SE429231B - Monomerer och anvendning av dessa - Google Patents
Monomerer och anvendning av dessaInfo
- Publication number
- SE429231B SE429231B SE7908730A SE7908730A SE429231B SE 429231 B SE429231 B SE 429231B SE 7908730 A SE7908730 A SE 7908730A SE 7908730 A SE7908730 A SE 7908730A SE 429231 B SE429231 B SE 429231B
- Authority
- SE
- Sweden
- Prior art keywords
- monomer
- acid
- compositions
- formula
- weight
- Prior art date
Links
- 239000000178 monomer Substances 0.000 title claims abstract description 291
- 239000000203 mixture Substances 0.000 claims abstract description 222
- 229920000642 polymer Polymers 0.000 claims abstract description 109
- 238000000576 coating method Methods 0.000 claims abstract description 92
- 239000011248 coating agent Substances 0.000 claims abstract description 37
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- -1 methyl-substituted ethylene group Chemical group 0.000 claims description 79
- 238000001035 drying Methods 0.000 claims description 62
- 229920000180 alkyd Polymers 0.000 claims description 55
- 229920002554 vinyl polymer Polymers 0.000 claims description 50
- 239000000463 material Substances 0.000 claims description 45
- 239000002253 acid Substances 0.000 claims description 44
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 41
- 239000002274 desiccant Substances 0.000 claims description 30
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 25
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- 239000005056 polyisocyanate Substances 0.000 claims description 23
- 229920001228 polyisocyanate Polymers 0.000 claims description 23
- 239000003381 stabilizer Substances 0.000 claims description 22
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 17
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 17
- 229910052760 oxygen Inorganic materials 0.000 claims description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
- 239000001301 oxygen Substances 0.000 claims description 15
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 13
- 229920006395 saturated elastomer Polymers 0.000 claims description 13
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 12
- 239000004814 polyurethane Substances 0.000 claims description 10
- 229920002635 polyurethane Polymers 0.000 claims description 10
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 239000001530 fumaric acid Substances 0.000 claims description 7
- 239000011976 maleic acid Substances 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 238000005470 impregnation Methods 0.000 claims description 6
- 238000005304 joining Methods 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- 239000005977 Ethylene Substances 0.000 claims description 4
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 4
- 239000003607 modifier Substances 0.000 claims description 4
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 3
- 125000004809 1-methylpropylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 125000004825 2,2-dimethylpropylene group Chemical group [H]C([H])([H])C(C([H])([H])[H])(C([H])([H])[*:1])C([H])([H])[*:2] 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims description 2
- AQNSVANSEBPSMK-UHFFFAOYSA-N dicyclopentenyl methacrylate Chemical compound C12CC=CC2C2CC(OC(=O)C(=C)C)C1C2.C12C=CCC2C2CC(OC(=O)C(=C)C)C1C2 AQNSVANSEBPSMK-UHFFFAOYSA-N 0.000 claims description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- LUCXVPAZUDVVBT-UHFFFAOYSA-N methyl-[3-(2-methylphenoxy)-3-phenylpropyl]azanium;chloride Chemical compound Cl.C=1C=CC=CC=1C(CCNC)OC1=CC=CC=C1C LUCXVPAZUDVVBT-UHFFFAOYSA-N 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 claims 1
- 229920001567 vinyl ester resin Polymers 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 abstract description 54
- 229920001519 homopolymer Polymers 0.000 abstract description 14
- 238000006116 polymerization reaction Methods 0.000 abstract description 9
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 238000005266 casting Methods 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- 239000010408 film Substances 0.000 description 96
- 239000007787 solid Substances 0.000 description 96
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 78
- 239000003921 oil Substances 0.000 description 74
- 235000019198 oils Nutrition 0.000 description 73
- 239000008199 coating composition Substances 0.000 description 59
- 239000004816 latex Substances 0.000 description 51
- 229920000126 latex Polymers 0.000 description 51
- 229920005989 resin Polymers 0.000 description 50
- 239000011347 resin Substances 0.000 description 50
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 49
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 45
- 239000000243 solution Substances 0.000 description 39
- 238000012360 testing method Methods 0.000 description 38
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 33
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 32
- 239000003795 chemical substances by application Substances 0.000 description 30
- 239000011230 binding agent Substances 0.000 description 28
- 229920000728 polyester Polymers 0.000 description 28
- 239000000047 product Substances 0.000 description 28
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 27
- 239000002904 solvent Substances 0.000 description 27
- 239000012948 isocyanate Substances 0.000 description 25
- 238000002156 mixing Methods 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 150000002513 isocyanates Chemical class 0.000 description 21
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 21
- 238000002360 preparation method Methods 0.000 description 21
- 229910000831 Steel Inorganic materials 0.000 description 20
- 229910052751 metal Inorganic materials 0.000 description 20
- 239000002184 metal Substances 0.000 description 20
- 239000000049 pigment Substances 0.000 description 20
- 239000010959 steel Substances 0.000 description 20
- 239000010936 titanium Substances 0.000 description 20
- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical compound CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 19
- 235000014113 dietary fatty acids Nutrition 0.000 description 18
- 239000000194 fatty acid Substances 0.000 description 18
- 229930195729 fatty acid Natural products 0.000 description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 18
- 239000007788 liquid Substances 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 17
- 150000004665 fatty acids Chemical class 0.000 description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 15
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 15
- 150000007513 acids Chemical class 0.000 description 15
- 150000002148 esters Chemical class 0.000 description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- 229920005862 polyol Polymers 0.000 description 14
- 239000004615 ingredient Substances 0.000 description 13
- 150000002917 oxazolidines Chemical class 0.000 description 13
- 229920000570 polyether Polymers 0.000 description 13
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 12
- 239000003960 organic solvent Substances 0.000 description 12
- 150000002923 oximes Chemical class 0.000 description 12
- 150000003077 polyols Chemical class 0.000 description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 11
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 11
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 11
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 11
- 229910052782 aluminium Inorganic materials 0.000 description 11
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 229910017052 cobalt Inorganic materials 0.000 description 11
- 239000010941 cobalt Substances 0.000 description 11
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 11
- 239000001257 hydrogen Substances 0.000 description 11
- 229910052739 hydrogen Inorganic materials 0.000 description 11
- 239000003973 paint Substances 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- 229920001971 elastomer Polymers 0.000 description 10
- 239000002245 particle Substances 0.000 description 10
- 150000003254 radicals Chemical class 0.000 description 10
- 239000005060 rubber Substances 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 9
- 238000007605 air drying Methods 0.000 description 9
- 125000001931 aliphatic group Chemical group 0.000 description 9
- 150000001414 amino alcohols Chemical class 0.000 description 9
- 239000000944 linseed oil Substances 0.000 description 9
- 235000021388 linseed oil Nutrition 0.000 description 9
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
- 238000011161 development Methods 0.000 description 8
- 239000004014 plasticizer Substances 0.000 description 8
- 230000002441 reversible effect Effects 0.000 description 8
- 239000003549 soybean oil Substances 0.000 description 8
- 235000012424 soybean oil Nutrition 0.000 description 8
- 229920001169 thermoplastic Polymers 0.000 description 8
- 239000004416 thermosoftening plastic Substances 0.000 description 8
- 239000008096 xylene Substances 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 7
- 239000003377 acid catalyst Substances 0.000 description 7
- 238000009833 condensation Methods 0.000 description 7
- 230000005494 condensation Effects 0.000 description 7
- 230000009477 glass transition Effects 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 7
- 239000002023 wood Substances 0.000 description 7
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000004721 Polyphenylene oxide Substances 0.000 description 6
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
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- 238000006701 autoxidation reaction Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 6
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- 235000019438 castor oil Nutrition 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- 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 6
- 150000002334 glycols Chemical class 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 239000004922 lacquer Substances 0.000 description 6
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 6
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000002966 varnish Substances 0.000 description 6
- 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 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 5
- 229920000178 Acrylic resin Polymers 0.000 description 5
- 239000004925 Acrylic resin Substances 0.000 description 5
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- 238000004458 analytical method Methods 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- KGJMFJPRTDUZAQ-UHFFFAOYSA-N dicyclopentenyloxyethanol Chemical compound C1C2C3C(OCCO)CCC3C1C=C2 KGJMFJPRTDUZAQ-UHFFFAOYSA-N 0.000 description 5
- 125000005442 diisocyanate group Chemical group 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 5
- 238000002329 infrared spectrum Methods 0.000 description 5
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- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 4
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- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
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- 239000004386 Erythritol Substances 0.000 description 4
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- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 4
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- 238000004821 distillation Methods 0.000 description 4
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- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
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- 150000002431 hydrogen Chemical class 0.000 description 4
- 238000010348 incorporation Methods 0.000 description 4
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- 125000005609 naphthenate group Chemical group 0.000 description 4
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 229920002857 polybutadiene Polymers 0.000 description 4
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- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- DXNCZXXFRKPEPY-UHFFFAOYSA-N tridecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCC(O)=O DXNCZXXFRKPEPY-UHFFFAOYSA-N 0.000 description 1
- 229940086542 triethylamine Drugs 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- NTKBNCABAMQDIG-UHFFFAOYSA-N trimethylene glycol-monobutyl ether Natural products CCCCOCCCO NTKBNCABAMQDIG-UHFFFAOYSA-N 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- RRLMGCBZYFFRED-UHFFFAOYSA-N undecyl prop-2-enoate Chemical compound CCCCCCCCCCCOC(=O)C=C RRLMGCBZYFFRED-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000004580 weight loss Effects 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
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
- C04B26/02—Macromolecular compounds
- C04B26/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C04B26/06—Acrylates
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/48—Macromolecular compounds
- C04B41/483—Polyacrylates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
-
- 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F20/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
-
- 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
- C08F299/04—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 polyesters
- C08F299/0478—Copolymers from unsaturated polyesters and low molecular monomers characterised by the monomers used
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/04—Polymeric products of isocyanates or isothiocyanates with vinyl 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3296—Hydroxyamines being in latent form
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
- C08G18/637—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers characterised by the in situ polymerisation of the compounds having carbon-to-carbon double bonds in a reaction mixture of saturated polymers and isocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Ceramic Engineering (AREA)
- Structural Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/703,348 US4097677A (en) | 1976-07-07 | 1976-07-07 | Unsaturated esters of glycol monodicyclopentenyl ethers |
JP14284280A JPS5681529A (en) | 1976-07-07 | 1980-10-13 | Unsaturated ester of glycolmonodicyclopentenyl ether |
Publications (2)
Publication Number | Publication Date |
---|---|
SE7908730L SE7908730L (sv) | 1979-12-07 |
SE429231B true SE429231B (sv) | 1983-08-22 |
Family
ID=26474723
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE7908730A SE429231B (sv) | 1976-07-07 | 1978-06-06 | Monomerer och anvendning av dessa |
SE7806632A SE437151B (sv) | 1976-07-07 | 1978-06-06 | Monomerkompositioner samt anvendning derav |
SE7908731A SE7908731L (sv) | 1976-07-07 | 1979-10-22 | Monomerkompositioner |
SE8102296A SE443566B (sv) | 1976-07-07 | 1981-04-09 | Polymer innehallande enheter av dicyklopentadienderivat av en eteniskt omettad syra for anvendning i beleggningskompositioner |
Family Applications After (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE7806632A SE437151B (sv) | 1976-07-07 | 1978-06-06 | Monomerkompositioner samt anvendning derav |
SE7908731A SE7908731L (sv) | 1976-07-07 | 1979-10-22 | Monomerkompositioner |
SE8102296A SE443566B (sv) | 1976-07-07 | 1981-04-09 | Polymer innehallande enheter av dicyklopentadienderivat av en eteniskt omettad syra for anvendning i beleggningskompositioner |
Country Status (9)
Country | Link |
---|---|
US (1) | US4097677A (xx) |
JP (1) | JPS5681529A (xx) |
AU (2) | AU523457B2 (xx) |
BE (2) | BE869355A (xx) |
DE (2) | DE2825627A1 (xx) |
GB (2) | GB1600628A (xx) |
NL (2) | NL185341C (xx) |
SE (4) | SE429231B (xx) |
ZA (1) | ZA7803231B (xx) |
Families Citing this family (63)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4178425A (en) * | 1976-07-07 | 1979-12-11 | Rohm And Haas Company | Polyurethane coating compositions containing unsaturated esters of glycol monodicyclopentenyl ethers |
US4261872A (en) * | 1977-03-28 | 1981-04-14 | Rohm And Haas Company | Autoxidizable compositions |
US4234711A (en) * | 1978-08-09 | 1980-11-18 | Rohm And Haas Company | Anaerobic adhesive and/or sealing compositions comprising dicyclopentenyloxyethyl (meth)acrylates |
US4299761A (en) * | 1979-03-19 | 1981-11-10 | Rohm And Haas Company | Polymer concrete compositions, methods of application thereof, and polymerized products thereof |
US4284731A (en) * | 1980-03-03 | 1981-08-18 | Rohm And Haas | Polyurethane adhesive compositions containing dicyclopentenyloxyalkyl (meth) acrylate |
US4311624A (en) * | 1980-07-02 | 1982-01-19 | Rohm And Haas Company | Autoxidizable compositions |
US4400413A (en) * | 1980-08-29 | 1983-08-23 | Rohm And Haas Company | Acrylic polymer concrete compositions |
US4360540A (en) * | 1980-12-30 | 1982-11-23 | Rohm And Haas Company | Radiation curable compositions containing cyanoalkoxyalkyl and cyanothiaalkylalkyl acrylates |
US4333963A (en) * | 1980-12-30 | 1982-06-08 | Rohm And Haas Company | Radiation curable compositions containing β-cyanoethoxyalkyl acrylates |
DE3103252A1 (de) * | 1981-01-31 | 1982-08-26 | Bayer Ag, 5090 Leverkusen | Acryl- und methacrylsaeurederivate des 5.6-dihydrodicyclopentadiens, verfahren zu ihrer herstellung und verwendung als reaktivverduenner |
US4460625A (en) * | 1981-07-16 | 1984-07-17 | Rohm And Haas Company | Method of coating and impregnating concrete substrates, and products obtained thereby |
US4387190A (en) * | 1981-08-03 | 1983-06-07 | Rohm & Haas Company | Autoxidizable compositions containing low molecular weight polymers of dicyclopentenyl methacrylate or dicyclopentenyloxyalkyl methacrylate |
JPS5857483A (ja) * | 1981-09-30 | 1983-04-05 | Sekisui Chem Co Ltd | 接着方法 |
US5243069A (en) * | 1981-12-11 | 1993-09-07 | Rohm And Haas Company | Ester of Michael addition homopolymers of acrylic acid |
US4377707A (en) * | 1981-12-17 | 1983-03-22 | The Dow Chemical Company | Halogenated (meth) acrylate compounds |
DE3215932A1 (de) * | 1982-04-29 | 1983-11-03 | Bayer Ag, 5090 Leverkusen | Reaktivverduenner fuer oxidativ vernetzbare alkydharze |
US4426504A (en) | 1982-06-07 | 1984-01-17 | Battelle Development Corporation | Flexible dicyclopentenyl oxyethyl methacrylate curable compositions |
AU1982283A (en) * | 1982-11-12 | 1984-05-17 | Loctite Corporation | Conformal coating and potting system |
JPS59123571A (ja) * | 1982-12-28 | 1984-07-17 | Dainippon Toryo Co Ltd | 防食性の優れた厚膜型塗膜を形成する方法 |
US4515919A (en) * | 1983-05-09 | 1985-05-07 | Lockheed Corporation | Protective coating composition and process for aluminum and aluminum alloys |
US4591626A (en) * | 1983-10-24 | 1986-05-27 | Hitachi Chemical Company, Ltd. | Polymers of tricyclo[5.2.1.02,6 ]deca-8-yl (meth)acrylate |
US4556701A (en) * | 1984-03-30 | 1985-12-03 | Rohm And Haas Company | Impregnant compositions for porous substrates |
US4683100A (en) * | 1984-12-20 | 1987-07-28 | Rohm And Haas Company | Copolymerizable ethylenically unsaturated surfactants for latex preparation |
JPH07103325B2 (ja) * | 1987-10-13 | 1995-11-08 | 日立化成工業株式会社 | コンクリート保護材料 |
EP0315920A3 (en) * | 1987-11-10 | 1990-03-07 | Ppg Industries, Inc. | High solids coating compositions containing allylether-functional polyester-urethanes and reactive diluents, and processes for making and using the same |
JPH01301570A (ja) * | 1988-02-26 | 1989-12-05 | Hitachi Chem Co Ltd | 石綿スレートの補修方法 |
FR2634480B1 (fr) * | 1988-07-22 | 1991-03-22 | Norsolor Sa | Nouveaux derives du norbornylane et du dimethanodecahydronaphtylane |
GB8825814D0 (en) * | 1988-11-04 | 1988-12-07 | Ici Plc | Polyester polymers & aqueous dispersions thereof |
US4910080A (en) * | 1989-05-10 | 1990-03-20 | Minnesota Mining And Manufacturing Company | Impregnating composition and method of use thereof |
US5596036A (en) * | 1991-06-14 | 1997-01-21 | Sandoz Ltd. | Hardenable acrylic monomer compositions |
DE4218414C2 (de) * | 1991-06-14 | 2001-04-05 | Mbt Holding Ag Zuerich | Schnellhärtende Monomerzubereitungen und deren Verwendung |
US5712337A (en) * | 1992-06-11 | 1998-01-27 | Mbt Holding Ag | Hardenable acrylic monomer compositions |
DE4242356A1 (de) * | 1992-12-15 | 1994-06-16 | Sandoz Ag | Monomerzubereitungen für die Bauindustrie |
EP0637575B1 (en) * | 1993-08-03 | 1997-03-12 | Sartomer Company, Inc. | Polymer concrete with improved substrate adhesion |
AU1292995A (en) * | 1993-11-22 | 1995-06-13 | Angus Chemical Company | Bis-oxazolidine compounds and their use |
US5567788A (en) * | 1993-12-21 | 1996-10-22 | Rhone-Poulenc Inc. | Liquid resin-forming composition and two-package system for providing the composition |
FR2715157B1 (fr) * | 1994-01-20 | 1996-03-01 | Atochem Elf Sa | Latex acryliques susceptibles de former des films photoréticulables. |
US6451380B1 (en) | 1997-04-08 | 2002-09-17 | David Gerald Speece, Jr. | Reactive coalescents |
DE19600155A1 (de) * | 1996-01-04 | 1997-07-10 | Basf Ag | Polyfunktionelle reakitve polymere Stoffe |
US5882388A (en) * | 1996-10-16 | 1999-03-16 | Brady Usa, Inc. | Water resistant ink jet recording media topcoats |
AU743962B2 (en) | 1997-08-29 | 2002-02-14 | Rohm And Haas Company | Transesterification process |
US6406775B1 (en) | 1999-07-12 | 2002-06-18 | Brady Worldwide, Inc. | Modifiers for outdoor durable ink jet media |
WO2002020677A1 (en) * | 2000-09-05 | 2002-03-14 | John Lyndon Garnett | Radiation polymerisable compositions having accelerated cure |
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US2395452A (en) * | 1943-02-20 | 1946-02-26 | Resinous Prod & Chemical Co | Esters of hydroxydihydronorpolycyclopentadienes |
US2393609A (en) * | 1944-03-25 | 1946-01-29 | Resinous Prod & Chemical Co | Dihydronordicyclopentadienyl mono-ethers of polyhydric alcohols |
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US3282844A (en) * | 1964-12-10 | 1966-11-01 | Atlantic Refining Co | Mineral lubricating oil compositions containing poly |
US3650669A (en) * | 1969-01-28 | 1972-03-21 | Union Carbide Corp | Treatment of monomeric and polymeric systems with high intensity predominantly continuum light radiation |
US3681438A (en) * | 1970-10-26 | 1972-08-01 | Union Carbide Corp | Preparation of bicyclo (2.2.1) hept-2-en-ylmethyl acrylate |
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JPS607665B2 (ja) * | 1976-01-01 | 1985-02-26 | 日石三菱株式会社 | 硬化性被覆組成物 |
AU2286677A (en) * | 1976-03-08 | 1978-09-07 | Rohm & Haas | Diluent for polyester resin and coating and impregnating compositions |
-
0
- ZA ZA00783231A patent/ZA7803231B/xx unknown
-
1976
- 1976-07-07 US US05/703,348 patent/US4097677A/en not_active Expired - Lifetime
-
1978
- 1978-05-26 GB GB23070/78A patent/GB1600628A/en not_active Expired
- 1978-05-26 GB GB23069/78A patent/GB1598780A/en not_active Expired
- 1978-06-06 SE SE7908730A patent/SE429231B/sv not_active IP Right Cessation
- 1978-06-06 SE SE7806632A patent/SE437151B/sv not_active IP Right Cessation
- 1978-06-07 AU AU36909/78A patent/AU523457B2/en not_active Expired
- 1978-06-07 AU AU36910/78A patent/AU522355B2/en not_active Expired
- 1978-06-12 DE DE19782825627 patent/DE2825627A1/de active Granted
- 1978-06-12 DE DE2825737A patent/DE2825737C2/de not_active Expired
- 1978-06-19 NL NLAANVRAGE7806577,A patent/NL185341C/xx not_active IP Right Cessation
- 1978-06-19 NL NLAANVRAGE7806576,A patent/NL185409C/xx not_active IP Right Cessation
- 1978-07-28 BE BE189570A patent/BE869355A/xx not_active IP Right Cessation
- 1978-07-28 BE BE189571A patent/BE869356Q/xx not_active IP Right Cessation
-
1979
- 1979-10-22 SE SE7908731A patent/SE7908731L/xx not_active Application Discontinuation
-
1980
- 1980-10-13 JP JP14284280A patent/JPS5681529A/ja active Granted
-
1981
- 1981-04-09 SE SE8102296A patent/SE443566B/sv unknown
Also Published As
Publication number | Publication date |
---|---|
AU523457B2 (en) | 1982-07-29 |
AU3690978A (en) | 1979-12-13 |
US4097677A (en) | 1978-06-27 |
SE7908731L (sv) | 1979-12-07 |
ZA7803231B (en) | |
JPS6143337B2 (xx) | 1986-09-26 |
DE2825627A1 (de) | 1979-12-20 |
NL185409C (nl) | 1990-04-02 |
GB1600628A (en) | 1981-10-21 |
GB1598780A (en) | 1981-09-23 |
NL7806577A (nl) | 1979-12-21 |
SE437151B (sv) | 1985-02-11 |
AU522355B2 (en) | 1982-06-03 |
BE869355A (fr) | 1979-01-29 |
SE7806632L (sv) | 1979-12-07 |
SE7908730L (sv) | 1979-12-07 |
NL7806576A (nl) | 1979-12-21 |
BE869356Q (fr) | 1979-01-29 |
JPS5681529A (en) | 1981-07-03 |
DE2825737C2 (de) | 1986-12-04 |
AU3691078A (en) | 1979-12-13 |
SE8102296L (sv) | 1981-04-09 |
DE2825737A1 (de) | 1979-12-20 |
NL185341C (nl) | 1990-03-16 |
SE443566B (sv) | 1986-03-03 |
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