタ）アクリルアミド化合物前駆体 | |
| EP0001616B1 (de) | Härtbare Epoxidharzgemische | |
| CA1151345A (en) | Curable mixtures containing dimethylamino derivatives | |
| EP0108712B1 (de) | Heisshärtbare Epoxidharzmischungen | |
| DE69715869T2 (de) | Auf epoxyharzen basierende imidazole enthaltende härtbare mischungen | |
| EP0057588B1 (de) | Verfahren zur Herstellung von N-(Halomethyl)acylamiden | |
| JPH0239505B2 (de) | ||
| KR870000918B1 (ko) | N-(ω-글리시독시알킬)-치환 아미드 화합물의 제조방법 | |
| EP0094436B1 (de) | N-glycidyl-substituierte amidverbindungen | |
| JPH0372624B2 (de) | ||
| JP2891647B2 (ja) | 有機スルフィド化合物及びその製造方法 | |
| EP0403240B1 (de) | Verfahren zur Herstellung von N-substituierten Maleinimiden | |
| SU509243A3 (ru) | Способ получени эпоксидныхолигомеров | |
| JP2013194022A (ja) | （メタ）アクリルアミド化合物前駆体 | |
| JPS5920258A (ja) | Ｎ−置換アルコキシカルボン酸アミド化合物の製造方法 | |
| Jindal et al. | Synthesis and β1-, β2-Adrenergic Receptor Binding Studies of 4-Acylaminosubstituted Phenoxypropanolamine and 5-Acylamino-substituted Naphthyloxypropanolamine Derivatives | |
| JPS5916831A (ja) | Ｎ−置換アミド化合物の製造方法 | |
| EP0670316A1 (de) | 1,3,6-Trialkylhexahydro-1,3,6-triazocin-2-on und Verfahren zu seiner Herstellung | |
| US3322829A (en) | Diphenethylbenzene tetracraboxamides | |
| US3931301A (en) | Benzophenone derivatives and process for their preparation III | |
| JPS6239606B2 (de) | ||
| US4427597A (en) | Amidodicyanoalkanolamines and process for selective cyanoalkylation of amidodialkanolamines | |
| SU222373A1 (ru) | Способ получения фосфорилированных s-алкилизотиомочевин | |
| SU328571A1 (de) | ||
| US5514793A (en) | 1,3,6-trialkylhexahydro-1,3,6-triazocine-2-on and preparation process thereof |