JP2016508144A - 低放出性エポキシ樹脂製品用のアミン - Google Patents
低放出性エポキシ樹脂製品用のアミン Download PDFInfo
- Publication number
- JP2016508144A JP2016508144A JP2015551166A JP2015551166A JP2016508144A JP 2016508144 A JP2016508144 A JP 2016508144A JP 2015551166 A JP2015551166 A JP 2015551166A JP 2015551166 A JP2015551166 A JP 2015551166A JP 2016508144 A JP2016508144 A JP 2016508144A
- Authority
- JP
- Japan
- Prior art keywords
- bis
- amine
- epoxy resin
- curing agent
- epoxy
- 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
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 101
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 98
- 150000001412 amines Chemical class 0.000 title claims abstract description 84
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 60
- 239000000203 mixture Substances 0.000 claims abstract description 54
- 229920000768 polyamine Polymers 0.000 claims description 35
- -1 polyethylene Polymers 0.000 claims description 30
- 229920005989 resin Polymers 0.000 claims description 26
- 239000011347 resin Substances 0.000 claims description 26
- 239000003085 diluting agent Substances 0.000 claims description 25
- 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 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 claims description 17
- 239000007788 liquid Substances 0.000 claims description 17
- 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 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 150000004985 diamines Chemical class 0.000 claims description 15
- 125000003700 epoxy group Chemical group 0.000 claims description 13
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 claims description 9
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 7
- 150000002118 epoxides Chemical class 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 238000005932 reductive alkylation reaction Methods 0.000 claims description 7
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 6
- LGYNIFWIKSEESD-UHFFFAOYSA-N 2-ethylhexanal Chemical compound CCCCC(CC)C=O LGYNIFWIKSEESD-UHFFFAOYSA-N 0.000 claims description 6
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 6
- 229930185605 Bisphenol Natural products 0.000 claims description 6
- 238000005576 amination reaction Methods 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 239000004698 Polyethylene Substances 0.000 claims description 5
- 125000002723 alicyclic group Chemical group 0.000 claims description 5
- 125000001033 ether group Chemical group 0.000 claims description 5
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 5
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 claims description 5
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 claims description 5
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 5
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 4
- MRNZSTMRDWRNNR-UHFFFAOYSA-N bis(hexamethylene)triamine Chemical compound NCCCCCCNCCCCCCN MRNZSTMRDWRNNR-UHFFFAOYSA-N 0.000 claims description 4
- 229920000962 poly(amidoamine) Polymers 0.000 claims description 4
- 229920000573 polyethylene Polymers 0.000 claims description 4
- 239000004848 polyfunctional curative Substances 0.000 claims description 4
- NDXNCTAJOQSKIO-UHFFFAOYSA-N 2-butyl-2-ethylpentane-1,5-diamine Chemical compound CCCCC(CC)(CN)CCCN NDXNCTAJOQSKIO-UHFFFAOYSA-N 0.000 claims description 3
- IGSBHTZEJMPDSZ-UHFFFAOYSA-N 4-[(4-amino-3-methylcyclohexyl)methyl]-2-methylcyclohexan-1-amine Chemical compound C1CC(N)C(C)CC1CC1CC(C)C(N)CC1 IGSBHTZEJMPDSZ-UHFFFAOYSA-N 0.000 claims description 3
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 claims description 3
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 claims description 3
- DTSDBGVDESRKKD-UHFFFAOYSA-N n'-(2-aminoethyl)propane-1,3-diamine Chemical compound NCCCNCCN DTSDBGVDESRKKD-UHFFFAOYSA-N 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 claims description 2
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 claims description 2
- GEQHKFFSPGPGLN-UHFFFAOYSA-N cyclohexane-1,3-diamine Chemical compound NC1CCCC(N)C1 GEQHKFFSPGPGLN-UHFFFAOYSA-N 0.000 claims description 2
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical group NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims description 2
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 description 30
- 238000000576 coating method Methods 0.000 description 23
- 239000000047 product Substances 0.000 description 22
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 18
- 239000010408 film Substances 0.000 description 18
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
- 125000001931 aliphatic group Chemical group 0.000 description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000835 fiber Substances 0.000 description 8
- 239000003973 paint Substances 0.000 description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 239000000853 adhesive Substances 0.000 description 7
- 230000001070 adhesive effect Effects 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 238000004383 yellowing Methods 0.000 description 7
- 229920003319 Araldite® Polymers 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 6
- 150000002989 phenols Chemical class 0.000 description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 5
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 239000004952 Polyamide Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000012528 membrane Substances 0.000 description 5
- 229920002647 polyamide Polymers 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 4
- FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 4
- JITOZFNULRJUJF-UHFFFAOYSA-N 2-ethyl-n-[[3-[(2-ethylhexylamino)methyl]phenyl]methyl]hexan-1-amine Chemical compound CCCCC(CC)CNCC1=CC=CC(CNCC(CC)CCCC)=C1 JITOZFNULRJUJF-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
- 238000005033 Fourier transform infrared spectroscopy Methods 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
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 239000002318 adhesion promoter Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 239000000956 alloy Substances 0.000 description 3
- 229910045601 alloy Inorganic materials 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- GMYKINUEQHRTNE-UHFFFAOYSA-N n-[[3-(aminomethyl)-2-hexylphenyl]methyl]ethanamine Chemical compound CCCCCCC1=C(CN)C=CC=C1CNCC GMYKINUEQHRTNE-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920003986 novolac Polymers 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 238000006722 reduction reaction Methods 0.000 description 3
- 229960004889 salicylic acid Drugs 0.000 description 3
- 239000000565 sealant Substances 0.000 description 3
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- DMYOHQBLOZMDLP-UHFFFAOYSA-N 1-[2-(2-hydroxy-3-piperidin-1-ylpropoxy)phenyl]-3-phenylpropan-1-one Chemical compound C1CCCCN1CC(O)COC1=CC=CC=C1C(=O)CCC1=CC=CC=C1 DMYOHQBLOZMDLP-UHFFFAOYSA-N 0.000 description 2
- WUEHOBBABKCBHF-UHFFFAOYSA-N 1-n,1-n-bis(2-aminopropyl)propane-1,2-diamine Chemical compound CC(N)CN(CC(C)N)CC(C)N WUEHOBBABKCBHF-UHFFFAOYSA-N 0.000 description 2
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 description 2
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 2
- DPQHRXRAZHNGRU-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)(C)CCN DPQHRXRAZHNGRU-UHFFFAOYSA-N 0.000 description 2
- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- CUFXMPWHOWYNSO-UHFFFAOYSA-N 2-[(4-methylphenoxy)methyl]oxirane Chemical compound C1=CC(C)=CC=C1OCC1OC1 CUFXMPWHOWYNSO-UHFFFAOYSA-N 0.000 description 2
- HCZMHWVFVZAHCR-UHFFFAOYSA-N 2-[2-(2-sulfanylethoxy)ethoxy]ethanethiol Chemical compound SCCOCCOCCS HCZMHWVFVZAHCR-UHFFFAOYSA-N 0.000 description 2
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 2
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 2
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 description 2
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 description 2
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 description 2
- KWOIWTRRPFHBSI-UHFFFAOYSA-N 4-[2-[3-[2-(4-aminophenyl)propan-2-yl]phenyl]propan-2-yl]aniline Chemical compound C=1C=CC(C(C)(C)C=2C=CC(N)=CC=2)=CC=1C(C)(C)C1=CC=C(N)C=C1 KWOIWTRRPFHBSI-UHFFFAOYSA-N 0.000 description 2
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-UHFFFAOYSA-N 0.000 description 2
- HESXPOICBNWMPI-UHFFFAOYSA-N 4-[2-[4-[2-(4-aminophenyl)propan-2-yl]phenyl]propan-2-yl]aniline Chemical compound C=1C=C(C(C)(C)C=2C=CC(N)=CC=2)C=CC=1C(C)(C)C1=CC=C(N)C=C1 HESXPOICBNWMPI-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HTVITOHKHWFJKO-UHFFFAOYSA-N Bisphenol B Chemical compound C=1C=C(O)C=CC=1C(C)(CC)C1=CC=C(O)C=C1 HTVITOHKHWFJKO-UHFFFAOYSA-N 0.000 description 2
- GIXXQTYGFOHYPT-UHFFFAOYSA-N Bisphenol P Chemical compound C=1C=C(C(C)(C)C=2C=CC(O)=CC=2)C=CC=1C(C)(C)C1=CC=C(O)C=C1 GIXXQTYGFOHYPT-UHFFFAOYSA-N 0.000 description 2
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 description 2
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 description 2
- 239000009261 D 400 Substances 0.000 description 2
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229920002873 Polyethylenimine Polymers 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000003677 Sheet moulding compound Substances 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 229920001079 Thiokol (polymer) Polymers 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 229920006272 aromatic hydrocarbon resin Chemical class 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 239000004918 carbon fiber reinforced polymer Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000004567 concrete Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000007278 cyanoethylation reaction Methods 0.000 description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000011152 fibreglass Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000000004 low energy electron diffraction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- QMXSDTGNCZVWTB-UHFFFAOYSA-N n',n'-bis(3-aminopropyl)propane-1,3-diamine Chemical compound NCCCN(CCCN)CCCN QMXSDTGNCZVWTB-UHFFFAOYSA-N 0.000 description 2
- OWQVCMBDPJHIRG-UHFFFAOYSA-N n-[[3-[(benzylamino)methyl]phenyl]methyl]-1-phenylmethanamine Chemical compound C=1C=CC=CC=1CNCC(C=1)=CC=CC=1CNCC1=CC=CC=C1 OWQVCMBDPJHIRG-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229960005323 phenoxyethanol Drugs 0.000 description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- 229920001021 polysulfide Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 125000001302 tertiary amino group Chemical group 0.000 description 2
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 150000004072 triols Chemical class 0.000 description 2
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- RZUNIXAGSKNOIB-HSFFGMMNSA-N (1z,3e)-cyclododeca-1,3-diene Chemical compound C1CCCC\C=C/C=C/CCC1 RZUNIXAGSKNOIB-HSFFGMMNSA-N 0.000 description 1
- XMNDMAQKWSQVOV-UHFFFAOYSA-N (2-methylphenyl) diphenyl phosphate Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 XMNDMAQKWSQVOV-UHFFFAOYSA-N 0.000 description 1
- OWICEWMBIBPFAH-UHFFFAOYSA-N (3-diphenoxyphosphoryloxyphenyl) diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1)(=O)OC1=CC=CC=C1 OWICEWMBIBPFAH-UHFFFAOYSA-N 0.000 description 1
- BGGGMYCMZTXZBY-UHFFFAOYSA-N (3-hydroxyphenyl) phosphono hydrogen phosphate Chemical compound OC1=CC=CC(OP(O)(=O)OP(O)(O)=O)=C1 BGGGMYCMZTXZBY-UHFFFAOYSA-N 0.000 description 1
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 1
- OWEYKIWAZBBXJK-UHFFFAOYSA-N 1,1-Dichloro-2,2-bis(4-hydroxyphenyl)ethylene Chemical compound C1=CC(O)=CC=C1C(=C(Cl)Cl)C1=CC=C(O)C=C1 OWEYKIWAZBBXJK-UHFFFAOYSA-N 0.000 description 1
- ABFQGXBZQWZNKI-UHFFFAOYSA-N 1,1-dimethoxyethanol Chemical compound COC(C)(O)OC ABFQGXBZQWZNKI-UHFFFAOYSA-N 0.000 description 1
- DHBXNPKRAUYBTH-UHFFFAOYSA-N 1,1-ethanedithiol Chemical compound CC(S)S DHBXNPKRAUYBTH-UHFFFAOYSA-N 0.000 description 1
- YVVYMSXDQGDASK-UHFFFAOYSA-N 1,2,3-tribromo-4-[2-(2,3,4-tribromophenoxy)ethoxy]benzene Chemical compound BrC1=C(Br)C(Br)=CC=C1OCCOC1=CC=C(Br)C(Br)=C1Br YVVYMSXDQGDASK-UHFFFAOYSA-N 0.000 description 1
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 1
- IAUKWGFWINVWKS-UHFFFAOYSA-N 1,2-di(propan-2-yl)naphthalene Chemical compound C1=CC=CC2=C(C(C)C)C(C(C)C)=CC=C21 IAUKWGFWINVWKS-UHFFFAOYSA-N 0.000 description 1
- YUAPUIKGYCAHGM-UHFFFAOYSA-N 1,2-dibromo-3-(2,3-dibromopropoxy)propane Chemical compound BrCC(Br)COCC(Br)CBr YUAPUIKGYCAHGM-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- WZRRRFSJFQTGGB-UHFFFAOYSA-N 1,3,5-triazinane-2,4,6-trithione Chemical compound S=C1NC(=S)NC(=S)N1 WZRRRFSJFQTGGB-UHFFFAOYSA-N 0.000 description 1
- NZUPFZNVGSWLQC-UHFFFAOYSA-N 1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazinane-2,4,6-trione Chemical compound BrCC(Br)CN1C(=O)N(CC(Br)CBr)C(=O)N(CC(Br)CBr)C1=O NZUPFZNVGSWLQC-UHFFFAOYSA-N 0.000 description 1
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-dioxonaphthalene Natural products C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 description 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 1
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- ZPANWZBSGMDWON-UHFFFAOYSA-N 1-[(2-hydroxynaphthalen-1-yl)methyl]naphthalen-2-ol Chemical compound C1=CC=C2C(CC3=C4C=CC=CC4=CC=C3O)=C(O)C=CC2=C1 ZPANWZBSGMDWON-UHFFFAOYSA-N 0.000 description 1
- XPNHFNJYPSXRRG-UHFFFAOYSA-N 1-[2-(2-aminobutoxy)ethoxy]butan-2-amine Chemical compound CCC(N)COCCOCC(N)CC XPNHFNJYPSXRRG-UHFFFAOYSA-N 0.000 description 1
- VTAMQDCTAXRISX-UHFFFAOYSA-N 1-[2-(2-aminopropoxy)ethoxy]propan-2-amine Chemical compound CC(N)COCCOCC(C)N VTAMQDCTAXRISX-UHFFFAOYSA-N 0.000 description 1
- UOWSVNMPHMJCBZ-UHFFFAOYSA-N 1-[2-(2-butoxypropoxy)propoxy]butane Chemical compound CCCCOCC(C)OCC(C)OCCCC UOWSVNMPHMJCBZ-UHFFFAOYSA-N 0.000 description 1
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 1
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 1
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- 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
- VGKUQBORKKSJMG-UHFFFAOYSA-N 2,2,6-trimethylcyclohexane-1,4-diamine Chemical compound CC1CC(N)CC(C)(C)C1N VGKUQBORKKSJMG-UHFFFAOYSA-N 0.000 description 1
- CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical compound OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 description 1
- DDHUNHGZUHZNKB-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diamine Chemical compound NCC(C)(C)CN DDHUNHGZUHZNKB-UHFFFAOYSA-N 0.000 description 1
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 1
- BYLSIPUARIZAHZ-UHFFFAOYSA-N 2,4,6-tris(1-phenylethyl)phenol Chemical compound C=1C(C(C)C=2C=CC=CC=2)=C(O)C(C(C)C=2C=CC=CC=2)=CC=1C(C)C1=CC=CC=C1 BYLSIPUARIZAHZ-UHFFFAOYSA-N 0.000 description 1
- BLPURQSRCDKZNX-UHFFFAOYSA-N 2,4,6-tris(oxiran-2-ylmethoxy)-1,3,5-triazine Chemical compound C1OC1COC(N=C(OCC1OC1)N=1)=NC=1OCC1CO1 BLPURQSRCDKZNX-UHFFFAOYSA-N 0.000 description 1
- SCSMZMBYJMIJTK-UHFFFAOYSA-N 2,4,9,10,11-pentaoxa-5,8-diaza-1lambda5,3lambda5-diphosphatricyclo[6.1.1.13,5]undecane 1,3-dioxide Chemical compound O1P(=O)(O2)ON2CCN2OP1(=O)O2 SCSMZMBYJMIJTK-UHFFFAOYSA-N 0.000 description 1
- HGXVKAPCSIXGAK-UHFFFAOYSA-N 2,4-diethyl-6-methylbenzene-1,3-diamine;4,6-diethyl-2-methylbenzene-1,3-diamine Chemical compound CCC1=CC(CC)=C(N)C(C)=C1N.CCC1=CC(C)=C(N)C(CC)=C1N HGXVKAPCSIXGAK-UHFFFAOYSA-N 0.000 description 1
- YXOKJIRTNWHPFS-UHFFFAOYSA-N 2,5-dimethylhexane-1,6-diamine Chemical compound NCC(C)CCC(C)CN YXOKJIRTNWHPFS-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
- GXVUZYLYWKWJIM-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanamine Chemical compound NCCOCCN GXVUZYLYWKWJIM-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- BBBUAWSVILPJLL-UHFFFAOYSA-N 2-(2-ethylhexoxymethyl)oxirane Chemical class CCCCC(CC)COCC1CO1 BBBUAWSVILPJLL-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- JPEGUDKOYOIOOP-UHFFFAOYSA-N 2-(hexoxymethyl)oxirane Chemical compound CCCCCCOCC1CO1 JPEGUDKOYOIOOP-UHFFFAOYSA-N 0.000 description 1
- QNYBOILAKBSWFG-UHFFFAOYSA-N 2-(phenylmethoxymethyl)oxirane Chemical compound C1OC1COCC1=CC=CC=C1 QNYBOILAKBSWFG-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- OHKOAJUTRVTYSW-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC=C1CC1=CC=CC=C1N OHKOAJUTRVTYSW-UHFFFAOYSA-N 0.000 description 1
- WNISWKAEAPQCJQ-UHFFFAOYSA-N 2-[(2-nonylphenoxy)methyl]oxirane Chemical compound CCCCCCCCCC1=CC=CC=C1OCC1OC1 WNISWKAEAPQCJQ-UHFFFAOYSA-N 0.000 description 1
- HHRACYLRBOUBKM-UHFFFAOYSA-N 2-[(4-tert-butylphenoxy)methyl]oxirane Chemical compound C1=CC(C(C)(C)C)=CC=C1OCC1OC1 HHRACYLRBOUBKM-UHFFFAOYSA-N 0.000 description 1
- FUIQBJHUESBZNU-UHFFFAOYSA-N 2-[(dimethylazaniumyl)methyl]phenolate Chemical compound CN(C)CC1=CC=CC=C1O FUIQBJHUESBZNU-UHFFFAOYSA-N 0.000 description 1
- BSYVFGQQLJNJJG-UHFFFAOYSA-N 2-[2-(2-aminophenyl)sulfanylethylsulfanyl]aniline Chemical compound NC1=CC=CC=C1SCCSC1=CC=CC=C1N BSYVFGQQLJNJJG-UHFFFAOYSA-N 0.000 description 1
- QRUWUSOUUMPANJ-UHFFFAOYSA-N 2-amino-5-[(4-amino-3-carboxyphenyl)methyl]benzoic acid Chemical compound C1=C(C(O)=O)C(N)=CC=C1CC1=CC=C(N)C(C(O)=O)=C1 QRUWUSOUUMPANJ-UHFFFAOYSA-N 0.000 description 1
- MABWXXRHXARREI-UHFFFAOYSA-N 2-amino-5-[[3-carboxy-4-(dimethylamino)phenyl]methyl]benzoic acid Chemical compound C1=C(C(O)=O)C(N(C)C)=CC=C1CC1=CC=C(N)C(C(O)=O)=C1 MABWXXRHXARREI-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- NTYQWXQLHWROSQ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;2,2,2-tris(sulfanyl)acetic acid Chemical compound OC(=O)C(S)(S)S.CCC(CO)(CO)CO NTYQWXQLHWROSQ-UHFFFAOYSA-N 0.000 description 1
- JJSYPAGPNHFLML-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;3-sulfanylpropanoic acid Chemical compound OC(=O)CCS.OC(=O)CCS.OC(=O)CCS.CCC(CO)(CO)CO JJSYPAGPNHFLML-UHFFFAOYSA-N 0.000 description 1
- XPSQJDUJMMQHMV-UHFFFAOYSA-N 2-methyl-n-[[3-[(2-methylpropylamino)methyl]phenyl]methyl]propan-1-amine Chemical compound CC(C)CNCC1=CC=CC(CNCC(C)C)=C1 XPSQJDUJMMQHMV-UHFFFAOYSA-N 0.000 description 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
- JRIXKKDWRCRZEB-UHFFFAOYSA-N 2-pentadeca-8,11,14-trienylphenol Chemical compound Oc1ccccc1CCCCCCCC=CCC=CCC=C JRIXKKDWRCRZEB-UHFFFAOYSA-N 0.000 description 1
- XCSGHNKDXGYELG-UHFFFAOYSA-N 2-phenoxyethoxybenzene Chemical compound C=1C=CC=CC=1OCCOC1=CC=CC=C1 XCSGHNKDXGYELG-UHFFFAOYSA-N 0.000 description 1
- BJZQIBNIWOPAGI-UHFFFAOYSA-N 2-phenyl-n-[[3-[(2-phenylethylamino)methyl]phenyl]methyl]ethanamine Chemical compound C=1C=CC(CNCCC=2C=CC=CC=2)=CC=1CNCCC1=CC=CC=C1 BJZQIBNIWOPAGI-UHFFFAOYSA-N 0.000 description 1
- CUZKCNWZBXLAJX-UHFFFAOYSA-N 2-phenylmethoxyethanol Chemical compound OCCOCC1=CC=CC=C1 CUZKCNWZBXLAJX-UHFFFAOYSA-N 0.000 description 1
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 1
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 1
- ZDRSNHRWLQQICP-UHFFFAOYSA-N 2-tert-butyl-4-[2-(3-tert-butyl-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=C(C(O)=CC=2)C(C)(C)C)=C1 ZDRSNHRWLQQICP-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- RKSBPFMNOJWYSB-UHFFFAOYSA-N 3,3-Bis(4-hydroxyphenyl)pentane Chemical compound C=1C=C(O)C=CC=1C(CC)(CC)C1=CC=C(O)C=C1 RKSBPFMNOJWYSB-UHFFFAOYSA-N 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- YPACMOORZSDQDQ-UHFFFAOYSA-N 3-(4-aminobenzoyl)oxypropyl 4-aminobenzoate Chemical compound C1=CC(N)=CC=C1C(=O)OCCCOC(=O)C1=CC=C(N)C=C1 YPACMOORZSDQDQ-UHFFFAOYSA-N 0.000 description 1
- NZWIYPLSXWYKLH-UHFFFAOYSA-N 3-(bromomethyl)heptane Chemical compound CCCCC(CC)CBr NZWIYPLSXWYKLH-UHFFFAOYSA-N 0.000 description 1
- WLVCBAMXYMWGLJ-UHFFFAOYSA-N 3-(chloromethyl)heptane Chemical compound CCCCC(CC)CCl WLVCBAMXYMWGLJ-UHFFFAOYSA-N 0.000 description 1
- POTQBGGWSWSMCX-UHFFFAOYSA-N 3-[2-(3-aminopropoxy)ethoxy]propan-1-amine Chemical compound NCCCOCCOCCCN POTQBGGWSWSMCX-UHFFFAOYSA-N 0.000 description 1
- JCEZOHLWDIONSP-UHFFFAOYSA-N 3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propan-1-amine Chemical compound NCCCOCCOCCOCCCN JCEZOHLWDIONSP-UHFFFAOYSA-N 0.000 description 1
- YOOSAIJKYCBPFW-UHFFFAOYSA-N 3-[4-(3-aminopropoxy)butoxy]propan-1-amine Chemical compound NCCCOCCCCOCCCN YOOSAIJKYCBPFW-UHFFFAOYSA-N 0.000 description 1
- XUSNPFGLKGCWGN-UHFFFAOYSA-N 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine Chemical compound NCCCN1CCN(CCCN)CC1 XUSNPFGLKGCWGN-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-M 3-mercaptopropionate Chemical compound [O-]C(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-M 0.000 description 1
- WAIHDSYKJKEGAW-UHFFFAOYSA-N 3-n-cyclohexylpentane-1,3-diamine Chemical compound NCCC(CC)NC1CCCCC1 WAIHDSYKJKEGAW-UHFFFAOYSA-N 0.000 description 1
- PRDYXXYQPMVENI-UHFFFAOYSA-N 3-n-methylpentane-1,3-diamine Chemical compound CCC(NC)CCN PRDYXXYQPMVENI-UHFFFAOYSA-N 0.000 description 1
- VATRWWPJWVCZTA-UHFFFAOYSA-N 3-oxo-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1C(F)(F)F VATRWWPJWVCZTA-UHFFFAOYSA-N 0.000 description 1
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
- DYIZJUDNMOIZQO-UHFFFAOYSA-N 4,5,6,7-tetrabromo-2-[2-(4,5,6,7-tetrabromo-1,3-dioxoisoindol-2-yl)ethyl]isoindole-1,3-dione Chemical compound O=C1C(C(=C(Br)C(Br)=C2Br)Br)=C2C(=O)N1CCN1C(=O)C2=C(Br)C(Br)=C(Br)C(Br)=C2C1=O DYIZJUDNMOIZQO-UHFFFAOYSA-N 0.000 description 1
- KOGSPLLRMRSADR-UHFFFAOYSA-N 4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine Chemical compound CC(C)(N)C1CCC(C)(N)CC1 KOGSPLLRMRSADR-UHFFFAOYSA-N 0.000 description 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- HMJBXEZHJUYJQY-UHFFFAOYSA-N 4-(aminomethyl)octane-1,8-diamine Chemical compound NCCCCC(CN)CCCN HMJBXEZHJUYJQY-UHFFFAOYSA-N 0.000 description 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical class O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 1
- VIOMIGLBMQVNLY-UHFFFAOYSA-N 4-[(4-amino-2-chloro-3,5-diethylphenyl)methyl]-3-chloro-2,6-diethylaniline Chemical compound CCC1=C(N)C(CC)=CC(CC=2C(=C(CC)C(N)=C(CC)C=2)Cl)=C1Cl VIOMIGLBMQVNLY-UHFFFAOYSA-N 0.000 description 1
- JHCBFGGESJQAIQ-UHFFFAOYSA-N 4-[(4-amino-3,5-dimethylcyclohexyl)methyl]-2,6-dimethylcyclohexan-1-amine Chemical compound C1C(C)C(N)C(C)CC1CC1CC(C)C(N)C(C)C1 JHCBFGGESJQAIQ-UHFFFAOYSA-N 0.000 description 1
- OZTBUYKEBWNOKR-UHFFFAOYSA-N 4-[(4-amino-3-ethyl-5-methylcyclohexyl)methyl]-2-ethyl-6-methylcyclohexan-1-amine Chemical compound C1C(C)C(N)C(CC)CC1CC1CC(CC)C(N)C(C)C1 OZTBUYKEBWNOKR-UHFFFAOYSA-N 0.000 description 1
- HCJLTNJVGXHKTN-UHFFFAOYSA-N 4-[(4-amino-3-ethylcyclohexyl)methyl]-2-ethylcyclohexan-1-amine Chemical compound C1CC(N)C(CC)CC1CC1CC(CC)C(N)CC1 HCJLTNJVGXHKTN-UHFFFAOYSA-N 0.000 description 1
- MIFGCULLADMRTF-UHFFFAOYSA-N 4-[(4-hydroxy-3-methylphenyl)methyl]-2-methylphenol Chemical compound C1=C(O)C(C)=CC(CC=2C=C(C)C(O)=CC=2)=C1 MIFGCULLADMRTF-UHFFFAOYSA-N 0.000 description 1
- XWCCUTVLIUTJHB-UHFFFAOYSA-N 4-[(4-hydroxynaphthalen-1-yl)methyl]naphthalen-1-ol Chemical compound C12=CC=CC=C2C(O)=CC=C1CC1=CC=C(O)C2=CC=CC=C12 XWCCUTVLIUTJHB-UHFFFAOYSA-N 0.000 description 1
- HDPBBNNDDQOWPJ-UHFFFAOYSA-N 4-[1,2,2-tris(4-hydroxyphenyl)ethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)C(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 HDPBBNNDDQOWPJ-UHFFFAOYSA-N 0.000 description 1
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 1
- OBZFGWBLZXIBII-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)-3-methylbutyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CCC(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 OBZFGWBLZXIBII-UHFFFAOYSA-N 0.000 description 1
- NIRYBKWMEWFDPM-UHFFFAOYSA-N 4-[3-(4-hydroxyphenyl)-3-methylbutyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)CCC1=CC=C(O)C=C1 NIRYBKWMEWFDPM-UHFFFAOYSA-N 0.000 description 1
- KZTROCYBPMKGAW-UHFFFAOYSA-N 4-[[4-amino-3,5-di(propan-2-yl)phenyl]methyl]-2,6-di(propan-2-yl)aniline Chemical compound CC(C)C1=C(N)C(C(C)C)=CC(CC=2C=C(C(N)=C(C(C)C)C=2)C(C)C)=C1 KZTROCYBPMKGAW-UHFFFAOYSA-N 0.000 description 1
- WFCQTAXSWSWIHS-UHFFFAOYSA-N 4-[bis(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 WFCQTAXSWSWIHS-UHFFFAOYSA-N 0.000 description 1
- AQSCPJAJQCQDRP-UHFFFAOYSA-N 4-amino-2-[4-(5-amino-2-carboxyphenyl)butyl]benzoic acid Chemical compound NC1=CC=C(C(O)=O)C(CCCCC=2C(=CC=C(N)C=2)C(O)=O)=C1 AQSCPJAJQCQDRP-UHFFFAOYSA-N 0.000 description 1
- LWOAIKNLRVQTFT-UHFFFAOYSA-N 4-amino-n-(4-aminophenyl)benzenesulfonamide Chemical compound C1=CC(N)=CC=C1NS(=O)(=O)C1=CC=C(N)C=C1 LWOAIKNLRVQTFT-UHFFFAOYSA-N 0.000 description 1
- 229940086681 4-aminobenzoate Drugs 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 1
- KWXICGTUELOLSQ-UHFFFAOYSA-N 4-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=C(S(O)(=O)=O)C=C1 KWXICGTUELOLSQ-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- QTKDDPSHNLZGRO-UHFFFAOYSA-N 4-methylcyclohexane-1,3-diamine Chemical compound CC1CCC(N)CC1N QTKDDPSHNLZGRO-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000004114 Ammonium polyphosphate Substances 0.000 description 1
- 244000226021 Anacardium occidentale Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 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 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- LXXNWCFBZHKFPT-UHFFFAOYSA-N Ethyl 2-mercaptopropionate Chemical compound CCOC(=O)C(C)S LXXNWCFBZHKFPT-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920002430 Fibre-reinforced plastic Polymers 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 229920006309 Invista Polymers 0.000 description 1
- 238000006683 Mannich reaction Methods 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 241001112258 Moca Species 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- GEIJFBSUUFUELY-UHFFFAOYSA-N NCCCN(CCCN)CC.NCCCN(CCCN)C Chemical compound NCCCN(CCCN)CC.NCCCN(CCCN)C GEIJFBSUUFUELY-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- YHDJLQXSHIIBAQ-UHFFFAOYSA-N OP(O)OP(O)O.C1(=CC=CC=C1)C1=C(C(=C(C(=C1O)C1=CC=CC=C1)O)C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound OP(O)OP(O)O.C1(=CC=CC=C1)C1=C(C(=C(C(=C1O)C1=CC=CC=C1)O)C1=CC=CC=C1)C1=CC=CC=C1 YHDJLQXSHIIBAQ-UHFFFAOYSA-N 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical class C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- LINDOXZENKYESA-UHFFFAOYSA-N TMG Natural products CNC(N)=NC LINDOXZENKYESA-UHFFFAOYSA-N 0.000 description 1
- WOURXYYHORRGQO-UHFFFAOYSA-N Tri(3-chloropropyl) phosphate Chemical compound ClCCCOP(=O)(OCCCCl)OCCCCl WOURXYYHORRGQO-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-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
- FUIFPVKJGLFULI-UHFFFAOYSA-N [3,5-bis(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CC(CN)CC(CN)C1 FUIFPVKJGLFULI-UHFFFAOYSA-N 0.000 description 1
- IDWDEHYPSCTKFU-UHFFFAOYSA-N [3,5-bis(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC(CN)=CC(CN)=C1 IDWDEHYPSCTKFU-UHFFFAOYSA-N 0.000 description 1
- JOBBTVPTPXRUBP-UHFFFAOYSA-N [3-(3-sulfanylpropanoyloxy)-2,2-bis(3-sulfanylpropanoyloxymethyl)propyl] 3-sulfanylpropanoate Chemical compound SCCC(=O)OCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS JOBBTVPTPXRUBP-UHFFFAOYSA-N 0.000 description 1
- QMBAASPSRABXBH-UHFFFAOYSA-N [3-(aminomethyl)-2-(2-ethylhexyl)phenyl]methanamine Chemical compound C(C)C(CC1=C(C=CC=C1CN)CN)CCCC QMBAASPSRABXBH-UHFFFAOYSA-N 0.000 description 1
- OXIKYYJDTWKERT-UHFFFAOYSA-N [4-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCC(CN)CC1 OXIKYYJDTWKERT-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- BQPNUOYXSVUVMY-UHFFFAOYSA-N [4-[2-(4-diphenoxyphosphoryloxyphenyl)propan-2-yl]phenyl] diphenyl phosphate Chemical compound C=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1C(C)(C)C(C=C1)=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 BQPNUOYXSVUVMY-UHFFFAOYSA-N 0.000 description 1
- DPNYVVLIXCRDQZ-UHFFFAOYSA-N [5-(aminomethyl)-2-bicyclo[2.2.1]heptanyl]methanamine [6-(aminomethyl)-2-bicyclo[2.2.1]heptanyl]methanamine Chemical compound NCC1CC2CC1CC2CN.NCC1CC2CC(CN)C1C2 DPNYVVLIXCRDQZ-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical group CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- YKIOKAURTKXMSB-UHFFFAOYSA-N adams's catalyst Chemical compound O=[Pt]=O YKIOKAURTKXMSB-UHFFFAOYSA-N 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 239000003619 algicide Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- SXQXMCWCWVCFPC-UHFFFAOYSA-N aluminum;potassium;dioxido(oxo)silane Chemical compound [Al+3].[K+].[O-][Si]([O-])=O.[O-][Si]([O-])=O SXQXMCWCWVCFPC-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001409 amidines Chemical class 0.000 description 1
- 229940064734 aminobenzoate Drugs 0.000 description 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
- 229920001276 ammonium polyphosphate Polymers 0.000 description 1
- 235000019826 ammonium polyphosphate Nutrition 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 239000010428 baryte Substances 0.000 description 1
- 229910052601 baryte Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960004365 benzoic acid Drugs 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 229910052626 biotite Inorganic materials 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- 238000005422 blasting Methods 0.000 description 1
- 238000007664 blowing Methods 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
- IUTYMBRQELGIRS-UHFFFAOYSA-N boric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OB(O)O.NC1=NC(N)=NC(N)=N1 IUTYMBRQELGIRS-UHFFFAOYSA-N 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 235000020226 cashew nut Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 1
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 1
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 1
- UGQQAJOWXNCOPY-UHFFFAOYSA-N dechlorane plus Chemical compound C12CCC3C(C4(Cl)Cl)(Cl)C(Cl)=C(Cl)C4(Cl)C3CCC2C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl UGQQAJOWXNCOPY-UHFFFAOYSA-N 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 150000005205 dihydroxybenzenes Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- BVURNMLGDQYNAF-UHFFFAOYSA-N dimethyl(1-phenylethyl)amine Chemical compound CN(C)C(C)C1=CC=CC=C1 BVURNMLGDQYNAF-UHFFFAOYSA-N 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 229920006334 epoxy coating Polymers 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- IWBOPFCKHIJFMS-UHFFFAOYSA-N ethylene glycol bis(2-aminoethyl) ether Chemical compound NCCOCCOCCN IWBOPFCKHIJFMS-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011151 fibre-reinforced plastic Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000005002 finish coating Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000010881 fly ash Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000002241 glass-ceramic Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000010438 granite Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000003966 growth inhibitor Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- PBBGSZCBWVPOOL-UHFFFAOYSA-N hexestrol Chemical compound C=1C=C(O)C=CC=1C(CC)C(CC)C1=CC=C(O)C=C1 PBBGSZCBWVPOOL-UHFFFAOYSA-N 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229920002681 hypalon Polymers 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 238000000752 ionisation method Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- GBTLMWXVQMOHRC-UHFFFAOYSA-N n'-(1-aminopentan-3-yl)-2-methylpentane-1,5-diamine Chemical compound NCCC(CC)NCCCC(C)CN GBTLMWXVQMOHRC-UHFFFAOYSA-N 0.000 description 1
- VDQVKPUWSIBXEI-UHFFFAOYSA-N n'-(2-ethylhexyl)ethane-1,2-diamine Chemical compound CCCCC(CC)CNCCN VDQVKPUWSIBXEI-UHFFFAOYSA-N 0.000 description 1
- XKXKBRKXBRLPNS-UHFFFAOYSA-N n'-(2-ethylhexyl)propane-1,3-diamine Chemical compound CCCCC(CC)CNCCCN XKXKBRKXBRLPNS-UHFFFAOYSA-N 0.000 description 1
- IRYWPHGCDAOHJJ-UHFFFAOYSA-N n'-(3-aminopropyl)-2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCNCCCN IRYWPHGCDAOHJJ-UHFFFAOYSA-N 0.000 description 1
- BQUQUASUHNZZLS-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-cyclohexylpropane-1,3-diamine Chemical compound NCCCN(CCCN)C1CCCCC1 BQUQUASUHNZZLS-UHFFFAOYSA-N 0.000 description 1
- CSIOOUSJMRKIAQ-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-propylpropane-1,3-diamine Chemical compound NCCCN(CCC)CCCN CSIOOUSJMRKIAQ-UHFFFAOYSA-N 0.000 description 1
- DFPGBRPWDZFIPP-UHFFFAOYSA-N n'-butylethane-1,2-diamine Chemical compound CCCCNCCN DFPGBRPWDZFIPP-UHFFFAOYSA-N 0.000 description 1
- MIFWXJNZWLWCGL-UHFFFAOYSA-N n'-butylpropane-1,3-diamine Chemical compound CCCCNCCCN MIFWXJNZWLWCGL-UHFFFAOYSA-N 0.000 description 1
- FCZQPWVILDWRBN-UHFFFAOYSA-N n'-cyclohexylethane-1,2-diamine Chemical compound NCCNC1CCCCC1 FCZQPWVILDWRBN-UHFFFAOYSA-N 0.000 description 1
- ITZPOSYADVYECJ-UHFFFAOYSA-N n'-cyclohexylpropane-1,3-diamine Chemical compound NCCCNC1CCCCC1 ITZPOSYADVYECJ-UHFFFAOYSA-N 0.000 description 1
- ADKFRZBUXRKWDL-UHFFFAOYSA-N n'-hexylethane-1,2-diamine Chemical compound CCCCCCNCCN ADKFRZBUXRKWDL-UHFFFAOYSA-N 0.000 description 1
- QHJABUZHRJTCAR-UHFFFAOYSA-N n'-methylpropane-1,3-diamine Chemical compound CNCCCN QHJABUZHRJTCAR-UHFFFAOYSA-N 0.000 description 1
- ZUEXRUBWTYKPCR-UHFFFAOYSA-N n,n'-bis(2-ethylhexyl)-2-methylpentane-1,5-diamine Chemical compound CCCCC(CC)CNCCCC(C)CNCC(CC)CCCC ZUEXRUBWTYKPCR-UHFFFAOYSA-N 0.000 description 1
- KLVRJFNKZJJCAP-UHFFFAOYSA-N n-[[3-[(octylamino)methyl]phenyl]methyl]octan-1-amine Chemical compound CCCCCCCCNCC1=CC=CC(CNCCCCCCCC)=C1 KLVRJFNKZJJCAP-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000004843 novolac epoxy resin Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- SCHTXWZFMCQMBH-UHFFFAOYSA-N pentane-1,3,5-triamine Chemical compound NCCC(N)CCN SCHTXWZFMCQMBH-UHFFFAOYSA-N 0.000 description 1
- WTSXICLFTPPDTL-UHFFFAOYSA-N pentane-1,3-diamine Chemical compound CCC(N)CCN WTSXICLFTPPDTL-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- XZTOTRSSGPPNTB-UHFFFAOYSA-N phosphono dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.OP(O)(=O)OP(O)(O)=O XZTOTRSSGPPNTB-UHFFFAOYSA-N 0.000 description 1
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- LTEKQAPRXFBRNN-UHFFFAOYSA-N piperidin-4-ylmethanamine Chemical compound NCC1CCNCC1 LTEKQAPRXFBRNN-UHFFFAOYSA-N 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 102220322207 rs766173332 Human genes 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000005488 sandblasting Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- SBIBMFFZSBJNJF-UHFFFAOYSA-N selenium;zinc Chemical compound [Se]=[Zn] SBIBMFFZSBJNJF-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 1
- NMWCVZCSJHJYFW-UHFFFAOYSA-M sodium;3,5-dichloro-2-hydroxybenzenesulfonate Chemical compound [Na+].OC1=C(Cl)C=C(Cl)C=C1S([O-])(=O)=O NMWCVZCSJHJYFW-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- PFNFFQXMRSDOHW-UHFFFAOYSA-N spermine Chemical compound NCCCNCCCCNCCCN PFNFFQXMRSDOHW-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000009182 swimming Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical class C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 1
- YQKGJRGUAQVYNL-UHFFFAOYSA-N tris(1,2-dichloropropan-2-yl) phosphate Chemical compound ClCC(Cl)(C)OP(=O)(OC(C)(Cl)CCl)OC(C)(Cl)CCl YQKGJRGUAQVYNL-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- BHYQWBKCXBXPKM-UHFFFAOYSA-N tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate Chemical compound BrCC(CBr)(CBr)COP(=O)(OCC(CBr)(CBr)CBr)OCC(CBr)(CBr)CBr BHYQWBKCXBXPKM-UHFFFAOYSA-N 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- KLNPWTHGTVSSEU-UHFFFAOYSA-N undecane-1,11-diamine Chemical compound NCCCCCCCCCCCN KLNPWTHGTVSSEU-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/223—Di-epoxy compounds together with monoepoxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5033—Amines aromatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5046—Amines heterocyclic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/56—Amines together with other curing agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Resins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paints Or Removers (AREA)
Abstract
Description
脂肪族、脂環式又はアリール脂肪族第一級ジアミン、特に2,2−ジメチル−1,3−プロパンジアミン、1,3−ペンタンジアミン(DAMP)、1,5−ペンタンジアミン、1,5−ジアミノ−2−メチルペンタン(MPMD)、2−ブチル−2−エチル−1,5−ペンタンジアミン(C11−ネオジアミン)、1,6−ヘキサンジアミン、2,5−ジメチル−1,6−ヘキサンジアミン、2,2,4−及び2,4,4−トリメチルヘキサメチレンジアミン(TMD)、1,7−ヘプタンジアミン、1,8−オクタンジアミン、1,9−ノナンジアミン、1,10−デカンジアミン、1,11−ウンデカンジアミン、1,12−ドデカンジアミン、1,2−、1,3−及び1,4−ジアミノシクロヘキサン、ビス−(4−アミノシクロヘキシル)−メタン(H12−MDI)、ビス−(4−アミノ−3−メチルシクロヘキシル)−メタン、ビス−(4−アミノ−3−エチルシクロヘキシル)−メタン、ビス−(4−アミノ−3,5−ジメチルシクロヘキシル)−メタン、ビス−(4−アミノ−3−エチル−5−メチルシクロヘキシル)−メタン、1−アミノ−3−アミノメチル−3,5,5−トリメチルシクロヘキサン(=イソホロンジアミン又はIPDA)、2−及び4−メチル−1,3−ジアミノシクロヘキサン及びそれらの混合物、1,3−及び1,4−ビス−(アミノメチル)−シクロヘキサン、2,5(2,6)−ビス−(アミノメチル)−ビシクロ[2.2.1]ヘプタン(NBDA)、3(4),8(9)−ビス−(アミノメチル)−トリシクロ[5.2.1.02,6]−デカン、1,4−ジアミノ−2,2,6−トリメチルシクロヘキサン(TMCDA)、1,8−メンタンジアミン、3,9−ビス−(3−アミノプロピル)−2,4,8,10−テトラオキサスピロ[5.5]ウンデカン及び1,3−及び1,4−ビス−(アミノメチル)−ベンゼン;
脂肪族、脂環式又はアリール脂肪族第一級トリアミン、特に4−アミノメチル−1,8−オクタンジアミン、1,3,5−トリス−(アミノメチル)−ベンゼン、1,3,5−トリス−(アミノメチル)−シクロヘキサン、トリス−(2−アミノエチル)−アミン、トリス−(2−アミノプロピル)−アミン及びトリス−(3−アミノプロピル)−アミン;
エーテル基含有脂肪族第一級ジアミン、特にビス−(2−アミノエチル)−エーテル、3,6−ジオキサオクタン−1,8−ジアミン、4,7−ジオキサデカン−1,10−ジアミン、4,7−ジオキサデカン−2,9−ジアミン、4,9−ジオキサドデカン−1,12−ジアミン、5,8−ジオキサドデカン−3,10−ジアミン、4,7,10−トリオキサトリデカン−1,13−ジアミン及びこれらのジアミンのより高重合度なオリゴマー、ビス−(3−アミノプロピル)−ポリテトラヒドロフラン及び他のポリテトラヒドロフランジアミン、1,4−ジメチロールシクロヘキサンのプロポキシ化及び続くアミノ化から生成され、特にジェファミン(Jeffamine)(登録商標)RFD−270(Huntsman製)として入手可能な脂環式エーテル基含有ジアミン、並びにポリオキシアルキレンジオールのアミノ化の通常の生成物であり、また、例えば、ジェファミン(Jeffamine)(登録商標)(Huntsman)、ポリエーテルアミン(BASF製)又はPC Amine(商標)(Nitroil製)の名前で入手可能であるポリオキシアルキレンジアミン。特に好適なポリオキシアルキレンジアミンは、ジェファミン(Jeffamine)(登録商標)D−230、ジェファミン(Jeffamine)(登録商標)D−400、ジェファミン(Jeffamine)(登録商標)D−2000、ジェファミン(Jeffamine)(登録商標)EDR−104、ジェファミン(Jeffamine)(登録商標)EDR−148及びジェファミン(Jeffamine)(登録商標)EDR−176、及びBASF又はNitroil製の対応するアミンである;
ポリオキシアルキレントリオールのアミノ化の生成物を通常指し、ジェファミン(Jeffamine)(登録商標)(Huntsman製)、Polyetheramine(BASF製)又はPC Amine(商標)(Nitroil製)、特にジェファミン(Jeffamine)(登録商標)T−403、ジェファミン(Jeffamine)(登録商標)T−3000、ジェファミン(Jeffamine)(登録商標)T−5000の名前で入手可能である第一級ポリオキシアルキレントリアミン、及びBASF又はNitroil製の対応するアミン;
2つの第一級脂肪族アミノ基を有する第三級アミノ基含有ポリアミン、例えば特にN,N’−ビス−(アミノプロピル)−ピペラジン、N,N−ビス−(3−アミノプロピル)−メチルアミン、N,N−ビス−(3−アミノプロピル)−エチルアミン、N,N−ビス−(3−アミノプロピル)−プロピルアミン、N,N−ビス−(3−アミノプロピル)−シクロヘキシルアミン、N,N−ビス−(3−アミノプロピル)−2−エチルヘキシルアミン、及び天然脂肪酸由来の脂肪アミンの2回のシアノエチル化及び続く還元の生成物、例えば、トリアミーン(Triameen)(登録商標)Y12D及びトリアミーン(Triameen)(登録商標)YT(Akzo Nobel製)として入手可能なN,N−ビス−(3−アミノプロピル)−ドデシルアミン及びN,N−ビス−(3−アミノプロピル)−牛脂−アルキルアミン;
3つの第一級脂肪族アミノ基を有する第三級アミノ基含有ポリアミン、例えば特にトリス−(2−アミノエチル)−アミン、トリス−(2−アミノプロピル)−アミン、及びトリス−(3−アミノプロピル)−アミン;
2つの第一級脂肪族アミノ基を有する第二級アミノ基含有ポリアミン、例えば特に3−(2−アミノエチル)−アミノプロピルアミン、ビス−(ヘキサメチレン)−トリアミン(BHMT)、ジエチレントリアミン(DETA)、トリエチレンテトラアミン(TETA)、テトラエチレンペンタアミン(TEPA)、ペンタエチレンヘキサアミン(PEHA)及び直鎖状ポリエチレンアミンの高級同族体、例えば、5個〜7個のエチレンアミンユニットを有するポリエチレンポリアミン(いわゆる「高級(higher)エチレンポリアミン」、HEPA)、ジプロピレントリアミン(DPTA)、N−(2−アミノエチル)−1,3−プロパンジアミン(N3−アミン)、N,N’−ビス−(3−アミノプロピル)−エチレンジアミン(N4−アミン)、N,N’−ビス−(3−アミノプロピル)−1,4−ジアミノブタン、N5−(3−アミノプロピル)−2−メチル−1,5−ペンタンジアミン、N3−(3−アミノペンチル)−1,3−ペンタンジアミン、N5−(3−アミノ−1−エチルプロピル)−2−メチル−1,5−ペンタンジアミン及びΝ,Ν’−ビス−(3−アミノ−1−エチルプロピル)−2−メチル−1,5−ペンタンジアミン等の少なくとも2つの第一級アミノ基を有する、第一級ジ−及びポリアミンの複数回のシアノエチル化又はシアノブチル化、及び続く水素化の生成物;
1つの第一級アミノ基と1つの第二級アミノ基とを含有するポリアミン、例えば特にN−ブチル−1,2−エタンジアミン、N−ヘキシル−1,2−エタンジアミン、N−(2−エチルヘキシル)−1,2−エタンジアミン、N−シクロヘキシル−1,2−エタンジアミン、4−アミノメチルピペリジン、N−(2−アミノエチル)−ピペラジン、N−メチル−1,3−プロパンジアミン、N−ブチル−1,3−プロパンジアミン、N−(2−エチルヘキシル)−1,3−プロパンジアミン、N−シクロヘキシル−1,3−プロパンジアミン、3−メチルアミノ−1−ペンチルアミン、3−エチルアミノ−1−ペンチルアミン、3−シクロヘキシルアミノ−1−ペンチルアミン、N−ココアルキル−1,3−プロパンジアミン等の脂肪ジアミン、並びに第一級脂肪族ジアミンと、アクリロニトリル、マレイン酸又はフマル酸ジエステル、シトラコン酸ジエステル、アクリル酸及びメタクリル酸エステル、アクリル酸及びメタクリル酸アミド及びイタコン酸ジエステルとの、1:1のモル比で反応させたマイケル型付加反応の生成物、さらに、第一級脂肪族ポリアミンと、アルデヒド又はケトンとの部分的還元的アルキル化の生成物、特にN−2−エチルヘキシル−1,3−ビス−(アミノメチル)−ベンゼン、並びにガスカミン(Gaskamine)(登録商標)240(Mitsubishi Gas Chemical(MGC)製)等の部分的にスチレン化されたポリアミン;
芳香族ポリアミン、例えば、特にm−及びp−フェニレンジアミン、4,4’−、2,4’及び2,2’−ジアミノジフェニルメタン、3,3’−ジクロロ−4,4’−ジアミノジフェニルメタン(MOCA)、2,4−及び2,6−トルエンジアミン、3,5−ジメチルチオ−2,4−及び2,6−トルイレンジアミンの混合物(Albemarle製のエタキュアー(Ethacure)(登録商標)300として入手可能)、3,5−ジエチル−2,4−及び−2,6−トルイレンジアミン(DETDA)の混合物、3,3’,5,5’−テトラエチル−4,4’−ジアミノジフェニルメタン(M−DEA)、3,3’,5,5’−テトラエチル−2,2’−ジクロロ−4,4’−ジアミノジフェニルメタン(M−CDEA)、3,3’−ジイソプロピル−5,5’−ジメチル−4,4’−ジアミノジフェニルメタン(M−MIPA)、3,3’,5,5’−テトライソプロピル−4,4’−ジアミノジフェニルメタン(M−DIPA)、4,4’−ジアミノジフェニルスルホン(DDS)、4−アミノ−N−(4−アミノフェニル)−ベンゼンスルホンアミド、5,5’−メチレンジアントラニル酸、ジメチル−(5,5’−メチレンジアントラニレート)、1,3−プロピレン−ビス−(4−アミノベンゾエート)、1,4−ブチレン−ビス−(4−アミノベンゾエート)、ポリテトラメチレンオキシド−ビス−(4−アミノベンゾエート)(Air Products製のVersalink(商標)として入手可能)、1,2−ビス−(2−アミノフェニルチオ)−エタン、2−メチルプロピル−(4−クロロ−3,5−ジアミノベンゾエート)及びtert−ブチル−(4−クロロ−3,5−ジアミノベンゾエート);
これらのポリアミンのエポキシド及びエポキシ樹脂との付加体、特に約2/1のモル比でのジエポキシドとの付加体、少なくとも1/1のモル比でのモノエポキシドとの付加体、及びアミンとエピクロロヒドリンとの反応生成物、特にガスカミン(Gaskamine)(登録商標)328(MGC製)として市販されている1,3−ビス−(アミノメチル)−ベンゼンのもの;
一価若しくは多価カルボン酸、又はそれらのエステル若しくは無水物、特にダイマー脂肪酸と、化学量論的に過剰に使用される脂肪族、脂環式又は芳香族ポリアミン、特にポリアルキレンアミン、例えば、DETA又はTETAとの反応生成物であるポリアミドアミン、特に市販のポリアミドアミンであるバーサミド(Versamid)(登録商標)100、125、140及び150(Cognis製)、アラデュール(Aradur)(登録商標)223、250及び848(Huntsman製)、ヨーレテック(Euretek)(登録商標)3607及び530(Huntsman製)及びベッコポックス(Beckopox)(登録商標)EH 651、EH 654、EH 655、EH 661及びEH 663(Cytec製);並びに、
マンニッヒ塩基とも呼ばれ、フェノール、特にカルダノールと、アルデヒド、特にホルムアルデヒド及びポリアミンとのマンニッヒ反応の反応生成物であるフェナルカミン(phenalkamine)、特に市販のフェナルカミンであるカードライト(Cardolite)(登録商標)NC−541、NC−557、NC−558、NC−566、Lite 2001及びLite 2002(Cardolite製)、アラデュール(Aradur)(登録商標)3440、3441、3442及び3460(Huntsman製)、並びにベッコポックス(Beckopox)(登録商標)EH 614、EH 621、EH 624、EH 628及びEH 629(Cytec製)。
ブランド名チオコール(Thiokol)(登録商標)(Morton Thiokol製、例えばSPI Suppliesから又はToray Fine Chemicalsから入手可能)、特にタイプLP−3、LP−33、LP−980、LP−23、LP−55、LP−56、LP−12、LP−31、LP−32及びLP−2として知られている;またブランド名チオプラスト(Thioplast)(登録商標)(Akzo Nobel製)、特にタイプG10、G112、G131、G1、G12、G21、G22、G44及びG4として知られている、液状メルカプタン末端ポリスルフィドポリマー;
例えば、ポリオキシアルキルレンジオール及びポリオキシアルキルレントリオールを、エピクロロヒドリン又はアルキレンオキシドのいずれかと反応させた後に、硫化水素ナトリウムと反応させることによって得ることができる、メルカプタン末端ポリオキシアルキルレンエーテル;
ブランド名Capcure(商標)(Cognis製)、特にタイプWR−8、LOF及び3−800として知られている、ポリオキシアルキルレン誘導体の形態のメルカプタン末端化合物;
チオカルボン酸のポリエステル、例えば、ペンタエリスリトールテトラメルカプトアセテート、トリメチロールプロパントリメルカプトアセテート、グリコールジメルカプトアセテート、ペンタエリスリトールテトラ−(3−メルカプトプロピオネート)、トリメチロールプロパントリ−(3−メルカプトプロピオネート)及びグリコールジ−(3−メルカプトプロピオネート)、並びに、ポリオキシアルキルレンジオール及びポリオキシアルキルレントリオール、エトキシ化トリメチロールプロパン及びポリエステルジオールと、チオグリコール酸及び2−又は3−メルカプトプロピオン酸等のチオカルボン酸とのエステル化生成物;並びに、
他のメルカプト基含有化合物、特に2,4,6−トリメルカプト−1,3,5−トリアジン、2,2’−(エチレンジオキシ)−ジエタンチオール(トリエチレングリコールジメルカプタン)及びエタンジチオール等、
を含有していてもよい。
ビスフェノールA、ビスフェノールF又はビスフェノールA/F、ここでAはアセトンを表し、Fはホルムアルデヒドを表しており、これらはこれらのビスフェノールの調製用の出発物質として働く。ビスフェノールFの場合、位置異性体も存在することができ、特に2,4’−及び2,2’−ヒドロキシフェニルメタンから誘導することができる;
ジヒドロキシベンゼン誘導体、例えばレゾルシノール、ヒドロキノン及びピロカテコール;
他のビスフェノール又はポリフェノール、例えばビス−(4−ヒドロキシ−3−メチルフェニル)−メタン、2,2−ビス−(4−ヒドロキシ−3−メチルフェニル)−プロパン(ビスフェノールC)、ビス−(3,5−ジメチル−4−ヒドロキシフェニル)−メタン、2,2−ビス−(3,5−ジメチル−4−ヒドロキシフェニル)−プロパン、2,2−ビス−(3,5−ジブロモ−4−ヒドロキシフェニル)−プロパン、2,2−ビス−(4−ヒドロキシ−3−tert−ブチルフェニル)−プロパン、2,2−ビス−(4−ヒドロキシフェニル)−ブタン(ビスフェノールB)、3,3−ビス−(4−ヒドロキシフェニル)−ペンタン、3,4−ビス−(4−ヒドロキシフェニル)−ヘキサン、4,4−ビス−(4−ヒドロキシフェニル)−ヘプタン、2,4−ビス−(4−ヒドロキシフェニル)−2−メチルブタン、2,4−ビス−(3,5−ジメチル−4−ヒドロキシフェニル)−2−メチルブタン、1,1−ビス−(4−ヒドロキシフェニル)−シクロヘキサン(ビスフェノールZ)、1,1−ビス−(4−ヒドロキシフェニル)−3,3,5−トリメチルシクロヘキサン(ビスフェノールTMC)、1,1−ビス−(4−ヒドロキシフェニル)−フェニルエタン、1,4−ビス−[2−(4−ヒドロキシフェニル)−2−プロピル]−ベンゼン(ビスフェノールP)、1,3−ビス−[2−(4−ヒドロキシフェニル)−2−プロピル]−ベンゼン(ビスフェノールM)、4,4’−ジヒドロキシジフェニル(DOD)、4,4’−ジヒドロキシベンゾフェノン、ビス−(2−ヒドロキシナフタ−1−イル)−メタン、ビス−(4−ヒドロキシナフタ−1−イル)−メタン、1,5−ジヒドロキシナフタレン、トリス−(4−ヒドロキシフェニル)−メタン、1,1,2,2−テトラキス−(4−ヒドロキシフェニル)−エタン、ビス−(4−ヒドロキシフェニル)−エーテル及びビス−(4−ヒドロキシフェニル)−スルホン;
酸性条件下において得られる、フェノールとホルムアルデヒドとの縮合生成物、例えばビスフェノールFノボラックとしても知られるフェノールノボラック又はクレゾールノボラック;
芳香族アミン、例えばアニリン、トルイジン、4−アミノフェノール、4,4’−メチレンジフェニルジアミン、4,4’−メチレンジフェニルジ−(N−メチル)−アミン、4,4’−[1,4−フェニレン−ビス−(1−メチルエチリデン)]−ビスアニリン(ビスアニリンP)、4,4’−[1,3−フェニレン−ビス−(1−メチルエチリデン)]−ビスアニリン(ビスアニリンM)。
飽和又は不飽和、分岐又は未分岐、環状又は開鎖の二官能性、三官能性又は四官能性のC2〜C30アルコール、特にエチレングリコール、プロピレングリコール、ブチレングリコール、ヘキサンジオール、オクタンジオール、ポリプロピレングリコール、ジメチロールシクロヘキサン、ネオペンチルグリコール、ジブロモ−ネオペンチルグリコール、ヒマシ油、トリメチロールプロパン、トリメチロールエタン、ペンタエリスリトール、ソルビトール又はグリセロール、及びアルコキシ化グリセロール又はアルコキシ化トリメチロールプロパンのグリシジルエーテル;
水素化ビスフェノールA、F若しくはA/F液状樹脂、又は水素化ビスフェノールA、F若しくはA/Fのグリシジル化生成物;
アミド又は複素環窒素塩基のN−グリシジル誘導体、例えばトリグリシジルシアヌレート及びトリグリシジルイソシアヌレート、並びにエピクロロヒドリンとヒダントインとの反応生成物;
オレフィン、例えば特にビニルシクロヘキセン、ジシクロペンタジエン、シクロヘキサジエン、シクロドデカジエン、シクロドデカトリエン、イソプレン、1,5−ヘキサジエン、ブタジエン、ポリブタジエン、又はジビニルベンゼンの酸化により得られるエポキシ樹脂;
が含まれる。
溶剤、希釈剤、成膜剤又は増量剤、例えば特に上記で既述の非組込性の希釈剤;
反応性希釈剤、特にエポキシ基を有する反応性希釈剤、例えば上述のもの、エポキシ化ダイズ油又は菜種油、アセトアセテート基を有する化合物、特にアセトアセチル化ポリオール、ブチロラクトン、カーボネート、アルデヒド、イソシアネート、並びに反応性基を有するイソシアネート及びシリコーン;
ポリマー、特にポリアミド、ポリスルフィド、ポリビニルホルマール(PVF)、ポリビニルブチラール(PVB)、ポリウレタン(PUR)、カルボキシル基を有するポリマー、ポリアミド、ブタジエン−アクリロニトリルコポリマー、スチレン−アクリロニトリルコポリマー、ブタジエン−スチレンコポリマー、不飽和モノマーのホモポリマー又はコポリマー、特にエチレン、プロピレン、ブチレン、イソブチレン、イソプレン、酢酸ビニル及びアルキル−(メタ)アクリレートを含む群から選択される不飽和モノマーのホモポリマー又はコポリマー、特にクロロスルホン化ポリエチレン及びフッ素含有ポリマー、スルホンアミド修飾メラミン、並びに精製モンタンワックス;
無機及び有機フィラー、例えば脂肪酸、特にステアリン酸塩で任意に被覆された重質又は軽質炭酸カルシウム、バライト(重晶石)、タルク、粉末石英、ケイ砂、黒雲母、ドロマイト、ウォラストナイト、カオリン、マイカ(ケイ酸アルミニウムカリウム)、分子篩、酸化アルミニウム、水酸化アルミニウム、水酸化マグネシウム、シリカ、セメント、石膏、フライアッシュ、カーボンブラック、グラファイト、アルミニウム、銅、鉄、亜鉛、銀又は鋼鉄等の金属粉、PVC粉末、又は中空球;
繊維、特にガラス繊維、炭素繊維、金属繊維、セラミック繊維、又はポリアミド繊維若しくはポリエチレン繊維等のプラスチック繊維;
顔料、特に二酸化チタン及び酸化鉄;
上述の促進剤;
レオロジー改質剤、特に増粘剤又は沈降防止剤;
接着促進剤、特にオルガノアルコキシシラン;
酸化、熱、光及びUV照射に対する安定剤;
難燃物質、特に水酸化アルミニウム(ATH)、二水酸化マグネシウム(MDH)、三酸化アンチモン、五酸化アンチモン、ホウ酸(B(OH)3)、ホウ酸亜鉛、リン酸亜鉛、ホウ酸メラミン、シアヌル酸メラミン、ポリリン酸アンモニウム、リン酸メラミン、ピロリン酸メラミン、ポリ臭化ジフェニルオキシド又はジフェニルエーテル、リン酸塩、例えば特にジフェニルクレシルホスフェート、レゾルシノール−ビス−(ジフェニルホスフェート)、レゾルシノール−ジホスフェート−オリゴマー、テトラフェニルレゾルシノールジホスファイト、エチレンジアミンジホスフェート及びビスフェノールA−ビス−(ジフェニルホスフェート)、トリス−(クロロエチル)−ホスフェート、トリス−(クロロプロピル)−ホスフェート及びトリス−(ジクロロイソプロピル)−ホスフェート、トリス−[3−ブロモ−2,2−ビス−(ブロモメチル)−プロピル]−ホスフェート、テトラブロモ−ビスフェノールA、ビスフェノールAのビス−(2,3−ジブロモプロピルエーテル)、臭化エポキシ樹脂、エチレン−ビス−(テトラブロモフタルイミド)、エチレン−ビス−(ジブロモノルボルナンジカルボキシミド)、1,2−ビス−(トリブロモフェノキシ)−エタン、トリス−(2,3−ジブロモプロピル)−イソシアヌレート、トリブロモフェノール、ヘキサブロモシクロドデカン、ビス−(ヘキサクロロシクロペンタジエノ)−シクロオクタン及びクロロパラフィン;
界面活性物質、特に湿潤剤、レベリング剤、脱気剤、及び消泡剤;
殺生物剤、例えば、殺藻剤、殺真菌剤又は真菌成長阻害物質。
(i)少なくとも1つのエポキシ樹脂を含有する樹脂部、及び
(ii)上記の硬化剤を含有する硬化剤部
からなる二部式組成物である。
ガラス、ガラスセラミック、コンクリート、モルタル、レンガ、タイル、石膏及び天然石、例えば、花崗岩又は大理石;
金属及び合金、例えば、亜鉛めっき及びクロムめっき金属等の表面被覆金属及び合金を含むアルミニウム、鉄、鋼及び非鉄金属;
皮革、織物、紙、木、樹脂、例えばフェノール、メラミン又はエポキシ樹脂によって接着した木材、樹脂繊維複合材及び他のいわゆるポリマー複合材;
プラズマ、コロナ又はフレームにより任意に表面処理されたプラスチック、特に硬質及び軟質PVC、ABS、ポリカーボネート(PC)、ポリアミド(PA)、ポリエステル、PMMA、エポキシ樹脂、PUR、POM、PO、PE、PP、EPM及びEPDM;
繊維強化プラスチック、例えば、炭素繊維強化プラスチック(CFRP)、ガラス繊維強化プラスチック(GRP)及びシート成形コンパウンド(SMC);
被覆基層、例えば、粉体被覆金属又は合金;
塗装及びワニス。
「AHEW」はアミンの水素当量を表す。
「EEW」はエポキシド当量を表す。
「MGC」は「三菱ガス化学株式会社」を表す。
「GT」は「重量部」を表す。
アミン含量、すなわち、調製される化合物中のアミノ基の総含量は、(クリスタルバイオレットに対して、氷酢酸中の0.1NのHClO4による)滴定によって求め、常にmmol N/gで報告するものとする。
EP付加体1:116.0GTの1,5−ジアミノ−2−メチルペンタンと、182GTのアラルジット(Araldite)(登録商標)DY−Kとの反応生成物;AHEW=99.4g/eq;粘度(20℃)=5800mPa・s
EP付加体2:136.2GTの1,3−ビス−(アミノメチル)−ベンゼンと、182GTのアラルジット(Araldite)(登録商標)DY−Kとの反応生成物;AHEW=106.1g/eq;粘度(20℃)=28000mPa・s
アラデュール(Aradur)(登録商標)3442(Huntsman):フェナルカミン;AHEW=125g/eq;粘度(20℃)=10210mPa・s
ガスカミン(Gaskamine)(登録商標)240(MGC):スチレン化1,3−ビス−(アミノメチル)−ベンゼン;AHEW=103g/eq;粘度(20℃)=165mPa・s
ジェファミン(Jeffamine)(登録商標)RFD−270(Huntsman):1,4−ジメチロールシクロヘキサンのプロポキシ化及びその後のアミノ化による脂環式エーテル基含有ジアミン;AHEW=67g/eq
アラルジット(Araldite)(登録商標)DY−K(Huntsman):クレゾールのモノグリシジルエーテル;EEW 約182g/eq
アラルジット(Araldite)(登録商標)GY250(Huntsman):ビスフェノールAジグリシジルエーテル;EEW 約187.5g/eq
アラルジット(Araldite)(登録商標)DY−E(Huntsman):C12〜C14アルコールのモノグリシジルエーテル;EEW 約290g/eq
Ancamine(商標)K54(Air Products):2,4,6−トリス−(ジメチルアミノメチル)−フェノール
アミン1:1,3−ビス−(2−エチルヘキシルアミノメチル)−ベンゼン
丸底フラスコ内で、25.6g(0.20mol)の2−エチルヘキサナール及び13.6g(0.10mol)の1,3−ビス−(アミノメチル)−ベンゼン(MGC製)を、窒素雰囲気下で十分なイソプロパノールに溶解させた。この溶液を30分間室温で撹拌した後、80barの水素圧力、80℃の温度及び3ml/分の流量で、Pd/C固定床触媒を備える連続水素付加装置により水素付加した。反応をモニタリングするために、IR分光法を使用して、約1665cm−1におけるイミンのバンドが消失したかどうかを確認した。その後、溶液を真空中、80℃で濃縮させた。20℃における140mPa・sの粘度、5.50mmol N/gのアミン含量、87.7%の純度(ガスクロマトグラフィにより求められる)、及び約180.3g/eqの理論AHEWを有する、透明な僅かに黄色がかった液体が得られた。
アミン1について記載したものと同じ方法で、20.5g(0.16mol)の2−エチルヘキサナール及び13.6g(0.10mol)の1,3−ビス−(アミノメチル)−ベンゼンを反応させた。20℃で100mPa・sの粘度、6.39mmol N/gのアミン含量、66.4重量%の1,3−ビス−(2−エチルヘキシルアミノメチル)−ベンゼン含量、30.1重量%のN−2−エチルヘキシル−1,3−ビス−(アミノメチル)−ベンゼン含量(ガスクロマトグラフィにより求められる)、及び約130.2g/eqの理論AHEWを有する、透明な僅かに黄色がかった液体が得られた。
アミン1について記載したものと同じ方法で、21.2g(0.20mol)のベンズアルデヒド及び13.6g(0.10mol)の1,3−ビス−(アミノメチル)−ベンゼンを反応させた。20℃で230mPa・sの粘度、6.41mmol N/gのアミン含量、及び約158.2g/eqの理論AHEWを有する、透明な僅かに黄色がかった液体が得られた。
アミン1について記載したものと同じ方法で、14.4g(0.2mol)のイソブチルアルデヒド及び13.6g(0.1mol)の1,3−ビス−(アミノメチル)−ベンゼンを反応させた。20℃で100mPa・sの粘度、6.37mmol N/gのアミン含量、及び約124g/eqの理論AHEWを有する、透明な僅かに黄色がかった液体が得られた。
アミン1について記載したものと同じ方法で、25.6g(0.20mol)の1−オクタナール及び13.6g(0.10mol)の1,3−ビス−(アミノメチル)−ベンゼンを反応させた。20℃で130mPa・sの粘度、5.45mmol N/gのアミン含量、及び約180.3g/eqの理論AHEWを有する、透明な僅かに黄色がかった液体が得られた。
アミン1について記載したものと同じ方法で、25.6g(0.20mol)の1−オクタナール及び11.6g(0.10mol)の1,5−ジアミノ−2−メチルペンタン(Invista製のダイテック(Dytek)(登録商標)A)を反応させた。20℃で140mPa・sの粘度、5.80mmol N/gのアミン含量、及び約170.3g/eqの理論AHEWを有する、透明な僅かに黄色がかった液体が得られた。
各実施例について、規定量(重量部)で表1に挙げられる構成成分を、遠心ミキサ(SpeedMixer(商標)DAC150、FlackTek Inc.)を用いて混合した。硬化剤組成物の粘度は、混合の1時間後に求めた。結果を表1に示す。
各実施例について、規定量(重量部)で表2〜表3に挙げられる、硬化剤部の成分を、遠心ミキサ(SpeedMixer(商標)DAC150、FlackTek Inc.)を用いて混合し、湿気を排除して保管した。
混合の10分後に、20℃における粘度を求めた(「粘度(10’)」)。
Claims (15)
- 2−エチルヘキサナール及び水素による1,3−ビス−(アミノメチル)−ベンゼンの還元的アルキル化によって、請求項1に記載のアミンを製造する方法。
- 請求項1に記載のアミンの希釈剤としての使用、特にエポキシ樹脂用の硬化剤における希釈剤としての使用。
- エポキシ樹脂を硬化するのに好適な硬化剤であって、請求項1に記載の式(I)のアミンと、少なくとも3つのエポキシ基反応性のアミンの水素を有する少なくとも1つのポリアミンAとを含む、硬化剤。
- 上記ポリアミンAが、1,5−ジアミノ−2−メチル−ペンタン、2−ブチル−2−エチル−1,5−ペンタンジアミン、1,6−ヘキサンジアミン、2,2,4−及び2,4,4−トリメチル−ヘキサメチレンジアミン、1,12−ドデカンジアミン、1,3−ジアミノ−シクロヘキサン、ビス−(4−アミノシクロヘキシル)−メタン、ビス−(4−アミノ−3−メチルシクロヘキシル)−メタン、1−アミノ−3−アミノメチル−3,5,5−トリメチルシクロヘキサン、1,3−ビス−(アミノメチル)−シクロヘキサン、1,3−ビス−(アミノメチル)−ベンゼン、ビスヘキサメチレントリアミン、ジエチレントリアミン、トリエチレンテトラアミン、テトラエチレンペンタアミン、ペンタエチレンヘキサアミン及び直鎖状ポリエチレンアミンの高級同族体、例えば、5個〜7個のエチレンアミンユニットを有するポリエチレンポリアミン、ジプロピレントリアミン、N−(2−アミノエチル)−1,3−プロパンジアミン、N,N’−ビス−(3−アミノプロピル)−エチレンジアミン、200g/mol〜300g/molの範囲の分子量の1,4−ジメチロールシクロヘキサンのプロポキシ化及び続くアミノ化の脂環式エーテル基含有ジアミン、200g/mol〜500g/molの範囲の分子量のポリオキシアルキレンジアミン及びポリオキシアルキレントリアミン、並びにエポキシドとの付加体の形態の、又はマイケル付加体、マンニッヒ塩基若しくはポリアミドアミンの形態のこれらのポリアミンの誘導体からなる群から選択されることを特徴とする、請求項4に記載の硬化剤。
- 前記ポリアミンAが、エポキシドとの付加体であることを特徴とする、請求項4又は5に記載の硬化剤。
- 前記ポリアミンAが、芳香族モノエポキシドとの付加体であることを特徴とする、請求項4〜6のいずれか一項に記載の硬化剤。
- 前記式(I)のアミンが、そのアミンの水素が、前記硬化剤中に存在するアミンの水素全ての1%〜75%を占めるような量で存在することを特徴とする、請求項4〜7のいずれか一項に記載の硬化剤。
- 前記式(I)のアミンが、その重量割合が全てのエポキシ基反応性のアミンの1%〜95%となるような量で存在することを特徴とする、請求項4〜8のいずれか一項に記載の硬化剤。
- 非組込性の希釈剤の含量が25重量%未満であることを特徴とする、請求項4〜9のいずれか一項に記載の硬化剤。
- 少なくとも1つのエポキシ樹脂と、請求項4〜10のいずれか一項に記載の1つの硬化剤とを含有する、エポキシ樹脂組成物。
- 前記エポキシ樹脂が、ビスフェノールをベースとする液状樹脂であることを特徴とする、請求項11に記載のエポキシ樹脂組成物。
- (i)少なくとも1つのエポキシ樹脂を含有する樹脂部、及び
(ii)請求項4〜10のいずれか一項に記載の硬化剤を含有する硬化剤部
からなる二部式組成物であることを特徴とする、請求項11又は12に記載のエポキシ樹脂組成物。 - 請求項11〜13のいずれか一項に記載の組成物を硬化することにより得られる、硬化組成物。
- 請求項14に記載の硬化組成物を含有する物品。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP13150534.9 | 2013-01-08 | ||
EP13150534.9A EP2752403A1 (de) | 2013-01-08 | 2013-01-08 | Amin für emissionsarme Epoxidharz-Produkte |
PCT/EP2013/077704 WO2014108306A1 (de) | 2013-01-08 | 2013-12-20 | Amin für emissionsarme epoxidharz-produkte |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2016508144A true JP2016508144A (ja) | 2016-03-17 |
JP2016508144A5 JP2016508144A5 (ja) | 2017-02-16 |
JP6335921B2 JP6335921B2 (ja) | 2018-05-30 |
Family
ID=47738995
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015551166A Expired - Fee Related JP6335921B2 (ja) | 2013-01-08 | 2013-12-20 | 低放出性エポキシ樹脂製品用のアミン |
Country Status (7)
Country | Link |
---|---|
US (1) | US9580381B2 (ja) |
EP (2) | EP2752403A1 (ja) |
JP (1) | JP6335921B2 (ja) |
CN (1) | CN104854077B (ja) |
AU (1) | AU2013372264A1 (ja) |
ES (1) | ES2625749T3 (ja) |
WO (1) | WO2014108306A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017530213A (ja) * | 2014-08-13 | 2017-10-12 | シーカ・テクノロジー・アーゲー | 低排出性エポキシ樹脂組成物用アミン |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104829861A (zh) * | 2015-05-04 | 2015-08-12 | 林登科 | 促进剂、固化剂及稀释剂之配方方法与应用在消灭胺霜及胺浮油 |
EP3138863A1 (de) | 2015-09-01 | 2017-03-08 | Sika Technology AG | Emissionsarme epoxidharz-zusammensetzung |
EP3144335A1 (de) | 2015-09-17 | 2017-03-22 | Sika Technology AG | Amin für emissionsarme epoxidharz-zusammensetzungen |
ES2750306T3 (es) * | 2015-12-11 | 2020-03-25 | Univ California | Formulaciones de resina epoxídica latentes para procesos de impregnación de líquido para la producción de materiales compuestos fibrosos |
EP3205682A1 (de) | 2016-02-15 | 2017-08-16 | Sika Technology AG | Härter für emissionsarme epoxidharz-zusammensetzungen |
JP6447557B2 (ja) * | 2016-03-24 | 2019-01-09 | 日亜化学工業株式会社 | 発光装置の製造方法 |
US20200317603A1 (en) * | 2016-11-29 | 2020-10-08 | Basf Se | Process for stabilization of at least monoalkyl-substituted diaminocyclohexanes |
EP3375803A1 (de) | 2017-03-14 | 2018-09-19 | Sika Technology Ag | Härter für emissionsarme epoxidharz-zusammensetzungen |
KR20200035026A (ko) | 2017-07-25 | 2020-04-01 | 바스프 에스이 | 에폭시 수지 시스템 내의 반응성 희석제로서의 n,n'-디알킬 메틸시클로헥산디아민 |
WO2019138059A1 (en) * | 2018-01-11 | 2019-07-18 | Holland Novochem Technical Coatings B.V. | Curing agent and coating composition |
US11680132B2 (en) | 2018-10-01 | 2023-06-20 | Sika Technology Ag | Hardener for epoxy resins |
EP3861048A1 (de) | 2018-10-01 | 2021-08-11 | Sika Technology AG | Härter für epoxidharz-klebstoffe |
CN112673042B (zh) | 2018-10-01 | 2024-03-22 | Sika技术股份公司 | 用于固化包含烷基化胺的环氧树脂的促进剂 |
WO2020070083A1 (de) | 2018-10-01 | 2020-04-09 | Sika Technology Ag | Härter für epoxidharze |
EP4119591A1 (de) | 2021-07-12 | 2023-01-18 | Sika Technology AG | Härter für epoxidharze |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3598782A (en) * | 1969-06-16 | 1971-08-10 | Firestone Tire & Rubber Co | Stabilization of butadiene-styrene copolymers with substituted xylylene diamines |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB776805A (en) * | 1954-06-05 | 1957-06-12 | Bayer Ag | Process for the production of synthetic elastomers |
AU641715B2 (en) * | 1989-12-14 | 1993-09-30 | National Research Council Of Canada | Improved meningococcal polysaccharide conjugate vaccine |
US5426157A (en) | 1994-03-16 | 1995-06-20 | Air Products And Chemicals, Inc. | Flexibilized polyepoxide resins incorporating poly-N-methylated secondary amines |
US5739209A (en) | 1995-05-09 | 1998-04-14 | Air Products And Chemicals, Inc. | Amine curatives for flexibilized epoxies |
TW539661B (en) | 2000-09-12 | 2003-07-01 | Mitsubishi Gas Chemical Co | Amino compound and process for producing the same |
US8512594B2 (en) | 2008-08-25 | 2013-08-20 | Air Products And Chemicals, Inc. | Curing agent of N,N′-dimethyl-meta-xylylenediamine and multifunctional amin(s) |
-
2013
- 2013-01-08 EP EP13150534.9A patent/EP2752403A1/de not_active Withdrawn
- 2013-12-20 EP EP13811566.2A patent/EP2943464B1/de not_active Not-in-force
- 2013-12-20 US US14/759,511 patent/US9580381B2/en active Active
- 2013-12-20 JP JP2015551166A patent/JP6335921B2/ja not_active Expired - Fee Related
- 2013-12-20 AU AU2013372264A patent/AU2013372264A1/en not_active Abandoned
- 2013-12-20 WO PCT/EP2013/077704 patent/WO2014108306A1/de active Application Filing
- 2013-12-20 CN CN201380065721.4A patent/CN104854077B/zh not_active Expired - Fee Related
- 2013-12-20 ES ES13811566.2T patent/ES2625749T3/es active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3598782A (en) * | 1969-06-16 | 1971-08-10 | Firestone Tire & Rubber Co | Stabilization of butadiene-styrene copolymers with substituted xylylene diamines |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017530213A (ja) * | 2014-08-13 | 2017-10-12 | シーカ・テクノロジー・アーゲー | 低排出性エポキシ樹脂組成物用アミン |
Also Published As
Publication number | Publication date |
---|---|
US9580381B2 (en) | 2017-02-28 |
EP2752403A1 (de) | 2014-07-09 |
WO2014108306A1 (de) | 2014-07-17 |
AU2013372264A1 (en) | 2015-06-18 |
US20150344406A1 (en) | 2015-12-03 |
CN104854077B (zh) | 2018-01-09 |
JP6335921B2 (ja) | 2018-05-30 |
ES2625749T3 (es) | 2017-07-20 |
CN104854077A (zh) | 2015-08-19 |
EP2943464B1 (de) | 2017-03-01 |
EP2943464A1 (de) | 2015-11-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6335921B2 (ja) | 低放出性エポキシ樹脂製品用のアミン | |
AU2021203060B2 (en) | Low-Emission Epoxy Resin Composition | |
JP6294383B2 (ja) | エポキシ樹脂用の低排出性硬化剤 | |
JP6266020B2 (ja) | 低放出性エポキシ樹脂製品用の硬化剤 | |
JP6605584B2 (ja) | 低排出性エポキシ樹脂組成物用アミン | |
US9790319B2 (en) | Curing agents for low-emission epoxy resin products | |
JP6189851B2 (ja) | エポキシ樹脂コーティング用の硬化剤 | |
CA2854944C (en) | Hardeners for epoxy resin coatings | |
AU2015215175B2 (en) | Amine for low-emission epoxy resin products | |
CN108124448B (zh) | 用于低排放环氧树脂组合物的胺 | |
US9290609B2 (en) | Hardener for epoxy resins | |
US10287388B2 (en) | Amine for low-emission epoxy resin compositions | |
US10662280B2 (en) | Amine for low-emission epoxy resin compositions | |
WO2017037070A1 (de) | Amin für emissionsarme epoxidharz-zusammensetzungen |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20161216 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20161216 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20171026 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20171031 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20180131 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20180403 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20180501 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6335921 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
LAPS | Cancellation because of no payment of annual fees |