CN116724085A - Aqueous resin composition, aqueous paint and article coated with the aqueous paint - Google Patents
Aqueous resin composition, aqueous paint and article coated with the aqueous paint Download PDFInfo
- Publication number
- CN116724085A CN116724085A CN202280011576.0A CN202280011576A CN116724085A CN 116724085 A CN116724085 A CN 116724085A CN 202280011576 A CN202280011576 A CN 202280011576A CN 116724085 A CN116724085 A CN 116724085A
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- CN
- China
- Prior art keywords
- polypropylene
- aqueous
- resin composition
- meth
- acrylate
- 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.)
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- 239000011342 resin composition Substances 0.000 title claims abstract description 55
- 239000003973 paint Substances 0.000 title description 18
- -1 polypropylene Polymers 0.000 claims abstract description 62
- 239000000203 mixture Substances 0.000 claims abstract description 38
- 239000004743 Polypropylene Substances 0.000 claims abstract description 34
- 229920001155 polypropylene Polymers 0.000 claims abstract description 33
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 30
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Polymers C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000000178 monomer Substances 0.000 claims abstract description 29
- 239000012736 aqueous medium Substances 0.000 claims abstract description 11
- 239000002253 acid Substances 0.000 claims abstract description 10
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 5
- 229920001519 homopolymer Polymers 0.000 claims abstract description 5
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 239000008199 coating composition Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 abstract description 31
- 239000011248 coating agent Substances 0.000 abstract description 28
- 239000000758 substrate Substances 0.000 abstract description 25
- 238000003860 storage Methods 0.000 abstract description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 49
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 32
- 239000000243 solution Substances 0.000 description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 27
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 26
- 239000006185 dispersion Substances 0.000 description 23
- 239000004793 Polystyrene Substances 0.000 description 17
- 229920002223 polystyrene Polymers 0.000 description 17
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 12
- 239000012298 atmosphere Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000011261 inert gas Substances 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- 238000011156 evaluation Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- IAXXETNIOYFMLW-GYSYKLTISA-N [(1r,3r,4r)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@@]2(C)[C@H](OC(=O)C(=C)C)C[C@@H]1C2(C)C IAXXETNIOYFMLW-GYSYKLTISA-N 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 239000001294 propane Substances 0.000 description 5
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 4
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 239000004677 Nylon Substances 0.000 description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 description 4
- 150000007514 bases Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- 229920005629 polypropylene homopolymer Polymers 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- 102100026735 Coagulation factor VIII Human genes 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 3
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 3
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000012855 volatile organic compound Substances 0.000 description 3
- 239000004562 water dispersible granule Substances 0.000 description 3
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-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
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-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
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-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
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000002704 decyl group Chemical group [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])* 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000001400 nonyl 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])[H] 0.000 description 2
- 125000000913 palmityl 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])[H] 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 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
- 125000002889 tridecyl 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])[H] 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PVCVRLMCLUQGBT-UHFFFAOYSA-N (1-tert-butylcyclohexyl) (1-tert-butylcyclohexyl)oxycarbonyloxy carbonate Chemical compound C1CCCCC1(C(C)(C)C)OC(=O)OOC(=O)OC1(C(C)(C)C)CCCCC1 PVCVRLMCLUQGBT-UHFFFAOYSA-N 0.000 description 1
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- FVQMJJQUGGVLEP-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOOC(C)(C)C FVQMJJQUGGVLEP-UHFFFAOYSA-N 0.000 description 1
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- MYOQALXKVOJACM-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy pentaneperoxoate Chemical compound CCCCC(=O)OOOC(C)(C)C MYOQALXKVOJACM-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- LEEANUDEDHYDTG-UHFFFAOYSA-N 1,2-dimethoxypropane Chemical compound COCC(C)OC LEEANUDEDHYDTG-UHFFFAOYSA-N 0.000 description 1
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- NQUXRXBRYDZZDL-UHFFFAOYSA-N 1-(2-prop-2-enoyloxyethyl)cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1(CCOC(=O)C=C)C(O)=O NQUXRXBRYDZZDL-UHFFFAOYSA-N 0.000 description 1
- OSNILPMOSNGHLC-UHFFFAOYSA-N 1-[4-methoxy-3-(piperidin-1-ylmethyl)phenyl]ethanone Chemical compound COC1=CC=C(C(C)=O)C=C1CN1CCCCC1 OSNILPMOSNGHLC-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-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
- CWJHMZONBMHMEI-UHFFFAOYSA-N 1-tert-butylperoxy-3-propan-2-ylbenzene Chemical class CC(C)C1=CC=CC(OOC(C)(C)C)=C1 CWJHMZONBMHMEI-UHFFFAOYSA-N 0.000 description 1
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical class CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 1
- JGBAASVQPMTVHO-UHFFFAOYSA-N 2,5-dihydroperoxy-2,5-dimethylhexane Chemical compound OOC(C)(C)CCC(C)(C)OO JGBAASVQPMTVHO-UHFFFAOYSA-N 0.000 description 1
- AOFFRVQVWKIQEV-UHFFFAOYSA-N 2-(2-hydroxy-4-prop-2-enoyloxybutoxy)carbonylbenzoic acid Chemical compound C=CC(=O)OCCC(O)COC(=O)C1=CC=CC=C1C(O)=O AOFFRVQVWKIQEV-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical class C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- HRWADRITRNUCIY-UHFFFAOYSA-N 2-(2-propan-2-yloxyethoxy)ethanol Chemical compound CC(C)OCCOCCO HRWADRITRNUCIY-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- BRQMAAFGEXNUOL-UHFFFAOYSA-N 2-ethylhexyl (2-methylpropan-2-yl)oxy carbonate Chemical compound CCCCC(CC)COC(=O)OOC(C)(C)C BRQMAAFGEXNUOL-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- IFXDUNDBQDXPQZ-UHFFFAOYSA-N 2-methylbutan-2-yl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)CC IFXDUNDBQDXPQZ-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
- BIISIZOQPWZPPS-UHFFFAOYSA-N 2-tert-butylperoxypropan-2-ylbenzene Chemical class CC(C)(C)OOC(C)(C)C1=CC=CC=C1 BIISIZOQPWZPPS-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-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
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- 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
- LDMRLRNXHLPZJN-UHFFFAOYSA-N 3-propoxypropan-1-ol Chemical compound CCCOCCCO LDMRLRNXHLPZJN-UHFFFAOYSA-N 0.000 description 1
- KBQVDAIIQCXKPI-UHFFFAOYSA-N 3-trimethoxysilylpropyl prop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C=C KBQVDAIIQCXKPI-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- UZDMJPAQQFSMMV-UHFFFAOYSA-N 4-oxo-4-(2-prop-2-enoyloxyethoxy)butanoic acid Chemical compound OC(=O)CCC(=O)OCCOC(=O)C=C UZDMJPAQQFSMMV-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical class C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
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- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
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- 229920002292 Nylon 6 Polymers 0.000 description 1
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- 239000002202 Polyethylene glycol Substances 0.000 description 1
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- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
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- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
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- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- ZLFVRXUOSPRRKQ-UHFFFAOYSA-N chembl2138372 Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ZLFVRXUOSPRRKQ-UHFFFAOYSA-N 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
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- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- XJOBOFWTZOKMOH-UHFFFAOYSA-N decanoyl decaneperoxoate Chemical compound CCCCCCCCCC(=O)OOC(=O)CCCCCCCCC XJOBOFWTZOKMOH-UHFFFAOYSA-N 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical class CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012933 diacyl peroxide Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
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- 229940028356 diethylene glycol monobutyl 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
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
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- 238000007865 diluting Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000007788 liquid Substances 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 150000004978 peroxycarbonates Chemical class 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- GHJOIQFPDMIKHT-UHFFFAOYSA-N propane-1,2,3-triol;prop-2-enoic acid Chemical compound OC(=O)C=C.OCC(O)CO GHJOIQFPDMIKHT-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- WYKYCHHWIJXDAO-UHFFFAOYSA-N tert-butyl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)C WYKYCHHWIJXDAO-UHFFFAOYSA-N 0.000 description 1
- GSECCTDWEGTEBD-UHFFFAOYSA-N tert-butylperoxycyclohexane Chemical compound CC(C)(C)OOC1CCCCC1 GSECCTDWEGTEBD-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- KEROTHRUZYBWCY-UHFFFAOYSA-N tridecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C(C)=C KEROTHRUZYBWCY-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 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
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
-
- 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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paints Or Removers (AREA)
Abstract
The present invention provides an aqueous resin composition comprising a polypropylene-modified acrylic resin and an aqueous medium, wherein the polypropylene-modified acrylic resin is a reaction product of a polypropylene (A) and an unsaturated monomer mixture (B), the polypropylene (A) is a homopolymer, the unsaturated monomer mixture (B) comprises an unsaturated monomer (B1) having a carboxyl group, and the acid value of the polypropylene-modified acrylic resin is 20 to 80mgKOH/g. The aqueous resin composition is excellent in storage stability and can give coating films excellent in adhesion to various substrates, and therefore can be suitably used for various coatings.
Description
Technical Field
The present invention relates to an aqueous resin composition, an aqueous coating material, and an article coated with the aqueous coating material.
Background
Acrylic resins have been widely used in applications such as paints, inks, adhesives, and synthetic leather because of their excellent weather resistance, flexibility, strength, and adhesion. In particular, in the field of automobiles, household electrical appliances, building materials, and the like, acrylic resins matching with the respective required performances have been developed as base resins for coating materials for various substrates (for example, metals, wood, papers, and plastics).
On the other hand, as plastic molded articles, plastic molded articles made of an olefin resin such as polyethylene or polypropylene are widely used because of their light weight and ease of molding. However, since polyethylene and polypropylene have very low polarity, they have a problem that they cannot exhibit sufficient adhesion when they are acrylic resins.
In recent years, with the stricter environmental restrictions, reduction of volatile organic compounds, so-called "VOCs", discharged in a coating process has been strongly demanded. As a result, conventionally used solvent-based paints using an organic solvent as a solvent have become difficult to use, and the trend to replace the paint with a low VOC aqueous paint is remarkable worldwide.
For the purpose of adhesion to the polyethylene and polypropylene base materials, there has been proposed a resin composition obtained by further acrylic acid-modifying a polyolefin obtained from a propylene-ethylene and/or butene copolymer (for example, refer to patent document 1). Although the coating film using the resin composition has improved adhesion to an olefin substrate, there is a problem that adhesion to other plastics such as polycarbonate used in electronic devices and the like is low.
Prior art literature
Patent literature
Patent document 1: japanese patent laid-open No. 2004-307849
Disclosure of Invention
Problems to be solved by the invention
The present invention aims to provide an aqueous resin composition, a paint and an article coated with the paint, wherein the aqueous resin composition has excellent storage stability and can obtain coating films with excellent adhesiveness to various substrates.
Means for solving the problems
The present inventors have made intensive studies to solve the above problems, and as a result, have found that an aqueous resin composition containing a polypropylene-modified acrylic resin, which is a reaction product of a specific polypropylene and an unsaturated monomer mixture, and an aqueous medium is excellent in storage stability, and a coating film excellent in adhesion to various substrates can be obtained, and have completed the present invention.
Specifically, the present invention relates to an aqueous resin composition comprising a polypropylene-modified acrylic resin and an aqueous medium, wherein the polypropylene-modified acrylic resin is a reaction product of a polypropylene (A) and an unsaturated monomer mixture (B), the polypropylene is a homopolymer, and the acid value of the polypropylene-modified acrylic resin is 20 to 80mgKOH/g.
Effects of the invention
The aqueous resin composition of the present invention is excellent in storage stability and can give a coating film excellent in adhesion to various substrates, and therefore can be suitably used for housings of electronic devices such as mobile phones, smart phones, tablet terminals, personal computers, digital cameras, and game machines; housings for home appliances such as televisions, refrigerators, washing machines, and air conditioners; the paint is used for coating various articles such as automobile bumpers, automobile and various interior materials of railway vehicles.
Detailed Description
The aqueous resin composition of the present invention is an aqueous resin composition comprising a polypropylene-modified acrylic resin and an aqueous medium, wherein the polypropylene-modified acrylic resin is a reaction product of a polypropylene (A) and an unsaturated monomer mixture (B), the polypropylene is a homopolymer, and the acid value of the polypropylene-modified acrylic resin is 20 to 80mgKOH/g.
First, the polypropylene (a) will be described. The polypropylene (a) is a homopolymer, and thus a coating film excellent in adhesion to various substrates can be obtained. The polypropylene (a) may be used alone or in combination of 2 or more.
The weight average molecular weight of the polypropylene (a) is preferably 15,000 ～ 200,000, more preferably 20,000 ～ 80,000, from the viewpoint of further improvement in the substrate adhesion.
Further, the melting point of the propylene (a) is preferably 40 to 120 ℃, more preferably 40 to 90 ℃, from the viewpoint of further improving the adhesion to the substrate.
Next, the unsaturated monomer mixture (B) will be described. The unsaturated monomer mixture (B) contains an unsaturated monomer (B1) having a carboxyl group as an essential component.
Examples of the unsaturated monomer (b 1) having a carboxyl group include unsaturated monocarboxylic acids such as (meth) acrylic acid, crotonic acid, β -carboxyethyl (meth) acrylate, ω -carboxy-polycaprolactone mono (meth) acrylate, 2- (meth) acryloyloxyethyl succinate, and 2- (meth) acryloyloxyethyl hexahydrophthalic acid; unsaturated dicarboxylic acids such as maleic acid, fumaric acid and itaconic acid, half esters of these unsaturated dicarboxylic acids, and the like. Among these, (meth) acrylic acid is preferable in terms of further excellent dispersibility in water. These unsaturated monomers (b 1) may be used alone or in combination of 2 or more.
In the present invention, "(meth) acrylic acid" means one or both of methacrylic acid and acrylic acid, "(meth) acrylic acid ester" means one or both of methacrylic acid ester and acrylic acid ester, and "(meth) acryl" means one or both of methacryl and acryl.
The unsaturated monomer mixture (B) contains the unsaturated monomer (B1) as an essential component, and examples of the other unsaturated monomer (B2) include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, n-pentyl (meth) acrylate, n-hexyl (meth) acrylate, n-heptyl (meth) acrylate, n-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, tridecyl (meth) acrylate, cetyl (meth) acrylate, cyclohexyl (meth) acrylate, 4-tert-butylcyclohexyl (meth) acrylate, isobornyl (meth) acrylate, dicyclohexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxy-butyl (meth) acrylate, n-hydroxy-butyl (meth) acrylate, 2-hydroxy-n-butyl (meth) acrylate, 2-hydroxy-1, 3-hydroxy-n-butyl (meth) acrylate, 1-hydroxy-1-hydroxy-n-butyl (meth) acrylate, and (meth) acrylate Glycerol mono (meth) acrylate, polyoxyethylene mono (meth) acrylate, polyoxypropylene mono (meth) acrylate, polyoxybutylene mono (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 2- (meth) acryloyloxyethyl-2-hydroxyethyl phthalate, polycaprolactone-modified hydroxyethyl mono (meth) acrylate, acrylamide, N-dimethyl (meth) acrylamide, (meth) acrylonitrile, 3- (meth) acryloyloxypropyl trimethoxysilane, N-dimethylaminoethyl (meth) acrylate, 2- (meth) acryloyloxyethyl acid phosphate, glycidyl (meth) acrylate, vinyl acetate, styrene, α -methylstyrene, p-methoxystyrene, ethylene glycol diacrylate, and the like. These unsaturated monomers (b 2) may be used alone or in combination of 2 or more.
The unsaturated monomer (B1) in the unsaturated monomer mixture (B) is preferably 2 to 40% by mass, more preferably 5 to 20% by mass, from the viewpoint of further improvement in water dispersibility and storage stability.
The unsaturated monomer (B2) in the unsaturated monomer mixture (B) is the remainder of the unsaturated monomer (B1) from which the use ratio is removed from 100% by mass, and more preferably contains 5% by mass or more of an alkyl (meth) acrylate having an alkyl group having 6 to 12 carbon atoms, such as n-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, tridecyl (meth) acrylate, cetyl (meth) acrylate, cyclohexyl (meth) acrylate, 4-t-butylcyclohexyl (meth) acrylate, isobornyl (meth) acrylate, and the like, from the viewpoint of further improving the substrate adhesion; at least 1 or more of styrene compounds such as styrene, α -methylstyrene, p-methylstyrene and p-methoxystyrene.
The polypropylene-modified acrylic resin is preferably a reaction product obtained by polymerizing the unsaturated monomer mixture (B) in the presence of the polypropylene (a).
As a method for obtaining the polypropylene-modified acrylic resin, a method of radical-polymerizing the unsaturated monomer mixture (B) in the presence of the polypropylene (A) and a solvent is preferred, since it is simple and convenient.
The radical polymerization method is a method in which each monomer as a raw material is dissolved in a solvent and polymerized in the presence of a polymerization initiator. Examples of the solvent that can be used at this time include aromatic hydrocarbon compounds such as toluene and xylene; alicyclic hydrocarbon compounds such as cyclohexane, methylcyclohexane and ethylcyclohexane; ketone compounds such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone; ester compounds such as ethyl acetate, n-butyl acetate, isobutyl acetate, propylene glycol monomethyl ether acetate, and the like; alcohol compounds such as n-butanol, isopropanol, and cyclohexanol; glycol compounds such as ethylene glycol monobutyl ether, propylene glycol monomethyl ether, diethylene glycol dimethyl ether, and the like; and aliphatic hydrocarbon compounds such as heptane, hexane, octane, and mineral pitch oil. Among these, a water-miscible organic solvent is preferably used, since it can be used as it is as an aqueous medium contained in the aqueous resin composition of the present invention. These solvents may be used alone or in combination of 2 or more.
Examples of the polymerization initiator include ketone peroxide compounds such as cyclohexanone peroxide, 3, 5-trimethylcyclohexanone peroxide, and methylcyclohexanone peroxide; 1, 1-bis (t-butylperoxy) -3, 5-trimethylcyclohexane, 1-bis (t-butylperoxy) cyclohexane, n-butyl-4, 4-bis (t-butylperoxy) valerate, 2-bis (4, 4-di-t-butylperoxy cyclohexyl) propane peroxyketal compounds such as 2, 2-bis (4, 4-di-t-amyl peroxycyclohexyl) propane, 2-bis (4, 4-di-t-hexyl peroxycyclohexyl) propane, 2-bis (4, 4-di-t-octyl peroxycyclohexyl) propane, and 2, 2-bis (4, 4-dicumyl peroxycyclohexyl) propane; hydroperoxide compounds such as cumene hydroperoxide and 2, 5-dimethylhexane-2, 5-dihydroperoxide; dialkyl peroxide compounds such as 1, 3-bis (t-butylperoxy-m-isopropyl) benzene, 2, 5-dimethyl-2, 5-di (t-butylperoxy) hexane, diisopropylbenzene peroxide, t-butylcumyl peroxide, and di-t-butylperoxide; diacyl peroxide compounds such as decanoyl peroxide, lauroyl peroxide, benzoyl peroxide, and 2, 4-dichlorobenzoyl peroxide; peroxycarbonate compounds such as bis (t-butylcyclohexyl) peroxydicarbonate and t-butyl peroxy-2-ethylhexyl monocarbonate; organic peroxides such as t-butyl peroxy-2-ethylhexanoate, t-amyl peroxy-2-ethylhexanoate, t-butyl peroxybenzoate, peroxy ester compounds such as 2, 5-dimethyl-2, 5-di (benzoyl peroxide) hexane, and azo compounds such as 2,2' -azobisisobutyronitrile, 2' -azobis (2-methyl) butyronitrile, 1' -azobis (cyclohexane-1-carbonitrile).
In addition, from the viewpoint of further improving the substrate adhesion of the obtained coating film, the mass ratio (A/B) of the polypropylene (A) to the unsaturated monomer mixture (B) is preferably 10/90 to 70/40, more preferably 20/80 to 50/50.
The acid value of the polypropylene-modified acrylic resin is preferably in the range of 20 to 80mgKOH/g, more preferably in the range of 25 to 65mgKOH/g, from the viewpoint of further improving the storage stability of the aqueous resin composition and the substrate adhesion of the obtained coating film.
The acid value of the resin of the present invention is a calculated value obtained from the raw material composition.
The weight average molecular weight of the polypropylene-modified acrylic resin is preferably 7,000 ～ 150,000, more preferably 10,000 ～ 60,000, from the viewpoint of further improvement in the substrate adhesion of the obtained coating film.
The polypropylene-modified acrylic resin preferably has a molecular weight dispersity (weight average molecular weight/number average molecular weight) of 5 to 20, from the viewpoint of further improving the substrate adhesion of the obtained coating film.
The average molecular weight of the present invention is a value obtained by measuring the average molecular weight by gel permeation chromatography (hereinafter abbreviated as "GPC") and converting the average molecular weight into polystyrene.
Examples of the aqueous medium include water, a hydrophilic organic solvent, and a mixture of these. Among these, the hydrophilic organic solvent is preferably a water-miscible organic solvent which is not mixed with water, and among these, an organic solvent having a solubility in water (in grams of the organic solvent dissolved in 100g of water) of 3g or more at 25 ℃ is preferable. Examples of the water-miscible organic solvents include alcohol solvents such as methanol, ethanol, propanol, butanol, 3-methoxybutanol, and 3-methyl-3-methoxybutanol; ketone solvents such as acetone and methyl ethyl ketone; glycol ether solvents such as ethylene glycol monomethyl ether, ethylene glycol dimethyl ether, ethylene glycol monoethyl ether, ethylene glycol diethyl ether, ethylene glycol monopropyl ether, ethylene glycol monoisopropyl ether, monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, triethylene glycol dimethyl ether, propylene glycol monomethyl ether, propylene glycol dimethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol dimethyl ether, and the like. These water-miscible organic solvents may be used alone or in combination of 2 or more.
The aqueous resin composition of the present invention contains a polypropylene-modified acrylic resin and an aqueous medium, and is preferably a polypropylene-modified acrylic resin obtained by the above method, and is more preferably a dispersion, which is obtained by dissolving or dispersing the polypropylene-modified acrylic resin in the aqueous medium.
As a method of dissolving or dispersing the polypropylene-modified acrylic resin in the aqueous medium, a method of mixing a substance obtained by neutralizing an acid group of the polypropylene-modified acrylic resin with a basic compound with the aqueous medium is preferable.
Examples of the basic compound include organic amines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, butylamine, dibutylamine, tributylamine, monoalkanolamine such as N, N-dimethylethanolamine and 2-aminoethanol, diethanolamine, diisopropanolamine and dibutylamine; inorganic basic compounds such as ammonia, sodium hydroxide, and potassium hydroxide; quaternary ammonium hydroxides such as tetramethylammonium hydroxide, tetra-n-butylammonium hydroxide and trimethylbenzyl ammonium hydroxide. Among these, organic amines and ammonia (ammonia water may also be used) are preferably used. These basic compounds may be used alone or in combination of 2 or more.
The amount of the alkali compound used is preferably an amount such that the neutralization rate of the carboxyl groups contained in the polypropylene-modified acrylic resin is in the range of 50 to 100%, in terms of further improvement in the storage stability of the aqueous resin composition.
The coating composition of the present invention contains the aqueous resin composition of the present invention, and as other compounds, additives such as an antifoaming agent, a viscosity modifier, a light stabilizer, a weather stabilizer, a heat stabilizer, an ultraviolet absorber, an antioxidant, a leveling agent, and a pigment dispersant can be used. In addition, pigments such as titanium oxide, calcium carbonate, aluminum powder, copper powder, mica powder, iron oxide, carbon black, phthalocyanine blue, toluidine red, perylene, quinacridone, and benzidine yellow can also be used.
Examples of the coating method of the present invention include a method such as a sprayer, an applicator, a bar coater, a gravure coater, a roll coater, a comma coater, a knife coater, an air knife coater, a curtain coater, a kiss coater, a spray coater, a wheel coater, a spin coater, dipping, and screen printing. Further, as a method for forming a coating film after coating, a method of drying at a temperature ranging from room temperature to 120 ℃ is mentioned.
The coating material of the present invention has high adhesion to a plastic substrate, and therefore can be suitably used as a coating material for coating various plastic molded articles, and examples of the plastic molded articles to which the coating material of the present invention can be applied include housings of electronic devices such as cellular phones, smart phones, tablet terminals, personal computers, digital cameras, and game machines; housings for home appliances such as televisions, refrigerators, washing machines, and air conditioners; and interior materials for various vehicles such as automobile bumpers, automobiles and railway vehicles.
Examples
Hereinafter, the present invention will be described in more detail with reference to specific examples.
[ GPC measurement conditions ]
Measurement device: high-speed GPC apparatus (HLC-8220 GPC, manufactured by Tosoh Co., ltd.)
Column: the following columns manufactured by Tosoh corporation were connected in series and used.
"TSKgel G5000" (7.8 mmI.D..times.30 cm). Times.1 root
"TSKgel G4000" (7.8 mmI.D..times.30 cm). Times.1 root
"TSKgel G3000" (7.8 mmI.D..times.30 cm). Times.1 root
"TSKgel G2000" (7.8 mmI.D..times.30 cm). Times.1 root
A detector: RI (differential refractometer)
Column temperature: 40 DEG C
Eluent: tetrahydrofuran (THF)
Flow rate: 1.0 mL/min
Injection amount: 100. Mu.L (tetrahydrofuran solution with sample concentration of 4 mg/mL)
Standard sample: the standard curve was prepared using monodisperse polystyrene as described below.
(monodisperse polystyrene)
TSKgel Standard polystyrene A-500 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene A-1000 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene A-2500 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene A-5000 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-1 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-2 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-4 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-10 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-20 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-40 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-80 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-128 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-288 manufactured by Tosoh Co., ltd "
TSKgel Standard polystyrene F-550 manufactured by Tosoh Co., ltd "
The abbreviations of the unsaturated monomers and the polymerization initiators used hereinafter are respectively as follows.
MMA: methyl methacrylate
St: styrene
BA: butyl acrylate
CHMA: cyclohexyl methacrylate
AA: acrylic acid
SLMA: mixtures of dodecyl methacrylate and tridecyl methacrylate (Acryster SL, mitsubishi chemical Co., ltd.)
EA: acrylic acid ethyl ester
IBXMA: isobornyl methacrylate
2EHMA: 2-ethylhexyl methacrylate
AM-130G: methoxy polyethylene glycol acrylate (New Zhongcun chemical industry Co., ltd. "NK ESTER AM-130G")
HEMA: methacrylic acid 2-hydroxy ethyl ester
P-O: tert-butyl peroxy-2-ethylhexanoate
ABN-E:2,2' -azobis (2-methyl) butyronitrile
P-E: tert-butyl peroxy-2-ethylhexyl monocarbonate
Example 1 production of aqueous resin composition (1)
Into a 2L-capacity 4-necked flask, 250g of toluene and 60g of a polypropylene homopolymer (produced by Kaikovia corporation "L-MODU S600", melting point 80 ℃ C., weight average molecular weight 75,000; hereinafter abbreviated as "polypropylene (A-1)") were charged, and the temperature was raised to 100℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture containing 29.5g of MMA, 50g of St, 40.5g of BA, 4.6g of CHMA, 15.4g of AA and 5.2g of P-O was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 100g of methylcyclohexane, 400g of isopropanol, 19.1g of N, N-dimethylethanolamine and 440g of water were successively added to obtain a water-dispersed particle solution.
Toluene, methylcyclohexane and isopropyl alcohol were removed from the resulting water dispersible granule solution under reduced pressure using an evaporator, and an aqueous resin composition (1) was obtained as an aqueous dispersion having a solid content of 30 mass%.
Example 2 production of aqueous resin composition (2)
150g of toluene and 90g of polypropylene (A-1) were charged into a 2L-capacity 4-necked flask, and the temperature was raised to 100℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture liquid comprising 10g of MMA, 40g of St, 24g of CHMA, 20g of SLMA, 15.4g of AA, and 5.2g of P-O was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 100g of methylcyclohexane, 400g of isopropanol, 19.1g of N, N-dimethylethanolamine and 440g of water were successively added to obtain a water-dispersed particle solution.
Toluene, methylcyclohexane and isopropyl alcohol were removed from the resulting water-dispersible granular solution under reduced pressure using an evaporator, and an aqueous resin composition (2) was obtained as an aqueous dispersion having a solid content concentration of 30 mass%.
Example 3 production of aqueous resin composition (3)
Into a 4-neck flask having a capacity of 2L, 80g of toluene and 120g of a polypropylene homopolymer (produced by Kaikovia corporation "L-MODU S400", melting point 80 ℃ C., weight average molecular weight 45,000; hereinafter abbreviated as "polypropylene (A-2)") were charged, and the temperature was raised to 100 ℃ C. Under an inert gas atmosphere.
Next, as a polymerization step, a mixture solution containing 25g of St, 24g of CHMA, 20g of SLMA, 12g of maleic anhydride and 5.2g of ABN-E was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 200g of methylcyclohexane, 400g of isopropanol, 28g of triethylamine and 440g of water were successively added to obtain a water-dispersed particle solution.
Toluene, methylcyclohexane and isopropyl alcohol were removed from the resulting water-dispersible granular solution under reduced pressure using an evaporator, and an aqueous resin composition (3) was obtained as an aqueous dispersion having a solid content concentration of 25 mass%.
Example 4 production of aqueous resin composition (4)
To a 2L-capacity 4-necked flask were charged 225g of butyl acetate and 60g of polypropylene (A-2), and the temperature was raised to 120℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture containing 50g of MMA, 10g of St, 68g of EA, 11.2g of AA, and 8.5g of P-O was added dropwise over 4 hours, and the mixture was further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 180g of methylcyclohexane, 510g of isopropanol, 13.9g of N, N-dimethylethanolamine and 510g of water were successively added to obtain a water-dispersed particle solution.
Butyl acetate, methylcyclohexane and isopropyl alcohol were removed from the resulting water dispersible granule solution under reduced pressure using an evaporator, and an aqueous resin composition (4) was obtained as an aqueous dispersion having a solid content concentration of 27 mass%.
Example 5 production of aqueous resin composition (5)
To a 2L-capacity 4-necked flask, 270g of butyl acetate and 90g of polypropylene (A-2) were charged, and the temperature was raised to 120℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture containing 5.4g of MMA, 42.5g of EA, 48.6g of IBXMA, 11.5g of AA, and 4g of P-E was added dropwise over 4 hours, and the mixture was stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 190g of methylcyclohexane, 400g of isopropanol, 14.2g of N, N-dimethylethanolamine and 540g of water were successively added to obtain a water-dispersed particle solution.
Butyl acetate, methylcyclohexane and isopropyl alcohol were removed from the resulting water dispersible granule solution under reduced pressure using an evaporator, and an aqueous resin composition (5) was obtained as an aqueous dispersion having a solid content of 26 mass%.
Example 6 production of aqueous resin composition (6)
Into a 2L-capacity 4-necked flask, 70g of butyl cellosolve and 30g of a polypropylene homopolymer (produced by Kaikovia corporation "L-MODU S901", melting point 80 ℃ C., weight average molecular weight 130,000; hereinafter abbreviated as "polypropylene (A-3)") were charged, and the mixture was heated to 140 ℃ C. Under an inert gas atmosphere.
Next, as a polymerization step, a mixture solution containing 15G of St, 40G of IBXMA, 20G of 2EHMA, 30G of SLMA, 60G of AM-130G, 3G of AA, and 4.5G of P-E was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 3.7g of N, N-dimethylethanolamine and 380g of water were successively added to obtain an aqueous resin composition (6) as an aqueous dispersion having a solid content of 30% by mass.
Example 7 production of aqueous resin composition (7)
To a 2L-capacity 4-necked flask, 70g of diethylene glycol dimethyl ether and 60g of polypropylene (A-2) were charged, and the temperature was raised to 120℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture solution containing 35g of St, 40g of IBXMA, 20g of 2EHMA, 30g of SLMA, 15g of HEMA, 8g of AA, and 4.5g of P-E was added dropwise over 4 hours, and the mixture solution was further stirred for 3 hours.
Next, as an aqueous dispersion step, the reaction solution was cooled to 75 ℃, and 42g of 25% aqueous ammonia and 380g of water were successively added to obtain an aqueous resin composition (7) as an aqueous dispersion having a solid content of 30 mass%.
Example 8 production of aqueous resin composition (8)
Into a 2L-capacity 4-necked flask, 250g of toluene and 18g of polypropylene (A-2) were charged, and the temperature was raised to 100℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture containing 29.5g of MMA, 47g of St, 25.5g of BA, 64.6g of CHMA, 11g of AA and 4.5g of P-E was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 100g of methylcyclohexane, 400g of isopropanol, 13.6g of N, N-dimethylethanolamine and 440g of water were successively added to obtain a water-dispersed particle solution.
Toluene, methylcyclohexane and isopropyl alcohol were removed from the resulting water-dispersible granular solution under reduced pressure using an evaporator, and an aqueous resin composition (8) was obtained as an aqueous dispersion having a solid content of 30 mass%.
Comparative example 1 production of aqueous resin composition (R1)
Into a 2L-capacity 4-necked flask, 70g of butyl cellosolve and 30g of a polypropylene copolymer (Best Plast 750, manufactured by Evonik Co., ltd., propylene/ethylene/1-butene copolymer, melting point 107 ℃ C.) were charged, and the temperature was raised to 140 ℃ C. Under an inert gas atmosphere.
Next, as a polymerization step, a mixture solution containing 15.0G of St, 40G of IBXMA, 20G of 2EHMA, 30G of SLMA, 60G of AM-130G, 3G of AA, and 4.5G of P-E was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 3.7g of N, N-dimethylethanolamine and 380g of water were successively added to obtain an aqueous resin composition (R1) as an aqueous dispersion having a solid content of 30% by mass.
Comparative example 2 production of aqueous resin composition (R2)
To a 2L-capacity 4-necked flask, 70g of diethylene glycol dimethyl ether and 60g of polypropylene (A-2) were charged, and the temperature was raised to 120℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture solution containing 35g of St, 23g of IBXMA, 20g of 2EHMA, 30g of SLMA, 15g of HEMA, 25g of AA, and 4.5g of P-E was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as an aqueous dispersion step, the reaction solution was cooled to 75 ℃, and 124g of 25% aqueous ammonia and 380g of water were successively added to obtain an aqueous resin composition (R2) as an aqueous dispersion having a solid content of 30 mass%.
Comparative example 3 production of aqueous resin composition (R3)
To a 2L-capacity 4-necked flask, 70g of butyl cellosolve and 60g of polypropylene (A-2) were charged, and the temperature was raised to 120℃under an inert gas atmosphere.
Next, as a polymerization step, a mixture comprising 30g of MMA, 50g of St, 40g of BA, 20g of CHMA, 2.6g of AA and 4.5g of P-E was added dropwise over 4 hours, and further stirred for 3 hours.
Next, as a water dispersion step, the reaction solution was cooled to 75℃and 3.2g of N, N-dimethylethanolamine and 380g of water were successively added to obtain an aqueous resin composition (R3) as an aqueous dispersion having a solid content of 30% by mass.
[ evaluation of storage stability ]
The aqueous resin composition obtained above was left to stand at 40℃for 3 months, and the appearance thereof was visually observed, and the storage stability was evaluated according to the following criteria. If the performance is excellent, the performance is regarded as practically unimpeded.
And (3) the following materials: has no obvious difference in appearance
O: slight solvent separation was confirmed at the outermost surface of the solution, but the mixture was uniform when gently mixed.
X: the resin components settle and separate, and even if vigorously mixed, they separate again.
The compositions and evaluation results of the aqueous resin compositions (1) to (8) obtained above are shown in tables 1 and 2.
TABLE 1
TABLE 2
The compositions and evaluation results of the comparative aqueous resin compositions (R1) to (R3) obtained above are shown in table 3.
TABLE 3
Example 9 preparation and evaluation of aqueous coating (1)
To 100g of the aqueous resin composition (1) thus obtained, 0.2g of BYK-348 (BYK Chemie) as a leveling agent and 0.1g of SN defoamer 777 (San Nopco Co., ltd.) as an antifoaming agent were added, and the mixture was stirred for 15 minutes. Next, the aqueous paint (1) was obtained by diluting with ion-exchanged water until the paint viscosity was 12 seconds in a viscosity cup NK-2 (manufactured by Anest Iwata corporation).
[ production of cured coating film for evaluation ]
The aqueous paint obtained above was applied to a PC (polycarbonate) plate, a PP (polypropylene, TSOP 6) plate, an Al5052P plate, an ABS (acrylonitrile-butadiene-styrene copolymer) plate, and a nylon (6 nylon) plate using a spray gun so that the dry film thickness became 20. Mu.m. Then, a heat drying treatment was performed at 95℃for 20 minutes by a dryer to prepare a coating film for evaluation.
[ evaluation of substrate adhesion ]
The dried coating film obtained by spray coating was evaluated by the checkerboard test method based on JIS K-5600. The coated film was cut with a cutter to form 2mm wide cuts, and the cellophane tape was attached so as to cover all the cells by setting the number of cells to 25, and peeled off rapidly. When adhesion of not more than 2 is confirmed as a result of the test in JIS standard, the performance is practically unimpeded.
( Examples 10 to 16: preparation and evaluation of Water-based paints (2) to (8) )
In the same manner as in example 9 except that the aqueous resin composition (1) was changed to the aqueous resin compositions (2) to (8), aqueous paints (2) to (8) were prepared, and substrate adhesion was evaluated.
( Comparative examples 4 to 6: preparation and evaluation of Water-based paints (R1) to (R3) )
In the same manner as in example 14 except that the aqueous resin compositions (1) were changed to the aqueous resin compositions (R1) to (R3), aqueous paints (R1) to (R3) were prepared, and substrate adhesion was evaluated.
The evaluation results of examples 9 to 16 and comparative examples 4 to 6 are shown in tables 4 to 6.
TABLE 4
TABLE 5
TABLE 6
And (3) confirming: the aqueous resin composition of the present invention is excellent in storage stability, and the obtained coating film is excellent in adhesion to various substrates.
On the other hand, comparative example 1 is an example in which polypropylene homopolymer, which is an essential component of the present invention, was not used, and the storage stability was insufficient, and the adhesion of the obtained coating film to aluminum substrates and nylon substrates was insufficient.
Comparative example 2 shows an example in which the acid value of the polypropylene-modified acrylic resin was greater than 80mgKOH/g, which is the upper limit of the present invention, and the obtained coating film had insufficient adhesion to polypropylene substrates, acrylonitrile-butadiene-styrene copolymer substrates, and nylon substrates.
Comparative example 3 shows that the polypropylene-modified acrylic resin has an acid value smaller than the lower limit of the present invention, namely, 20mgKOH/g, and the storage stability is insufficient, and the resulting coating film has insufficient adhesion to a nylon substrate.
Claims (6)
1. An aqueous resin composition comprising a polypropylene-modified acrylic resin and an aqueous medium, wherein the polypropylene-modified acrylic resin is a reaction product of polypropylene A and an unsaturated monomer mixture B, the polypropylene A is a homopolymer, the unsaturated monomer mixture B comprises an unsaturated monomer B1 having a carboxyl group, and the acid value of the polypropylene-modified acrylic resin is 20mgKOH/g to 80mgKOH/g.
2. The aqueous resin composition according to claim 1, wherein the polypropylene-modified acrylic resin has a molecular weight dispersity, i.e., a weight-average molecular weight/number-average molecular weight, of 5 to 20.
3. The aqueous resin composition according to claim 1 or 2, wherein the polypropylene a has a melting point of 40 ℃ to 120 ℃.
4. The aqueous resin composition according to any one of claims 1 to 3, wherein the mass ratio of the polypropylene A to the unsaturated monomer mixture B, A/B, is 10/90 to 60/40.
5. An aqueous coating composition comprising the aqueous resin composition according to any one of claims 1 to 4.
6. An article coated with the aqueous coating composition according to claim 5.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021-048408 | 2021-03-23 | ||
| JP2021048408 | 2021-03-23 | ||
| PCT/JP2022/009015 WO2022202172A1 (en) | 2021-03-23 | 2022-03-03 | Water-based resin composition, water-based coating material, and article coated with said water-based coating material |
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| CN116724085A true CN116724085A (en) | 2023-09-08 |
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| CN202280011576.0A Pending CN116724085A (en) | 2021-03-23 | 2022-03-03 | Aqueous resin composition, aqueous paint and article coated with the aqueous paint |
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| Country | Link |
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| JP (1) | JP7364115B2 (en) |
| CN (1) | CN116724085A (en) |
| TW (1) | TW202300585A (en) |
| WO (1) | WO2022202172A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP3626594B2 (en) * | 1998-03-23 | 2005-03-09 | 東洋化成工業株式会社 | Process for producing modified chlorinated polyolefin-based aqueous resin composition |
| JP2005036076A (en) * | 2003-07-18 | 2005-02-10 | Toyo Kasei Kogyo Co Ltd | High molecular weight polyolefin aqueous emulsion composition |
| KR100722820B1 (en) * | 2005-04-19 | 2007-05-30 | (주)디피아이 홀딩스 | Waterborne resin composition for polyolefine and method for preparing the same |
| JP2014185399A (en) * | 2013-03-22 | 2014-10-02 | Sanyo Chem Ind Ltd | Dyeability improver for polyolefin resin |
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- 2022-03-03 WO PCT/JP2022/009015 patent/WO2022202172A1/en active Application Filing
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| Publication number | Publication date |
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| WO2022202172A1 (en) | 2022-09-29 |
| JPWO2022202172A1 (en) | 2022-09-29 |
| JP7364115B2 (en) | 2023-10-18 |
| TW202300585A (en) | 2023-01-01 |
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