CN106795263A - The aqueous dispersion of polyurethane resin and the plastic foil smears using it - Google Patents
The aqueous dispersion of polyurethane resin and the plastic foil smears using it Download PDFInfo
- Publication number
- CN106795263A CN106795263A CN201580046826.4A CN201580046826A CN106795263A CN 106795263 A CN106795263 A CN 106795263A CN 201580046826 A CN201580046826 A CN 201580046826A CN 106795263 A CN106795263 A CN 106795263A
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- CN
- China
- Prior art keywords
- polyurethane resin
- aqueous dispersion
- acid
- nertralizer
- constituent
- 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.)
- Pending
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- 229920005749 polyurethane resin Polymers 0.000 title claims abstract description 48
- 239000006185 dispersion Substances 0.000 title claims abstract description 45
- 239000011888 foil Substances 0.000 title claims description 16
- 229920003023 plastic Polymers 0.000 title claims description 16
- 239000004033 plastic Substances 0.000 title claims description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 37
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims abstract description 18
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 17
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims abstract description 14
- 239000000470 constituent Substances 0.000 claims abstract description 14
- VWWMOACCGFHMEV-UHFFFAOYSA-N dicarbide(2-) Chemical compound [C-]#[C-] VWWMOACCGFHMEV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 14
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 13
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 11
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 20
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 229920005989 resin Polymers 0.000 claims description 12
- 239000011347 resin Substances 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 10
- 125000001118 alkylidene group Chemical group 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 9
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 claims description 6
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 claims description 6
- 230000009477 glass transition Effects 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 4
- 125000001302 tertiary amino group Chemical group 0.000 claims 1
- 230000009193 crawling Effects 0.000 abstract description 13
- 239000010408 film Substances 0.000 description 43
- -1 aromatic series Dicarboxylic acids Chemical class 0.000 description 29
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 13
- 239000000203 mixture Substances 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 6
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- ZUQAPLKKNAQJAU-UHFFFAOYSA-N acetylenediol Chemical compound OC#CO ZUQAPLKKNAQJAU-UHFFFAOYSA-N 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 5
- 230000001070 adhesive effect Effects 0.000 description 5
- 230000008602 contraction Effects 0.000 description 5
- 238000003851 corona treatment Methods 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 230000037452 priming Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- AYDQIZKZTQHYIY-UHFFFAOYSA-N OC(=O)C1(C)CC(C(O)=O)=CC=C1 Chemical class OC(=O)C1(C)CC(C(O)=O)=CC=C1 AYDQIZKZTQHYIY-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- 235000019197 fats Nutrition 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 3
- AIDLAEPHWROGFI-UHFFFAOYSA-N 2-methylbenzene-1,3-dicarboxylic acid Chemical class CC1=C(C(O)=O)C=CC=C1C(O)=O AIDLAEPHWROGFI-UHFFFAOYSA-N 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229920002799 BoPET Polymers 0.000 description 3
- 241001504766 Bovichtus Species 0.000 description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- PFEOZHBOMNWTJB-UHFFFAOYSA-N 3-methylpentane Chemical compound CCC(C)CC PFEOZHBOMNWTJB-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-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
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- 150000004984 aromatic diamines Chemical class 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000007809 chemical reaction catalyst Substances 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 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 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical class OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl 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])[H] 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 238000004381 surface treatment Methods 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
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical class O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical class O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- AHBNSOZREBSAMG-UHFFFAOYSA-N 1,5-diisocyanato-2-methylpentane Chemical compound O=C=NCC(C)CCCN=C=O AHBNSOZREBSAMG-UHFFFAOYSA-N 0.000 description 1
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical class O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- AMHJPOQBCIJXAJ-UHFFFAOYSA-N 2,5,8,11-tetramethyldodec-6-yne Chemical compound CC(C)CCC(C)C#CC(C)CCC(C)C AMHJPOQBCIJXAJ-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
- ZLLVNPWAUPIQPX-UHFFFAOYSA-N 2-(dihydroxymethyl)pentanoic acid Chemical compound CCCC(C(O)O)C(O)=O ZLLVNPWAUPIQPX-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- BOZRCGLDOHDZBP-UHFFFAOYSA-N 2-ethylhexanoic acid;tin Chemical compound [Sn].CCCCC(CC)C(O)=O BOZRCGLDOHDZBP-UHFFFAOYSA-N 0.000 description 1
- YUZJZPMLAIYVGM-UHFFFAOYSA-N 2-n-methylethane-1,1,2-triamine Chemical compound CNCC(N)N YUZJZPMLAIYVGM-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- IPFDALLIRXQJDG-UHFFFAOYSA-N 3,3-dihydroxypropanoic acid Chemical compound OC(O)CC(O)=O IPFDALLIRXQJDG-UHFFFAOYSA-N 0.000 description 1
- FKJVXCCFZNLKSJ-UHFFFAOYSA-N 3,6-dimethyloct-4-yne Chemical compound CCC(C)C#CC(C)CC FKJVXCCFZNLKSJ-UHFFFAOYSA-N 0.000 description 1
- AXPZIVKEZRHGAS-UHFFFAOYSA-N 3-benzyl-5-[(2-nitrophenoxy)methyl]oxolan-2-one Chemical compound [O-][N+](=O)C1=CC=CC=C1OCC1OC(=O)C(CC=2C=CC=CC=2)C1 AXPZIVKEZRHGAS-UHFFFAOYSA-N 0.000 description 1
- DBXBTMSZEOQQDU-UHFFFAOYSA-N 3-hydroxyisobutyric acid Chemical compound OCC(C)C(O)=O DBXBTMSZEOQQDU-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- IXAWXWACDBWEJF-UHFFFAOYSA-L C(CCCCCCC)[Sn+2]CCCCCCCC.C(CCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCC)(=O)[O-].[Sn+4] Chemical compound C(CCCCCCC)[Sn+2]CCCCCCCC.C(CCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCC)(=O)[O-].[Sn+4] IXAWXWACDBWEJF-UHFFFAOYSA-L 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical class OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 1
- 229920000305 Nylon 6,10 Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000000476 acetylides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- MMCOUVMKNAHQOY-UHFFFAOYSA-N carbonoperoxoic acid Chemical compound OOC(O)=O MMCOUVMKNAHQOY-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- ILLHQJIJCRNRCJ-UHFFFAOYSA-N dec-1-yne Chemical compound CCCCCCCCC#C ILLHQJIJCRNRCJ-UHFFFAOYSA-N 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 229940043237 diethanolamine Drugs 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 210000000981 epithelium Anatomy 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- QFXZANXYUCUTQH-UHFFFAOYSA-N ethynol Chemical compound OC#C QFXZANXYUCUTQH-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 229960002598 fumaric acid Drugs 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- GRPQBOKWXNIQMF-UHFFFAOYSA-N indium(3+) oxygen(2-) tin(4+) Chemical compound [Sn+4].[O-2].[In+3] GRPQBOKWXNIQMF-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant 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
- 229940098895 maleic acid Drugs 0.000 description 1
- 210000000713 mesentery Anatomy 0.000 description 1
- 229940050176 methyl chloride Drugs 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
- QUSNBJAOOMFDIB-UHFFFAOYSA-N monoethyl amine Natural products CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- VAWFFNJAPKXVPH-UHFFFAOYSA-N naphthalene-1,6-dicarboxylic acid Chemical class OC(=O)C1=CC=CC2=CC(C(=O)O)=CC=C21 VAWFFNJAPKXVPH-UHFFFAOYSA-N 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical class CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960005137 succinic acid Drugs 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 150000003608 titanium Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
Classifications
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/06—Polyurethanes from polyesters
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/06—Polyurethanes from polyesters
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
Abstract
A kind of adhesion to broad category of film of present invention offer is excellent and can obtain the aqueous dispersion of the simultaneously polyurethane resin of the film of ungauged regions or crawling.Aqueous dispersion of the invention contains polyurethane resin and specific acetylide, and polyurethane resin is that the acid value for making end and having the carbamate prepolymer of NCO and carry out being crosslinked using water in the presence of nertralizer is the polyurethane resin of 12.5~81.0 (KOHmg/g), wherein described carbamate prepolymer be using 35 weight % less than 70 weight % by aromatic dicarboxylic acid and aliphatic dicarboxylic acid and branch's glycol as constituent polyester-diol, hydroxyl value is the polyalcohol of more than 3, organic diisocyanate, and the chain lengthening agent with free carboxy is used as constituent, the nertralizer is 0.4~0.8 mole relative to the chain lengthening agent with free carboxy.
Description
Technical field
A kind of aqueous dispersion the present invention relates to polyurethane resin and the plastic foil smears using it.
Background technology
In recent years, along with the variation of plastic foil, in order to improve cementability and demand priming paint.Priming paint used herein will
Ask, patience abundant to the adhesion of various plastic foils strong and with post-processing adaptability etc..The performance of these smears is depended on
The performance of the resin of smears is constituted, therefore all the time, just for the aspects such as the adhesion of plastic foil, normal use is by poly- amino
Formate resin as principal component solvent system smears.Particularly with polyolefin mesentery, use more using chloridized polyolefin as
The solvent system paint base composition of principal component.
On the other hand, recently for the viewpoints such as environmental problem, save resources, Labor Safety and food hygiene, to water
The expectation enhancing of the smears of system or chlorine-free, for this kind of viewpoint, has revealed that for the poly- ammonia of water system in these purposes
Carbamate resin (patent document 1).In addition, the present inventor further discloses following water system polyurethane resin composition,
It is the carbamate prepolymer for making end there is NCO do not neutralize completely and remain carboxyl or three-level amino and
Into the adhesion to broad category of film is excellent, and the carbamate prepolymer is mixed with aliphatic with by aromatic series
Dicarboxylic acids and branch's glycol are as the polyester-diol of constituent, the polyalcohol that hydroxyl value is more than 3 and with free
The chain lengthening agent of carboxyl or three-level amino is used as constituent (patent document 2).
Prior art literature
Patent document
Patent document 1：Japanese Patent Laid-Open No. Sho 61-36314 publications
Patent document 2：Japanese Patent Laid-Open 2002-234931 publications
The content of the invention
Problems to be solved by the invention
However, raising, the variation of the requirement performance along with film in recent years, it is desirable to which appearance of film is excellent, but specially
The requirement is also insufficient for sometimes in sharp document 1 and patent document 2.The present invention is its problem in view of described problem is formed
Be provide a kind of adhesion to broad category of film it is excellent and can obtain and the film of ungauged regions or crawling poly- ammonia
The aqueous dispersion of carbamate resin.
The technological means of solve problem
The present inventor actively studies repeatedly in order to solve the problem, as a result finds, by using poly- amino
The aqueous dispersion of formate resin and ad hoc structure compound, it is possible to resolve the problem, so as to complete the present invention, wherein described
Polyurethane resin is made with the polyester-diol of ad hoc structure and species (A), polyalcohol (B), organic diisocyanate (C)
And chain lengthening agent (D) or chain lengthening agent (D ') have the carbamate prepolymer of NCO as constituent and end
Crosslinking is carried out in the presence of the nertralizer (E) of specified quantitative using water to form.
That is, the present invention relates to：
[1] a kind of aqueous dispersion, it contains polyurethane resin and the acetylene chemical combination represented by following formulas (1)
Thing, and
Polyurethane resin is end is had the carbamate prepolymer of NCO at nertralizer (E)
In the presence of to carry out the acid value that is crosslinked using water be the polyurethane resin of 12.5~81.0 (KOHmg/g), wherein institute
State carbamate prepolymer and be with 35 less than 70 weight % by aromatic dicarboxylic acid and aliphatic dicarboxylic acid with point
Branch glycol as the polyester-diol (A) of constituent, the polyalcohol (B) that hydroxyl value is more than 3, organic diisocyanate (C),
And the chain lengthening agent (D) with free carboxy, used as constituent, the nertralizer (E) is relative to described with free carboxy
Chain lengthening agent (D) be 0.4~0.8 mole,
[changing 1]
[in formula (1), R1、R2、R3And R4Separately represent straight-chain, the branch-like of hydrogen atom or carbon number 1~8
Or the alkyl of ring-type；Y1And Y2Separately represent the alkylidene of carbon number 2~6；X and y represent average addition molal quantity, meet 1
≤x+y≤30]；
[2] a kind of aqueous dispersion, it contains polyurethane resin and the acetylene chemical combination represented by following formulas (1)
Thing, and
Polyurethane resin is end is had the carbamate prepolymer of NCO at nertralizer (E)
In the presence of to carry out the amine value that is crosslinked using water be the polyurethane resin of 12.5~81.0 (KOHmg/g), wherein institute
State aromatic dicarboxylic acid and aliphatic dicarboxyl carbamate prepolymer and be with 35 weight % less than 70 weight %
Acid and polyester-diol (A), polyalcohol (B), organic two isocyanic acid that hydroxyl value be more than 3 of branch's glycol as constituent
, used as constituent, the nertralizer (E) has relative to described for ester (C) and the chain lengthening agent (D ') with three-level amino
The chain lengthening agent (D ') of three-level amino is 0.4~0.8 mole,
[changing 2]
[in formula (1), R1、R2、R3And R4Separately represent straight-chain, the branch-like of hydrogen atom or carbon number 1~8
Or the alkyl of ring-type；Y1And Y2Separately represent the alkylidene of carbon number 2~6；X and y represent average addition molal quantity, meet 1
≤x+y≤30]；
[3] aqueous dispersion of the polyurethane resin according to described in [1] or [2], wherein the acetylide
Content for aqueous dispersion 0.05~2 mass %；
[4] according to the aqueous dispersion of [1] to any one of [3] described polyurethane resin, wherein poly- amino
The glass transition temperature of formate resin is more than 40 DEG C；
[5] a kind of plastic foil smears, it contains the described polyurethanes in good grounds [1] to any one of [4]
The aqueous dispersion of resin.
The effect of invention
By using the aqueous dispersion of polyurethane resin of the invention, the adhesion to broad category of film is excellent
It is different, and the film of simultaneously ungauged regions and crawling can be obtained.
Specific embodiment
In the present invention, by using the aqueous dispersion of following polyurethane resin, to broad category of plastic foil
Adhesion is excellent, and can obtain the film of simultaneously ungauged regions and crawling, and the aqueous dispersion of the polyurethane resin is
Make end that there is the carbamate prepolymer of NCO to carry out crosslinking using water in the presence of nertralizer (E) to form,
And acid value or amine value are 12.5~81.0 (KOHmg/g), wherein the carbamate prepolymer is made using aromatic series dicarboxyl
Acid and aliphatic dicarboxylic acid as sour composition, at least with branch's glycol as polyol component and make sour composition and polyalcohol into
Polyester-diol (A) and polyalcohol (B) that hydroxyl value is more than 3 obtained by point reaction, with organic diisocyanate (C) and at least
Chain lengthening agent (D) with free carboxy or the chain lengthening agent (D ') with three-level amino are reacted and are obtained, the nertralizer (E)
It is 0.4~0.8 mole relative to the chain lengthening agent (D) with free carboxy.
It is not particularly limited as the aromatic dicarboxylic acid of the sour composition of polyester-diol (A) used in the composition present invention,
Can for example enumerate：Phthalic acid, M-phthalic acid, terephthalic acid (TPA), Isosorbide-5-Nitrae-naphthalene dicarboxylic acids, 2,5- naphthalene dicarboxylic acids, 2,6- naphthalenes
Dicarboxylic acids, diphenyl dicarboxylic acid, tetrahydrophthalic acid etc., or these sour acid anhydrides, Arrcostab, carboxylic acid halides isoreactivity derivative
Deng.These aromatic dicarboxylic acids can be used alone or simultaneously with two or more.
Aliphatic dicarboxylic acid is not particularly limited, for example, can enumerate：Malonic acid, butanedioic acid, tartaric acid, oxalic acid, glutaric acid,
Adipic acid, pimelic acid, suberic acid, azelaic acid, decanedioic acid, alkyl succinic acid, linolenic acid, maleic acid, fumaric acid, middle health
Acid, citraconic acid, itaconic acid etc., or these sour acid anhydrides, Arrcostab, carboxylic acid halides isoreactivity derivative etc..These aliphatic dicarboxyls
Acid can be used alone or simultaneously with two or more.
The ratio of aromatic dicarboxylic acid and aliphatic dicarboxylic acid in the sour composition by quality ratio, preferably aromatic series
Dicarboxylic acids: aliphatic dicarboxylic acid is 9.5: 0.5~5: 5, more preferably 9: 1~6: 4, and then preferably 9: 1~7: 3.If fragrant
Race's dicarboxylic acids is below 95 mass %, then good to the cementability of plastic foil, if more than 50 mass %, then water resistance, resistance to viscous
Even property and hyalinosis are good.
It is not particularly limited as branch's glycol of the diol component of polyester-diol (A) used in the composition present invention, example
Can such as enumerate：1,2-PD, 1- methyl isophthalic acids, 3- butanediols, 2- methyl isophthalic acids, 3- butanediols, neopentyl glycol, 1- methyl isophthalic acids, 4-
Pentanediol, 2- methyl isophthalic acids, 4- pentanediols, 1,2- dimethyl-neopentyl glycol, 2,3- dimethyl-neopentyl glycol, 1- methyl isophthalic acids, 5-
Pentanediol, 2- methyl isophthalic acids, 5- pentanediols, 3- methyl isophthalic acids, 5- pentanediols, 1,2- dimethylbutadios, 1,3- dimethylbutadios,
2,3- dimethylbutadios, Isosorbide-5-Nitrae-dimethylbutadio etc..These branch's glycol can be used alone or simultaneously with two or more.
In the present invention, as constitute polyester-diol (A) diol component, in addition to branch's glycol, optionally
Can not make to use straight diol as additional composition in the range of target capabilities reduction, the straight diol has no especially limit
It is fixed, can for example enumerate：Ethylene glycol, 1,3-PD, BDO, 1,5-PD, 1,6- hexamethylene glycols, diethyl two
Alcohol etc..These straight diols can be used alone or simultaneously with two or more.
In addition, the polyester-diol (A) is advisable with following situation：Relative to the carbamic acid that end has NCO
Ester prepolymer, in the form of polyester fragment and containing 35 less than 70 mass %, more preferably 40~60 mass % institute
State polyester-diol (A).If more than 35 mass %, then hardness of film is improved, and resistance to adhesive is good, if being less than 70 matter in addition
Amount %, then adhesion is good.
The number average molecular weight of the polyester-diol (A) is preferably 500~10000, more preferably 1000~5000, enters
And preferably 1200~3000.If number average molecular weight is less than 500, the polyurethane resin of gained become not only it is hard but also
Crisp, adhesion is also reduced.If more than 10000, the polyurethane resin of gained limbers up other quantity average mark amount,
Resistance to adhesive is also reduced.
Polyester-diol (A) of the invention using with the known polyester for making sour composition, diol component carry out dehydrating condensation
Manufacture method identical method and obtain.
Hydroxyl value used is that the polyalcohol (B) of more than 3 is not particularly limited in the present invention, for example, can enumerate：Sorb
Sugar alcohol, 1,2,3,6- own tetrols, Isosorbide-5-Nitrae-sorbitan, BT, 1,2,5- penta triols, glycerine, trihydroxy methyl second
Alkane, trimethylolpropane, pentaerythrite etc..In these polyalcohols, for the viewpoint of adhesion, preferably trihydroxy methyl third
Alkane.These hydroxyl values are that the polyalcohol (B) of more than 3 can be used alone or simultaneously with two or more.It is 3 by by the hydroxyl value
Polyalcohol (B) more than individual is used in the range of the water dispersible of polyurethane resin for not undermining gained, can be to modeling
Material film improves adhesion.
Organic diisocyanate used (C) is not particularly limited in the present invention, for example, can enumerate：The isocyanic acid of aliphatic two
Ester, alicyclic diisocyanate, aromatic diisocyanate, araliphatic diisocyanate etc..The isocyanide of the aliphatic two
Acid esters is not particularly limited, for example, can enumerate：Tetramethylene diisocyanate, ten dimethylene diisocyanates, Isosorbide-5-Nitrae-butane
Diisocyanate, hexamethylene diisocyanate, 2,2,4- trimethyl hexamethylene diisocyanates, 2,4,4- trimethyl six are sub-
Methyl diisocyanate, LDI, 2- methylpentane -1,5- diisocyanate, 3- methylpentane -1,5- bis- are different
Cyanate etc..The alicyclic diisocyanate is not particularly limited, for example, can enumerate：IPDI, hydrogenation
XDI, 4,4 '-diphenylmethane diisocyanate, Isosorbide-5-Nitrae-cyclohexane diisocyanate, methylcyclohexylidene
Double (isocyanatomethyl) hexamethylenes of diisocyanate, 1,3- etc..Aromatic diisocyanate is not particularly limited, for example, can arrange
Lift：Toluene di-isocyanate(TDI), 2,2 '-methyl diphenylene diisocyanate, 2,4 '-methyl diphenylene diisocyanate, 4,4 '-two
Methylenebis phenyl isocyanate, 4,4 '-diphenyldimethyhnethane diisocyanate, 4,4 '-dibenzyl diisocyanate, 1,5-
Naphthalene diisocyanate, XDI, 1,3- phenylene diisocyanates, Isosorbide-5-Nitrae-phenylene diisocyanate etc..The fragrant fat
Fat (cyclo) aliphatic diisocyanates are not particularly limited, for example, can enumerate：Dialkyl group methyl diphenylene diisocyanate, tetraalkyl diphenyl
Methane diisocyanate, α, α, α, α-tetramethylxylene diisocyanate etc..In these diisocyanate, with regard to the viewpoint of hardness
For be preferably alicyclic diisocyanate, more preferably IPDI, 4, the isocyanic acid of 4 '-cyclohexyl-methane two
Ester.These organic diisocyanates can be used alone or simultaneously with two or more.
The chain lengthening agent (D) with free carboxy used is not particularly limited in the present invention, for example, can enumerate dihydroxy
Carboxylic acid, such as dialkyl group alcohol alkanoic acid, particularly dimethylolalkanoic acids (can for example illustrate dihydroxymethyl acetic acid, dimethylolpropionic acid,
Dihydromethyl propionic acid, dimethylolpropionic acid, dihydroxymethyl valeric acid etc.), dihydroxysuccinic acid etc..In these compounds, just touch
Property viewpoint for be preferably dihydromethyl propionic acid, dimethylolpropionic acid.These have the chain lengthening agent (D) of free carboxy can be single
Solely use or simultaneously with two or more.
The chain lengthening agent (D ') with three-level amino used is not particularly limited in the present invention, for example, can enumerate N- alkyl
Dialkanol amine, N- alkyl Diaminoalkyl amine etc..The N- alkyl dialkanol amine is not particularly limited, for example, can enumerate N- methyl
Diethanol amine, N- ethyldiethanolamines etc..The N- alkyl Diaminoalkyl amine is not particularly limited, for example, can enumerate N- methyl
Diamino ethyl amine, N- ethyl diamino ethyl amine etc..In these compounds, for the viewpoint of adhesion, preferably N- first
Base diethanol amine.These chain lengthening agent (D ') with three-level amino can be used alone or simultaneously with two or more.
And then, other usable chain lengthening agent are not particularly limited, for example, can enumerate：Glycols, aliphatic diamine, fat
Ring race diamines, aromatic diamine etc..The glycols is not particularly limited, for example, can enumerate：Ethylene glycol, diethylene glycol, three second
Glycol, 1,3-PD, 1,3-BDO, BDO, neopentyl glycol, pentanediol, 1,6- hexylene glycols, propane diols etc..Institute
State aliphatic diamine to be not particularly limited, for example, can enumerate：Ethylenediamine, propane diamine, hexamethylene diamine, Putriscine, ammonia
Base ehtylethanolamine etc..The alicyclic diamine is not particularly limited, for example, can enumerate IPD, 4,4 '-two hexamethylenes
Methylmethane diamines etc..The aromatic diamine is not particularly limited, for example, can enumerate dimethylphenylene diamine, toluenediamine etc..These
Other usable chain lengthening agent can be used alone or simultaneously with two or more.
The aqueous dispersion of polyurethane resin of the invention can be manufactured by existing known any means, can be led to
Cross the either method such as following methods and manufacture：(1) one-step method of each composition one-time reaction is made；Or (2) are periodically carried out instead
The multistage method answered, for example, make the part reaction of organic polyisocyanates and active dydrogen compounds and forming end has isocyanic acid
After the prepolymer of ester group, the remainder of active dydrogen compounds is added come the method further reacted and manufactured, be easy for
For the aspect that carboxyl or three-level amino are directed into polyurethanes strand, preferably multistage method.In addition, can also be excellent
Selection of land uses following methods：Polyurethane resin is set to be nonactive and compatible with water organic molten relative to isocyanates
After being reacted in agent, water is added, thereafter remove organic solvent.
It is being nonactive relative to isocyanates in the manufacture of the aqueous dispersion of polyurethane resin of the invention
And in organic solvent compatible with water, make organic diisocyanate (C), polyester-diol (A) and hydroxyl value be more than 3 polynary
Alcohol (B) reacts, and is formed after end has the prepolymer of NCO, and the chain lengthening agent (D) with free carboxy or has
Chain lengthening agent (the D ') reaction of three-level amino, the carbamate prepolymer that making the end of gained has NCO is being neutralized
Chain lengthening is carried out using water in the presence of agent (E), in water, while carrying out Water-borne modification, poly- amino first of the invention is derived from
The aqueous dispersion of acid ester resin.So-called Water-borne modification, is to instigate resin stably to disperse or emulsify in water herein.
In prepolymer synthesis, with surplus, system carrys out synthesizing isocyanate, and the content of its free NCO is preferably
0.2~3.0 mass %, more preferably 0.5~2.0 mass %.If below 3.0 mass %, then with regard to resistance to adhesive aspect and
Speech is preferred, if more than 0.2 mass %, then adhesion is improved.
The nertralizer (E) is not particularly limited, for example, can enumerate：Ammonia, N-methylmorpholine, triethylamine, dimethyl ethanol
Amine, methyl diethanolamine, triethanolamine, morpholine, tripropyl amine (TPA), monoethanolamine, triisopropanolamine, 2-amino-2-methyl-1-propanol
Deng.In addition, by three-level amino in the form of the quarternary ammonium salt in the nertralizer of sum be not particularly limited, can for example enumerate alkyl halide
Base, sulfuric ester etc..The halogenated alkyl is not particularly limited, for example, can enumerate benzyl chloride, methyl chloride etc..The sulfuric ester has no
It is particularly limited to, for example, can enumerates dimethyl suflfate, dithyl sulfate etc..These nertralizers (E) can be used alone or simultaneously with two kinds
More than.
In the present invention, relative to the chain lengthening agent (D) with free carboxy or the chain lengthening agent (D ') with three-level amino,
The content of nertralizer (E) is 0.4~0.8 mole, preferably 0.40~0.75 mole.
The manufacture of the aqueous dispersion of the polyurethane resin is typically at 20~140 DEG C, preferably 40~120 DEG C
At a temperature of carry out.In the reaction, in order to promote reaction, optionally also can be used and use in usual urethane reaction
Catalyst.Urethane reaction catalyst is not particularly limited, for example, can enumerate amine catalyst, tin series catalysts, titanium system
Catalyst etc..The amine catalyst is not particularly limited, for example, can enumerate triethylamine, N-ethylmorpholine, triethylenediamine etc..It is described
Tin series catalysts are not particularly limited, for example, can enumerate dibutyl tin laurate, tin dilaurate dioctyl tin, tin octoate etc..
The Titanium series catalyst is not particularly limited, for example, can enumerate butyl titanate.Relative to polyurethane resin, catalyst
Usage amount be usually below 0.1 mass %.
What be can be used in the present invention is that nonactive and compatible with water organic solvent can be enumerated relative to the isocyanates：
Ester series solvent (such as ethyl acetate, butyl acetate, ethyl cellosolve acetate etc.), ketone series solvent (such as acetone, Methylethyl
Ketone, methyl iso-butyl ketone (MIBK) etc.), ether series solvent (such as diox, tetrahydrofuran, propylene glycol monomethyl ether etc.), acid amides series solvent (example
Such as dimethylformamide, 1-METHYLPYRROLIDONE) etc..These solvents can be used alone or simultaneously with two or more, preferably second
Acetoacetic ester, butyl acetate, methyl ethyl ketone, propylene glycol monomethyl ether.
The acid value or amine value of the polyurethane resin of the invention obtained as so are 12.5~81.0 (KOHmg/
G), preferably 20~60 (KOHmg/g).It is if these scopes, then just preferred for the aspect of the adhesion of film.
The number average molecular weight of the polyurethane resin of the invention obtained as so is preferably 10000~
6000000, more preferably 100000~4000000.If number average molecular weight is more than 10000, its smears is used
The drying property of film, resistance to adhesive become good.On the other hand, if number average molecular weight is less than 6000000, poly- amino
The adhesion of formate resin solution becomes suitable, thus preferably.
In addition, the glass transition temperature of polyurethane resin composition of the invention is preferably more than 30 DEG C, more preferably
It is more than 40 DEG C.If these scopes, then for heat resistance, the aspect of resistance to adhesive with regard to film preferably.
The content of the polyurethane resin in aqueous dispersion of the invention is preferably 1~60 mass %, more preferably
10~50 mass %.If these scopes, then aqueous dispersion has good stability.
In the present invention, the water of the acetylide represented by the polyurethane resin and following formulas (1) is used
Dispersion.By and with compound represented by formula (1), the adhesion to broad category of plastic foil is excellent, and can obtain
Obtain the film of simultaneously ungauged regions and crawling.
[changing 3]
In formula (1), R1、R2、R3And R4Separately represent straight-chain, the branch-like of hydrogen atom or carbon number 1~8
Or the alkyl of ring-type.Y1And Y2Separately represent the alkylidene of carbon number 2~6.X and y represent average addition molal quantity, meet 1
≤x+y≤30。
R2And R3The alkyl of the straight-chain, branch-like or ring-type of represented carbon number 1~8 can for example be enumerated：Methyl, ethyl,
Propyl group, isopropyl, butyl, isobutyl group, 2- butyl, the tert-butyl group, hexyl, cyclohexyl, octyl group etc..In R2And R3Represent cyclic alkyl
Situation when, the carbon number of alkyl is preferably 3~8 scope.R2And R3The more preferably alkyl of carbon number 1~3, most preferably methyl.
In addition, R1And R4The alkyl of the straight-chain, branch-like or ring-type of represented carbon number 1~8 can for example be enumerated：Methyl,
Ethyl, propyl group, isopropyl, butyl, isobutyl group, 2- butyl, the tert-butyl group, hexyl, cyclohexyl, octyl group etc..In R1And R4Represent ring-type
During the situation of alkyl, the carbon number of alkyl is preferably 3~8 scope.
R1And R4The preferably alkyl of the straight-chain of carbon number 3~8, branch-like or ring-type, especially preferably isobutyl group.
X and y represent average addition molal quantity.X with y's and be 1~30 (1≤x+y≤30), wherein preferably 2~25, more
Preferably 3~24, and then preferably 3~20.If these scopes, then aqueous dispersion has good stability, and coating outward appearance is good,
Therefore it is preferred that.
Y1And Y2The alkylidene of carbon number 2~6, the more preferably alkylidene of carbon number 2~4 are separately represented, and then preferably
It is the alkylidene of carbon number 2 or 3, the especially preferably alkylidene (ethylidene) of carbon number 2.
The example of the acetylide represented by formula (1) can be enumerated：2,4,7,9- tetramethyl -5- decine -4,7- glycol,
3,6- dimethyl -4- octyne -3,6- glycol, 2,5,8,11- tetramethyl -6- dodecyne -5,8- glycol, 2,5- dimethyl -3- oneself
The alkylene oxide addition product (preferably ethylene oxide adduct) of alkynes -2,5- glycol etc. and these compounds.Especially preferably 2,4,
7,9- tetramethyl -5- decine -4,7- glycol and ethylene oxide adduct (1≤x+y≤30, more preferably 2≤x+y≤25).
Acetylide represented by formula (1) can be used alone or allocate various additives and use.
Acetylide represented by formula (1) also can be used the commercially available product of listing, can enumerate following commercially available product etc.：Air
Products Co., Ltd manufactures or believes day Sufi's promise series (such as Sufi's promise 420, Sufi's promise 440, Su Feinuo of chemical industry (stock) manufacture
465), Aurion peak series (such as Aurion peak E1010, Aurion peak E1020), wear Nore series (for example wearing Nore 604) etc. and
Grind A Saidi Lennos (Acetylenol) of (stock) manufacture of refining etc. in river.And then, can also be public by Dow Chemical, general aniline
Department etc. provides.
The content of the acetylide represented by formula (1) in aqueous dispersion of the invention is preferably 0.01~2 matter
Amount %, more preferably 0.1~1.5 mass %.If these scopes, then can suppress crawling and coating is good, with regard to this side
For face preferably.Furthermore, in the situation comprising two or more acetylides, preferably total amount meets the scope.
The content of the acetylide represented by polyurethane resin and formula (1) in aqueous dispersion of the invention
Polyurethane resin/acetylide=100/0.03~100/7 in aqueous dispersion is preferably than (mass ratio), more preferably
It is 100/0.1~100/5.If these scopes, then can suppress crawling and coating is good.Furthermore, comprising two kinds with
On acetylide situation when, preferably total amount meets the scope.
The aqueous dispersion of polyurethane resin of the invention can be directly used as plastic foil smears, also can be optionally
It is addition pigment or dyestuff, the water for being used to adjust solid constituent or viscosity, antiblocking agent, dispersion stabilizer, thixotropic agent, anti-oxidant
Agent, ultra-violet absorber, defoamer, thickener, dispersant, surfactant, catalyst, filler, lubricant, antistatic additive
Deng, will using ball mill, sand mill etc. mix these materials obtained by composition as plastic foil smears.
Preferably further addition aminoplast compounds, epoxide, the crosslinking agent such as carbon imidodicarbonic diamide compound and
Use.The plastic foil smears of these crosslinking agents is added with when the situation of various plastic foils is applied to, is shown very excellent
Different adhesion, water resistance, solvent resistance are improved.
It is not particularly limited using the object film of plastic foil smears of the invention, for example preferably polyester film (extends
Polyethylene terephthalate film (being denoted as PET film below) etc.), nylon membrane (extend nylon membrane, do not extend nylon membrane etc.), extend
Polypropylene screen (being denoted as OPP films below), acryl film (being denoted as AC films below), polycarbonate membrane (being denoted as PC films below) etc., also
Preferably use the film for implementing the surface treatments such as Corona discharge Treatment.Wherein, it may be more preferable to put using corona is implemented on ground
The extended polypropylene film and PET film or AC films of the surface treatments such as electric treatment.It is surface-treated by implementing Corona discharge Treatment etc., can
Improve adhesion.
[embodiment]
Hereinafter, the present invention is described in detail according to embodiment and comparative example, but the present invention is not limited to these certainly
Example.
The composition of the polyester-diol used in embodiment, comparative example is shown in Table 1.
[table 1]
| A | B | C | D | E | |
| Terephthalic acid (TPA) | 51.9 | 22.9 | 45.8 | ||
| M-phthalic acid | 22.9 | 29.2 | |||
| Adipic acid | 11.2 | 19.8 | 19.8 | 25.3 | 19.4 |
| Isosorbide-5-Nitrae-cyclohexane dicarboxylic acid | 46.8 | ||||
| Ethylene glycol | 12.8 | 11.8 | 11.8 | 11.6 | |
| Neopentyl glycol | 24.1 | 22.6 | 22.6 | 22.2 | |
| 1,6- hexylene glycol | 45.5 | ||||
| Number average molecular weight | 1000 | 2000 | 2000 | 2000 | 2000 |
Embodiment 1
Add 440 parts of polyester-diol A, 20 parts of trimethylolpropane and 800 parts of methyl ethyl ketone and be sufficiently stirred for
Dissolving, then adds 450 parts of IPDI and is reacted 1 hour at 75 DEG C.Thereafter, the two of 130 parts are added
Hydroxymethyl propionic acid and 44 parts of triethylamine, are reacted at 75 DEG C and being obtained the end that NCO content is 1.8% has isocyanic acid
The pre-polymer solution of ester group.Then, the prepolymer is cooled to 40 DEG C, the water of 2700 parts of addition is high using mixer for well-distribution
Speed stirring, emulsifies it.Methyl ethyl ketone is distilled by the resin solution in the case where decompression is heated and is removed.And then add in moisture
It is Sufi's promise 440 of 0.2 mass % in a prose style free from parallelism, the content for being derived from polyurethane resin is 30% aqueous dispersion 1.
Physical property to the polyurethane resin 1 of gained and the adhesion to various films, contraction crawling are measured.Will knot
Fruit is shown in Table 2.
2~embodiment of embodiment 10,1~comparative example of comparative example 7
2~embodiment of embodiment is obtained using various raw materials with the ratio shown in table 2 using method same as Example 1
10 aqueous dispersion, the aqueous dispersion of 1~comparative example of comparative example 7 is obtained with the ratio shown in table 3 using various raw materials.By gained
Aqueous dispersion physical property and the adhesion to various films etc. be also depicted in table 2, table 3.
The details of the compound used in table 2 and table 3 is as follows.
Sufi's promise 104E：Acetylenediol system surfactant (2,4,7, the 9- tetramethyl -5- of Air Products Company manufacture
Decine -4,7- glycol：In the formula (1), R2And R3It is methyl, R1And R4It is isobutyl group, Y1And Y2It is ethylidene, 0) x+y is
Sufi's promise 420：Air Products Company manufacture acetylenediol system surfactant (in the formula (1), R2And
R3It is methyl, R1And R4It is isobutyl group, Y1And Y2It is ethylidene, 1) x+y is
Sufi's promise (440：Air Products Company manufacture acetylenediol system surfactant (in the formula (1), R2
And R3It is methyl, R1And R4It is isobutyl group, Y1And Y2It is ethylidene, 3) x+y is
Sufi's promise 465：Air Products Company manufacture acetylenediol system surfactant (in the formula (1), R2And
R3It is methyl, R1And R4It is isobutyl group, Y1And Y2It is ethylidene, 8) x+y is
Sufi's promise 485：Air Products Company manufacture acetylenediol system surfactant (in the formula (1), R2And
R3It is methyl, R1And R4It is isobutyl group, Y1And Y2It is ethylidene, 24) x+y is
Bi Ke (BYK) -347：Polyether-modified dimethyl silicone polymer system surfactant (Japanese Bi Ke chemical companies system
Make)
Fu Jite (100：Fluorine system surfactant (manufacture of Ni Aosi companies)
Following four kinds of shown films are used for the measure of adhesion.
1.OPP films：100 μm of thickness, Corona discharge Treatment extended polypropylene film
2.AC films：100 μm of thickness, Corona discharge Treatment extends acryl film
3.PET films：100 μm of thickness, Corona discharge Treatment extends polyethylene terephthalate film polyurethanes tree
The aqueous dispersion of fat is evaluated using following shown methods.
(1) glass transition temperature
The temperature when loss elastic modulus (E ") of dynamic viscoelastic to reach maximum is used as glass transition temperature, condition determination
It is frequency：10Hz, programming rate：2 DEG C per minute.
(2) adhesion
The aqueous dispersion of gained in embodiment, comparative example is coated in the way of dry film thickness turns into 10 μm described various
On film, after being dried under room temperature (25 DEG C), carry out being heat-treated for 5 minutes at 80 DEG C.The adhesion of film is according to Japanese industry
The gridiron pattern adhesive tape method of standard (JIS) K5400 is evaluated.
The 2mm lattice of 100 lattice are made with chessboard trellis on coated face, cellophane adhesive tape is attached, hastily shelled according to by it
From when the epithelium degree peeled off from film evaluate adhesion.Evaluation result is represented as following.
◎：It is completely unstripped
○：More than 80% residues on film
×：Terminate in less than 20%
(4) crawling is shunk
The aqueous dispersion of gained in embodiment, comparative example is coated into A4 sizes in the way of dry film thickness turns into 10 μm
On the OPP films of (18cm × 25cm), by the contraction crawling of following benchmark evaluation coated faces
○：Contraction is had no completely
Δ：It can be seen that 1~4 contractions
×：It can be seen that the contraction of more than 5
[table 2]
[table 3]
Furthermore, in the case that Sufi's promise 440 of embodiment 1 is replaced with into Sufi's promise 104E (amount is identical), aqueous dispersion
Stability is poor, it is impossible to evaluated.
As shown in the embodiment of table 2, learn the aqueous dispersion belonged in technical scope of the invention to broad category of film
Adhesion it is excellent, and can obtain and ungauged regions and crawling film.On the other hand learn, the ratio without acetylide
In compared with 1~comparative example of example 3, being wanting in for crawling is being shunk, the structure of polyester-diol (A) is unsatisfactory for the comparative example of condition
4th, the amount of comparative example 5 and polyester-diol (A) is unsatisfactory in the comparative example 6 of condition and comparative example 7, and adhesion is poor.Learn and compare
Example cannot take into account adhesion and shrink the aspect of crawling.
[industrial applicability]
The adhesion of priming paint as obtained by the aqueous dispersion of polyurethane resin of the invention to broad category of film
It is excellent, it is preferable to as film priming paint.Further, since the transparency and uniformity are high, therefore it is particularly suitable as Polarizer, diffusion
The optical film priming paint such as piece, prismatic lens, indium oxide tin film.
Claims (5)
1. a kind of aqueous dispersion, it contains polyurethane resin and the acetylide represented by following formulas (1), and
The polyurethane resin is end is had the carbamate prepolymer of NCO at nertralizer (E)
In the presence of to carry out the acid value that is crosslinked using water be the polyurethane resin of 12.5~81.0 (KOHmg/g), wherein institute
State aromatic dicarboxylic acid and aliphatic dicarboxyl carbamate prepolymer and be with 35 weight % less than 70 weight %
Acid and polyester-diol (A), polyalcohol (B), organic two isocyanic acid that hydroxyl value be more than 3 of branch's glycol as constituent
, used as constituent, the nertralizer (E) is relative to described with trip for ester (C) and the chain lengthening agent (D) with free carboxy
Chain lengthening agent (D) from carboxyl is 0.4~0.8 mole,
[changing 1]
[in formula (1), R1、R2、R3And R4Separately represent straight-chain, branch-like or the ring of hydrogen atom or carbon number 1~8
The alkyl of shape；Y1And Y2Separately represent the alkylidene of carbon number 2~6；X and y represent average addition molal quantity, meet 1≤x+
y≤30]。
2. a kind of aqueous dispersion, it contains polyurethane resin and the acetylide represented by following formulas (1), and
The polyurethane resin is end is had the carbamate prepolymer of NCO at nertralizer (E)
In the presence of to carry out the amine value that is crosslinked using water be the polyurethane resin of 12.5~81.0 (KOHmg/g), wherein institute
State carbamate prepolymer and be with 35 less than 70 weight % by aromatic dicarboxylic acid and aliphatic dicarboxylic acid with point
Branch glycol as the polyester-diol (A) of constituent, the polyalcohol (B) that hydroxyl value is more than 3, organic diisocyanate (C),
And chain lengthening agent (D ') with three-level amino is used as constituent, the nertralizer (E) is relative to described with tertiary amine
Chain lengthening agent (D ') of base is 0.4~0.8 mole,
[changing 2]
[in formula (1), R1、R2、R3And R4Separately represent straight-chain, branch-like or the ring of hydrogen atom or carbon number 1~8
The alkyl of shape；Y1And Y2Separately represent the alkylidene of carbon number 2~6；X and y represent average addition molal quantity, meet 1≤x+
y≤30]。
3. the aqueous dispersion of polyurethane resin according to claim 1 and 2, wherein the acetylide contains
Measure 0.05~2 mass % for the aqueous dispersion.
4. the aqueous dispersion of polyurethane resin according to any one of claim 1 to 3, wherein the poly- amino
The glass transition temperature of formate resin is more than 40 DEG C.
5. a kind of plastic foil smears, it contains polyurethane resin according to any one of claim 1 to 4
Aqueous dispersion.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2014218109A JP5758040B1 (en) | 2014-10-27 | 2014-10-27 | Aqueous dispersion of polyurethane resin and coating agent for plastic film using the same |
| JP2014-218109 | 2014-10-27 | ||
| PCT/JP2015/077895 WO2016067824A1 (en) | 2014-10-27 | 2015-10-01 | Aqueous dispersion of polyurethane resin and coating agent for plastic film using same |
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| Publication Number | Publication Date |
|---|---|
| CN106795263A true CN106795263A (en) | 2017-05-31 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201580046826.4A Pending CN106795263A (en) | 2014-10-27 | 2015-10-01 | The aqueous dispersion of polyurethane resin and the plastic foil smears using it |
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| Country | Link |
|---|---|
| JP (1) | JP5758040B1 (en) |
| KR (1) | KR102405157B1 (en) |
| CN (1) | CN106795263A (en) |
| TW (1) | TWI564343B (en) |
| WO (1) | WO2016067824A1 (en) |
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| JP7081493B2 (en) * | 2016-12-02 | 2022-06-07 | 日産化学株式会社 | Conductive carbon material dispersion |
| JP2021152151A (en) * | 2020-03-18 | 2021-09-30 | ダイキン工業株式会社 | Non-fluorinated copolymer composition and oil-resistant agent for paper |
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- 2015-10-01 WO PCT/JP2015/077895 patent/WO2016067824A1/en active Application Filing
- 2015-10-20 TW TW104134276A patent/TWI564343B/en active
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| CN102587200A (en) * | 2012-01-19 | 2012-07-18 | 上海信博实业有限公司 | Waterborne polyurethane cardboard plastic coating and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI564343B (en) | 2017-01-01 |
| JP5758040B1 (en) | 2015-08-05 |
| KR102405157B1 (en) | 2022-06-02 |
| WO2016067824A1 (en) | 2016-05-06 |
| JP2016084416A (en) | 2016-05-19 |
| TW201615749A (en) | 2016-05-01 |
| KR20170074845A (en) | 2017-06-30 |
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