CH625257A5 - - Google Patents

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Info

Publication number: CH625257A5
Authority: CH; Switzerland
Prior art keywords: weight; parts; ether; acid; resin
Prior art date: 1975-07-30

Application number

CH972876A

Other languages

German (de)

English (en)

Inventor

Hans-Joachim Dr Traenckner

Karl Dr Fuhr

Hans Juergen Dr Rosenkranz

Manfred Dr Patheiger

Hans Dr Rudolph

Original Assignee

Bayer Ag

Priority date (The priority date 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 date listed.)

1975-07-30

Filing date

1976-07-29

Publication date

1981-09-15

1976-07-29 Application filed by Bayer Ag filed Critical Bayer Ag

1981-09-15 Publication of CH625257A5 publication Critical patent/CH625257A5/de

Links

-1 amino hydrogen Chemical compound 0.000 claims description 52
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 22
239000000203 mixture Substances 0.000 claims description 22
239000011248 coating agent Substances 0.000 claims description 20
239000007795 chemical reaction product Substances 0.000 claims description 18
229920000647 polyepoxide Polymers 0.000 claims description 18
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 16
150000001875 compounds Chemical class 0.000 claims description 14
239000004593 Epoxy Substances 0.000 claims description 13
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 13
238000000034 method Methods 0.000 claims description 12
125000001931 aliphatic group Chemical group 0.000 claims description 11
229910021529 ammonia Inorganic materials 0.000 claims description 11
239000011230 binding agent Substances 0.000 claims description 11
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 10
150000002830 nitrogen compounds Chemical class 0.000 claims description 10
238000002360 preparation method Methods 0.000 claims description 9
239000001257 hydrogen Substances 0.000 claims description 7
229910052739 hydrogen Inorganic materials 0.000 claims description 7
230000008569 process Effects 0.000 claims description 6
125000003700 epoxy group Chemical group 0.000 claims description 5
229910017464 nitrogen compound Inorganic materials 0.000 claims description 5
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 2
125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims 1
125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 85
229920005989 resin Polymers 0.000 description 60
239000011347 resin Substances 0.000 description 60
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 45
238000000576 coating method Methods 0.000 description 24
125000004432 carbon atom Chemical group C* 0.000 description 23
238000001723 curing Methods 0.000 description 21
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 20
GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 20
239000012965 benzophenone Substances 0.000 description 19
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 17
239000003973 paint Substances 0.000 description 17
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 16
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 16
239000004922 lacquer Substances 0.000 description 16
239000000123 paper Substances 0.000 description 15
238000006243 chemical reaction Methods 0.000 description 14
239000002904 solvent Substances 0.000 description 14
239000000178 monomer Substances 0.000 description 13
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 12
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 12
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
239000002253 acid Substances 0.000 description 10
125000000217 alkyl group Chemical group 0.000 description 10
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
150000001412 amines Chemical class 0.000 description 9
238000005266 casting Methods 0.000 description 9
239000011093 chipboard Substances 0.000 description 9
238000010924 continuous production Methods 0.000 description 9
239000002966 varnish Substances 0.000 description 9
238000009423 ventilation Methods 0.000 description 9
238000007792 addition Methods 0.000 description 8
239000000377 silicon dioxide Substances 0.000 description 8
244000028419 Styrax benzoin Species 0.000 description 7
235000000126 Styrax benzoin Nutrition 0.000 description 7
235000008411 Sumatra benzointree Nutrition 0.000 description 7
229960002130 benzoin Drugs 0.000 description 7
150000002118 epoxides Chemical group 0.000 description 7
235000019382 gum benzoic Nutrition 0.000 description 7
150000002989 phenols Chemical class 0.000 description 7
239000000047 product Substances 0.000 description 7
230000005855 radiation Effects 0.000 description 7
239000004408 titanium dioxide Substances 0.000 description 7
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 6
UKXLWSQHXOJBNV-UHFFFAOYSA-N 3-[2-(2-hydroxy-2-phenylacetyl)phenyl]propanoic acid Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1CCC(O)=O UKXLWSQHXOJBNV-UHFFFAOYSA-N 0.000 description 6
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 6
238000003848 UV Light-Curing Methods 0.000 description 6
235000011054 acetic acid Nutrition 0.000 description 6
239000002585 base Substances 0.000 description 6
238000004132 cross linking Methods 0.000 description 6
101150038956 cup-4 gene Proteins 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
238000001035 drying Methods 0.000 description 6
238000010894 electron beam technology Methods 0.000 description 6
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 6
229910052757 nitrogen Inorganic materials 0.000 description 6
NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 6
230000009257 reactivity Effects 0.000 description 6
239000000243 solution Substances 0.000 description 6
OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 5
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
125000003118 aryl group Chemical group 0.000 description 5
239000011111 cardboard Substances 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
239000010949 copper Substances 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
125000005397 methacrylic acid ester group Chemical group 0.000 description 5
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
239000000126 substance Substances 0.000 description 5
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
ZPLCXHWYPWVJDL-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one Chemical compound C1=CC(O)=CC=C1CC1NC(=O)OC1 ZPLCXHWYPWVJDL-UHFFFAOYSA-N 0.000 description 4
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 4
DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
229910052782 aluminium Inorganic materials 0.000 description 4
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
239000012298 atmosphere Substances 0.000 description 4
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
229960001701 chloroform Drugs 0.000 description 4
NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 4
BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 4
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
150000001991 dicarboxylic acids Chemical class 0.000 description 4
239000011888 foil Substances 0.000 description 4
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 4
239000011261 inert gas Substances 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000000463 material Substances 0.000 description 4
239000006224 matting agent Substances 0.000 description 4
229910052753 mercury Inorganic materials 0.000 description 4
PXKCSKRXWAZGFK-UHFFFAOYSA-N n-propylcyclohexanamine Chemical compound CCCNC1CCCCC1 PXKCSKRXWAZGFK-UHFFFAOYSA-N 0.000 description 4
239000003921 oil Substances 0.000 description 4
239000002245 particle Substances 0.000 description 4
239000003505 polymerization initiator Substances 0.000 description 4
229920006395 saturated elastomer Polymers 0.000 description 4
238000003860 storage Methods 0.000 description 4
239000000454 talc Substances 0.000 description 4
229910052623 talc Inorganic materials 0.000 description 4
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
238000012719 thermal polymerization Methods 0.000 description 4
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 4
229950006389 thiodiglycol Drugs 0.000 description 4
229940096522 trimethylolpropane triacrylate Drugs 0.000 description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 3
125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 description 3
KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound 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
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
239000005062 Polybutadiene Substances 0.000 description 3
125000005396 acrylic acid ester group Chemical group 0.000 description 3
125000004103 aminoalkyl group Chemical group 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 description 3
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 3
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
229920001971 elastomer Polymers 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical class 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
125000002768 hydroxyalkyl group Chemical group 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
229910052760 oxygen Inorganic materials 0.000 description 3
229920002857 polybutadiene Polymers 0.000 description 3
229920000728 polyester Polymers 0.000 description 3
229920001223 polyethylene glycol Polymers 0.000 description 3
238000006116 polymerization reaction Methods 0.000 description 3
229920005862 polyol Polymers 0.000 description 3
150000003254 radicals Chemical class 0.000 description 3
238000010992 reflux Methods 0.000 description 3
239000011342 resin composition Substances 0.000 description 3
239000005060 rubber Substances 0.000 description 3
230000003678 scratch resistant effect Effects 0.000 description 3
150000003568 thioethers Chemical class 0.000 description 3
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 3
229920002554 vinyl polymer Polymers 0.000 description 3
UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 2
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 2
HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 2
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 2
KDSNLYIMUZNERS-UHFFFAOYSA-N 2-methylpropanamine Chemical compound CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 2
KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
PGSWEKYNAOWQDF-UHFFFAOYSA-N 3-methylcatechol Chemical compound CC1=CC=CC(O)=C1O PGSWEKYNAOWQDF-UHFFFAOYSA-N 0.000 description 2
VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
HFLGBNBLMBSXEM-UHFFFAOYSA-N 4-Ethyl-1,2-benzenediol Chemical compound CCC1=CC=C(O)C(O)=C1 HFLGBNBLMBSXEM-UHFFFAOYSA-N 0.000 description 2
WAMBUHSSUGGLJO-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol;2-(oxiran-2-ylmethoxymethyl)oxirane Chemical compound C1OC1COCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 WAMBUHSSUGGLJO-UHFFFAOYSA-N 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 2
JJDGTGGQXAAVQX-UHFFFAOYSA-N 6-methyl-1-(6-methylheptoxy)heptane Chemical compound CC(C)CCCCCOCCCCCC(C)C JJDGTGGQXAAVQX-UHFFFAOYSA-N 0.000 description 2
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 2
241000758789 Juglans Species 0.000 description 2
235000009496 Juglans regia Nutrition 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 description 2
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239000010985 leather Substances 0.000 description 1
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150000002739 metals Chemical class 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
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AGVKXDPPPSLISR-UHFFFAOYSA-N n-ethylcyclohexanamine Chemical compound CCNC1CCCCC1 AGVKXDPPPSLISR-UHFFFAOYSA-N 0.000 description 1
UYYCVBASZNFFRX-UHFFFAOYSA-N n-propan-2-ylcyclohexanamine Chemical compound CC(C)NC1CCCCC1 UYYCVBASZNFFRX-UHFFFAOYSA-N 0.000 description 1
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125000004433 nitrogen atom Chemical group N* 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
150000001451 organic peroxides Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
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238000010422 painting Methods 0.000 description 1
239000011087 paperboard Substances 0.000 description 1
DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
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150000003003 phosphines Chemical class 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
150000004714 phosphonium salts Chemical class 0.000 description 1
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239000000049 pigment Substances 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
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229920001225 polyester resin Polymers 0.000 description 1
239000004645 polyester resin Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920000193 polymethacrylate Polymers 0.000 description 1
150000008442 polyphenolic compounds Chemical class 0.000 description 1
230000002028 premature Effects 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
125000006225 propoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
229940090181 propyl acetate Drugs 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
235000013772 propylene glycol Nutrition 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
150000004053 quinones Chemical class 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
239000012779 reinforcing material Substances 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
201000010153 skin papilloma Diseases 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
KJCLYACXIWMFCC-UHFFFAOYSA-M sodium;5-benzoyl-4-hydroxy-2-methoxybenzenesulfonate Chemical group [Na+].C1=C(S([O-])(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 KJCLYACXIWMFCC-UHFFFAOYSA-M 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
OUULRIDHGPHMNQ-UHFFFAOYSA-N stibane Chemical class [SbH3] OUULRIDHGPHMNQ-UHFFFAOYSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
KGKNBDYZZIBZQL-UHFFFAOYSA-N tert-butyl carboxyoxy carbonate Chemical compound CC(C)(C)OC(=O)OOC(O)=O KGKNBDYZZIBZQL-UHFFFAOYSA-N 0.000 description 1
UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
239000004753 textile Substances 0.000 description 1
229960001124 trientine Drugs 0.000 description 1
CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
QOPBTFMUVTXWFF-UHFFFAOYSA-N tripropyl phosphite Chemical compound CCCOP(OCCC)OCCC QOPBTFMUVTXWFF-UHFFFAOYSA-N 0.000 description 1
XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1
229940005605 valeric acid Drugs 0.000 description 1
150000003681 vanadium Chemical class 0.000 description 1
229910052720 vanadium Inorganic materials 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
238000004383 yellowing Methods 0.000 description 1
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
- C08F299/026—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from the reaction products of polyepoxides and unsaturated monocarboxylic acids, their anhydrides, halogenides or esters with low molecular weight
- C08F299/028—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from the reaction products of polyepoxides and unsaturated monocarboxylic acids, their anhydrides, halogenides or esters with low molecular weight photopolymerisable compositions
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S522/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S522/909—Solventless ink

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Paints Or Removers (AREA)
Epoxy Resins (AREA)

CH972876A 1975-07-30 1976-07-29 CH625257A5 (da)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE2534012A DE2534012C3 (de)	1975-07-30	1975-07-30	Verfahren zur Herstellung von Bindemitteln

Publications (1)

Publication Number	Publication Date
CH625257A5 true CH625257A5 (da)	1981-09-15

Family

ID=5952811

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH972876A CH625257A5 (da)	1975-07-30	1976-07-29

Country Status (16)

Country	Link
US (1)	US4081492A (da)
JP (1)	JPS5942704B2 (da)
AT (1)	AT350275B (da)
BE (1)	BE844585A (da)
BR (1)	BR7604986A (da)
CA (1)	CA1092285A (da)
CH (1)	CH625257A5 (da)
DE (1)	DE2534012C3 (da)
DK (1)	DK342576A (da)
ES (1)	ES450265A1 (da)
FR (1)	FR2319690A1 (da)
GB (1)	GB1492919A (da)
IT (1)	IT1062641B (da)
NL (1)	NL180114C (da)
SE (1)	SE421706B (da)
SU (1)	SU679150A3 (da)

Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AT343769B (de) *	1976-11-08	1978-06-12	Vianova Kunstharz Ag	Verfahren zur herstellung von bindemitteln fur die elektrotauchlackierung
DE2727417A1 (de) *	1977-06-18	1979-01-04	Bayer Ag	Verfahren zur herstellung von bindemitteln
DE2800356A1 (de) *	1978-01-05	1979-07-12	Bayer Ag	Photopolymerisierbare bindemittel
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1975
- 1975-07-30 DE DE2534012A patent/DE2534012C3/de not_active Expired
1976
- 1976-07-22 US US05/707,875 patent/US4081492A/en not_active Expired - Lifetime
- 1976-07-26 GB GB31025/76A patent/GB1492919A/en not_active Expired
- 1976-07-27 JP JP51088757A patent/JPS5942704B2/ja not_active Expired
- 1976-07-28 IT IT50639/76A patent/IT1062641B/it active
- 1976-07-28 SU SU762386903A patent/SU679150A3/ru active
- 1976-07-28 BE BE169297A patent/BE844585A/xx not_active IP Right Cessation
- 1976-07-28 AT AT554776A patent/AT350275B/de active
- 1976-07-28 CA CA258,017A patent/CA1092285A/en not_active Expired
- 1976-07-29 SE SE7608557A patent/SE421706B/xx not_active IP Right Cessation
- 1976-07-29 NL NLAANVRAGE7608441,A patent/NL180114C/xx not_active IP Right Cessation
- 1976-07-29 ES ES450265A patent/ES450265A1/es not_active Expired
- 1976-07-29 CH CH972876A patent/CH625257A5/de not_active IP Right Cessation
- 1976-07-29 DK DK342576A patent/DK342576A/da not_active Application Discontinuation
- 1976-07-30 BR BR7604986A patent/BR7604986A/pt unknown
- 1976-07-30 FR FR7623444A patent/FR2319690A1/fr active Granted

Also Published As

Publication number	Publication date
DE2534012B2 (de)	1980-07-31
SE7608557L (sv)	1977-02-01
NL180114C (nl)	1987-01-02
BR7604986A (pt)	1977-08-09
NL7608441A (nl)	1977-02-01
FR2319690B1 (da)	1980-05-23
AT350275B (de)	1979-05-25
NL180114B (nl)	1986-08-01
DE2534012C3 (de)	1981-05-14
DE2534012A1 (de)	1977-02-17
BE844585A (fr)	1977-01-28
FR2319690A1 (fr)	1977-02-25
SE421706B (sv)	1982-01-25
ATA554776A (de)	1978-10-15
CA1092285A (en)	1980-12-23
ES450265A1 (es)	1977-11-16
US4081492A (en)	1978-03-28
JPS5942704B2 (ja)	1984-10-17
IT1062641B (it)	1984-10-20
GB1492919A (en)	1977-11-23
JPS5217515A (en)	1977-02-09
DK342576A (da)	1977-01-31
SU679150A3 (ru)	1979-08-05

Publication	Publication Date	Title
CH625257A5 (da)	1981-09-15
EP0012339B1 (de)	1983-03-09	Strahlungshärtbare wässrige Bindemitteldispersionen, Verfahren zu deren Herstellung sowie deren Verwendung
DE2429527C2 (de)	1982-05-19	Verfahren zur Herstellung lufttrocknender Bindemittel
DE2512642C3 (de)	1978-07-13	Durch aktinische Strahlung härtbare Masse
EP0038300B1 (de)	1986-01-22	Polymerisierbare Zusammensetzung und (Meth)acrylsäureester
EP0582909A1 (de)	1994-02-16	Radikalisch härtbare Kompositionen und ihre Verwendung
DE2533125C2 (de)	1983-12-01	Hochreaktive Lackbindemittel
EP0006173B1 (de)	1980-11-12	Arylglyoxyloyloxyalkylacrylate, ihre Herstellung und Verwendung in photopolymerisierbaren Bindemitteln
DE2727417A1 (de)	1979-01-04	Verfahren zur herstellung von bindemitteln
EP0636153B1 (de)	1996-09-25	Additionsprodukte, strahlenhärtbare überzugsmassen auf basis der additionsprodukte sowie deren verwendung zur holzbeschichtung und zur papierbeschichtung
EP0624610B1 (de)	1999-09-22	Strahlungshärtbare, wässrige Dispersion
JPS6028288B2 (ja)	1985-07-04	硬化用組成物
DE2263459B2 (de)	1978-03-09	Verfahren zum Herstellen von undurchsichtigen Überzügen oder Beschichtungen mit hohem Deckvermögen durch Strahlungshärtung von Kunstharzmassen und Überzugsmittel zur Durchführung des Verfahrens
DE4410014A1 (de)	1994-09-29	Härtungszusammensetzung und Verfahren zum Imprägnieren von Holz
DE2647890A1 (de)	1977-05-05	Haertbare ueberzugszusammensetzung
DE2713797C3 (de)	1982-04-01	Photopolymerisierbare Überzugsmittel
DE2411637B2 (de)	1978-11-16	Durch Elektronenstrahlen härtbare, zur Beschichtung von Holz und holzähnlichen Werkstoffen geeignete Überzugsmassen
DE19600136A1 (de)	1997-07-10	Schrumpfarm härtbare Beschichtungsmittel mit guter Haftung auf Metallsubstraten
JPS5829824B2 (ja)	1983-06-24	紫外線硬化塗料用樹脂組成物
EP0865468B1 (de)	2003-03-26	Strahlenhärtbare überzugsmasse sowie deren verwendung zur beschichtung
DE2020419B2 (de)	1977-06-30	Acrylmonomere und verfahren zu ihrer herstellung
EP0003483A2 (de)	1979-08-22	Photopolymerisierbare Bindemittel mit eingebautem Photoinitiator und eingebautem Beschleuniger und deren Verwendung in UV-härtenden Überzugmassen
WO2001027207A1 (de)	2001-04-19	Verfahren zur herstellung von beschichtungen durch uv-härtung
DE2636428A1 (de)	1978-02-16	Haertbare ueberzugsmasse
DE2345507A1 (de)	1975-03-20	Lichthaertende ueberzugsmittel

Legal Events

Date	Code	Title	Description
1987-03-31	PL	Patent ceased
2024-10-31	PL	Patent ceased