CN106085172A - Bi-component waterborne colored paint based on water solublity dyeing firming agent and preparation method thereof - Google Patents
Bi-component waterborne colored paint based on water solublity dyeing firming agent and preparation method thereof Download PDFInfo
- Publication number
- CN106085172A CN106085172A CN201610404294.3A CN201610404294A CN106085172A CN 106085172 A CN106085172 A CN 106085172A CN 201610404294 A CN201610404294 A CN 201610404294A CN 106085172 A CN106085172 A CN 106085172A
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- China
- Prior art keywords
- dyeing
- chromophore
- chromo
- firming agent
- water solublity
- Prior art date
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- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 134
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 118
- 238000004043 dyeing Methods 0.000 title claims abstract description 104
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000003973 paint Substances 0.000 title claims description 26
- 239000000975 dye Substances 0.000 claims abstract description 75
- 238000000576 coating method Methods 0.000 claims abstract description 23
- 239000011248 coating agent Substances 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- 238000002560 therapeutic procedure Methods 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 6
- 239000003822 epoxy resin Substances 0.000 claims abstract description 5
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims abstract description 5
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 52
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 34
- 238000003756 stirring Methods 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 19
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 16
- 229920002125 Sokalan® Polymers 0.000 claims description 16
- 239000005056 polyisocyanate Substances 0.000 claims description 16
- 229920001228 polyisocyanate Polymers 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 238000001291 vacuum drying Methods 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 10
- 230000006837 decompression Effects 0.000 claims description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 9
- 239000013530 defoamer Substances 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 8
- 239000000080 wetting agent Substances 0.000 claims description 8
- 239000004925 Acrylic resin Substances 0.000 claims description 6
- 229920000178 Acrylic resin Polymers 0.000 claims description 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 229920005749 polyurethane resin Polymers 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 5
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 4
- 150000002513 isocyanates Chemical class 0.000 claims description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 4
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 4
- 239000008367 deionised water Substances 0.000 claims description 3
- 229910021641 deionized water Inorganic materials 0.000 claims description 3
- 150000002527 isonitriles Chemical class 0.000 claims description 3
- 239000003002 pH adjusting agent Substances 0.000 claims description 3
- 101100412856 Mus musculus Rhod gene Proteins 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 claims 2
- 238000003825 pressing Methods 0.000 claims 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 1
- 238000007711 solidification Methods 0.000 abstract description 14
- 230000008023 solidification Effects 0.000 abstract description 14
- 239000004814 polyurethane Substances 0.000 abstract description 13
- 229920002635 polyurethane Polymers 0.000 abstract description 7
- 239000003086 colorant Substances 0.000 abstract description 5
- 230000007246 mechanism Effects 0.000 abstract description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 2
- 238000010521 absorption reaction Methods 0.000 description 25
- 239000002585 base Substances 0.000 description 22
- YXRKNIZYMIXSAD-UHFFFAOYSA-N 1,6-diisocyanatohexane Chemical compound O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O YXRKNIZYMIXSAD-UHFFFAOYSA-N 0.000 description 15
- 239000012528 membrane Substances 0.000 description 13
- 239000002994 raw material Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 6
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 239000003292 glue Substances 0.000 description 6
- AOADSHDCARXSGL-ZMIIQOOPSA-M alkali blue 4B Chemical compound CC1=CC(/C(\C(C=C2)=CC=C2NC2=CC=CC=C2S([O-])(=O)=O)=C(\C=C2)/C=C/C\2=N\C2=CC=CC=C2)=CC=C1N.[Na+] AOADSHDCARXSGL-ZMIIQOOPSA-M 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 description 4
- 229950000845 politef Drugs 0.000 description 4
- AZLXCBPKSXFMET-UHFFFAOYSA-M sodium 4-[(4-sulfophenyl)diazenyl]naphthalen-1-olate Chemical compound [Na+].C12=CC=CC=C2C(O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 AZLXCBPKSXFMET-UHFFFAOYSA-M 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- -1 dichloromethane Alkane Chemical class 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 2
- 229940043276 diisopropanolamine Drugs 0.000 description 2
- 239000002103 nanocoating Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920003009 polyurethane dispersion Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical class OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 0 CC=CC=C(C=C)*=CC1C=C(C=CN=NC=CCCC=C)C(C=CC[U]*)=CC1[S-] Chemical compound CC=CC=C(C=C)*=CC1C=C(C=CN=NC=CCCC=C)C(C=CC[U]*)=CC1[S-] 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004214 Fast Green FCF Substances 0.000 description 1
- RZSYLLSAWYUBPE-UHFFFAOYSA-L Fast green FCF Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC(O)=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 RZSYLLSAWYUBPE-UHFFFAOYSA-L 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- AHIBWURJLGCHAY-UHFFFAOYSA-N [S].C1=CC=CC=C1 Chemical compound [S].C1=CC=CC=C1 AHIBWURJLGCHAY-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000009500 colour coating Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000019240 fast green FCF Nutrition 0.000 description 1
- 229940102253 isopropanolamine Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
- C07D251/32—Cyanuric acid; Isocyanuric acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/45—Heterocyclic compounds having sulfur in the ring
- C08K5/46—Heterocyclic compounds having sulfur in the ring with oxygen or nitrogen in the ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Coloring (AREA)
Abstract
The invention discloses the preparation method of a kind of coloured aqueous coating of bi-component based on water solublity dyeing firming agent, feature is first to prepare water solublity dyeing firming agent, then component based on aqueous high molecular aqueous polyurethane, water soluble acrylic acid or aqueous epoxy resins is used, with water solublity dyeing firming agent as addO-on therapy, by certain mass proportioning generation curing reaction, obtain the coloured aqueous coating of bi-component.The dyeing firming agent using the inventive method to prepare, has accomplished that solidification, the step that dyes are carried out；Being typed in high molecular strand due to chromophore chemistry after curing reaction, chromophore is issued uniformly, is difficult to migrate, and color fastness and heat-resistant stability are good；Also can according to color three primary colors mix colours mechanism, by the color needed for coating by prepared redness, green, blue cured dose by a certain percentage mixing after again with aqueous high molecular generation curing reaction, obtain the bi-component waterborne coating of required color easily.
Description
Technical field
The invention belongs to aqueous high molecular technical field of coatings, be specifically related to synthesis and the utilization of water solublity dyeing firming agent
Aqueous high molecular forms coloured aqueous coating of bi-component and preparation method thereof with this water solublity dyeing firming agent generation curing reaction.
Background technology
Aqueous high molecular material, wherein aqueous polyurethane has that drying time is short, high-performance low VOC, outward appearance
The features such as good, solvent resistant, have broad application prospects；And water-and acrylate has excellent weatherability, resistance to acids and bases etc.
Feature, it has also become a kind of important coating.In the synthesis of aqueous high molecular material, owing to molecular chain structure mostly is linear or micro-
Crosslinking, the mechanical performance causing aqueous high molecular coating is the highest, and resistance to water is poor.Chinese patent 201510132921.8 carries
Go out, polyurethane curing agent is added in coating, the mechanical performance of film can be improved, improve its resistance to water, weatherability.But it is this
Firming agent use in coloured aqueous polyurethane coating can cause dyestuff difficulties in dispersion and the easy migration precipitation of dyestuff.Chinese patent
The synthetic method of aqueous polyurethane high molecular dye proposed in 201410554339.6, by parent containing amino or hydroxyl
Dyestuff is incorporated in polyurethane chain, although solve dyeing firmness problem, but its dye content is low and dyestuff utilization rate not
High.
Summary of the invention
The purpose of the present invention is to propose to a kind of coloured aqueous coating of bi-component based on water solublity dyeing firming agent and system thereof
Preparation Method, to solve, existing aqueous high molecular pigment dyeing firmness is low, dyestuff disperses uneven and poor the asking of heat-resistant stability
Topic.
The present invention includes: the preparation method of the coloured aqueous coating of bi-component based on water solublity dyeing firming agent；Wherein institute
The aqueous high molecular of component based on Zhi Bei, and as addO-on therapy, there are two or three or four or six-NCO
Base the dyeing series curing agent product of the water solublity containing chromophoric polyisocyanates；And utilize addO-on therapy water solublity to contaminate
Color series curing agent product and basic components aqueous high molecular and deionized water, and include defoamer, wetting agent, thickening agent,
Auxiliary rheological agents and pH adjusting agent are in interior auxiliary agent, the coloured painting of bi-component waterborne according to requirements obtained by required proportions
Material series of products.
The preparation method of the coloured aqueous coating of bi-component based on water solublity dyeing firming agent of the present invention, including: by matter
Amount number is by the aqueous high molecular of component based on 100 parts and 6-12 part deionized water, 0.5-1 part defoamer, 1.0-2.0 part
Stir after wetting agent, 0.1-0.5 part thickening agent, 1.0-3.0 part auxiliary rheological agents and the mixing of 0.1-0.3 part pH adjusting agent；Stir
Mix the lower addition 2-10 part water solublity dyeing firming agent mix homogeneously as addO-on therapy, obtain bi-component waterborne colored paint；
It is characterized in that: described water solublity dyeing firming agent is that employing has hydroxyl or the water-soluble dye of amino and polyisocyanates is solid
Agent during 1:1-2.2 is placed in reactor in molar ratio, adds by the solvent first of polyisocyanates and dyestuff gross mass 50-80%
Benzene, and press the catalyst dibutyltin dilaurylate of polyisocyanates and dyestuff gross mass 0.1-0.8%, 80-130 DEG C of reaction
4-6 hour, decompression distillation, wash and be dried, obtain having two or three or four or six-NCO bases and contain chromophore
Polyisocyanates water solublity dyeing firming agent；
Described aqueous high molecular is selected from waterborne polyurethane resin, water-borne acrylic resin or aqueous epoxy resins；
Described water solublity dyeing firming agent is to have two, three, four or six-NCO bases and containing chromophoric many
The water solublity dyeing firming agent of isocyanates；
Described defoamer is selected from BYK-024, BYK-1660 and the TEGO of Di Gao company of Germany of Bi Ke company of Germany
One or more in foamex 810；
Described wetting agent selected from Germany the BYK 346 of Bi Ke company, BYK 348, Germany Di Gao company TEGO 440,
One or more in TEGO 450 and TEGO 482；
Described thickening agent selected from the ACRYSOL RM 8W of Rhom and Hass, ACRYSOL 12W, ACRYSOL 5000 with
And one or more in ACRYSOL RM2020NPR；
Described auxiliary rheological agents is selected from BYK-420, BYK410, BYK-425, BYK-431, BYK-430 of Bi Ke company of Germany
And one or more in the moral modest 2810 of this company of hamming；
Described PH regulator is selected from dimethyl amine, triethylamine, N, N-dimethylethanolamine, α-dihydroxymethyl ethamine, two
One or more in isopropanolamine and Pehanorm.
In the preparation method of the coloured aqueous coating of bi-component based on water solublity dyeing firming agent of the present invention, Qi Zhongsuo
State there are two, three, four or six-NCO bases and contain the water-soluble of chromophoric polyisocyanates as addO-on therapy
Property dyes in firming agent, has two-NCO bases and containing chromophoric water solublity dyeing firming agent, is by having monohydroxy
And the dyestuff containing chromophore Chromo-I, or there are mono amino the dyestuff containing chromophore Chromo-II and three Carbimide .s
Ester reacts, and is introduced in triisocyanate molecular structure by the chromophore in dyestuff, and obtained has two-NCO bases and contain
The water solublity dyeing firming agent of chromophore Chromo-I or chromophore Chromo-II structure, concrete operation step is:
By the amount of 1:1 mol ratio will be there is monohydroxy the dyestuff containing chromophore Chromo-I or there is mono amino and contain
There is the dyestuff of chromophore Chromo-II, be placed in reactor with triisocyanate；Add by the total matter of triisocyanate and dyestuff
The toluene of amount 50-80%, as solvent, adds while stirring and presses triisocyanate and the catalyst of dyestuff gross mass 0.1-0.8%
Dibutyl tin laurate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or dichloromethane
Alkane washed product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-I or chromophore Chromo-
The water solublity dyeing firming agent of II:
R in formula1For the agent structure in addition to isocyanate groups in triisocyanate.
Described there are two, three, four or six-NCO bases and contain chromophoric many isocyanides as addO-on therapy
In the water solublity dyeing firming agent of acid esters, there are three-NCO bases and containing chromophoric water solublity dyeing firming agent, be to pass through
There is monohydroxy the dyestuff containing chromophore Chromo-I or there is mono amino the dyestuff containing chromophore Chromo-II,
React with tetraisocyanate, the chromophore in dyestuff introduced in tetraisocyanate molecular structure, obtained have three-
NCO base the dyeing firming agent of the water solublity containing chromophore Chromo-I or chromophore Chromo-II structure, concrete operation step
For:
By the amount of 1:1 mol ratio will be there is monohydroxy the dyestuff containing chromophore Chromo-I or there is mono amino and contain
There is the dyestuff of chromophore Chromo-II, be placed in reactor with tetraisocyanate；Add by the total matter of tetraisocyanate and dyestuff
The toluene of amount 50-80%, as solvent, adds while stirring and presses tetraisocyanate and the catalyst of dyestuff gross mass 0.1-0.8%
Dibutyl tin laurate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or dichloromethane
Alkane washed product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-I or chromophore Chromo-
The water solublity dyeing firming agent of II:
R in formula2For the agent structure in addition to isocyanate groups in tetraisocyanate.
Described chromophore Chromo-I can be one of having structure, including:
Chromophore Chromo-II structure in described reaction equation can be one of having structure, including:
Described have two or three or four or six-NCO bases and containing chromophoric polyisocyanate as addO-on therapy
In the water solublity dyeing firming agent of cyanate, there are four-NCO bases and containing chromophoric water solublity dyeing firming agent, be logical
Cross and there is double hydroxyl the dyestuff containing chromophore Chromo-III or there is double amino the dye containing chromophore Chromo-IV
Material, reacts with triisocyanate, is introduced in triisocyanate molecular structure by the chromophore in dyestuff, and obtained has four
Individual-NCO base the dyeing firming agent of the water solublity containing chromophore Chromo-III or chromophore Chromo-IV structure, specifically grasp
As step it is:
By the amount of 1:2-2.2 mol ratio will be there is double hydroxyl the dyestuff containing chromophore Chromo-III or there is double ammonia
Base the dyestuff containing chromophore Chromo-IV, be placed in reactor with triisocyanate；Add by triisocyanate and dye
The toluene of material gross mass 50-80% as solvent, adds while stirring and presses triisocyanate and dyestuff gross mass 0.1-0.8%
Catalyst dibutyltin dilaurylate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or
Dichloromethane washed product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-III or chromophore
The water solublity dyeing firming agent of Chromo-IV:
Described there are two, three, four or six-NCO bases and contain chromophoric many isocyanides as addO-on therapy
In the water solublity dyeing firming agent of acid esters, there are six-NCO bases and containing chromophoric water solublity dyeing firming agent, be to pass through
There is double hydroxyl the dyestuff containing chromophore Chromo-III or there is double amino the dye containing chromophore Chromo-IV
Material, reacts with tetraisocyanate, is introduced in tetraisocyanate molecular structure by the chromophore in dyestuff, and obtained has six
Individual-NCO base the dyeing firming agent of the water solublity containing chromophore Chromo-III or chromophore Chromo-IV structure, specifically grasp
As step it is:
By the amount of 1:2-2.2 mol ratio will be there is double hydroxyl the dyestuff containing chromophore Chromo-III or there is double ammonia
Base the dyestuff containing chromophore Chromo-IV, add in reactor with tetraisocyanate；Add by tetraisocyanate and dye
The toluene of material gross mass 50-80% as solvent, adds while stirring and presses tetraisocyanate and dyestuff gross mass 0.1-0.8%
Catalyst dibutyltin dilaurylate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or
Dichloromethane washed product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-III or chromophore
The water solublity dyeing firming agent of Chromo-IV:
Described chromophore Chromo-III structure can be one of having structure, including:
Described chromophore Chromo-IV structure can be one of having structure, including:
R in described reaction equation (a) or (c)1Structure can be one of having structure, including:
R in described reaction equation (b) or (d)2Structure is:
Use the method preparation-obtained water solublity dyeing firming agent of the present invention, by chromophore contained in molecular structure
Color, can be divided into redness, green and blue three kinds；
Listing with structural formula, wherein red water solublity dyeing firming agent specifically includes:
Green Water dissolubility dyeing firming agent includes:
Blue water solublity dyeing firming agent includes:
R in above water solublity dyeing firming agent structural formula1、R2Structure and described reaction equation (a) or (c), (b) or
R in (d)1、R2Structure is identical.
Component based on aqueous high molecular, has two or three or four or six by preparation above-mentioned in the present invention
Individual-NCO base the dyeing series curing agent product of the water solublity containing chromophoric polyisocyanates are as addO-on therapy, with basis
Component the most uniformly mixes, and obtains the bi-component waterborne colored paint based on water solublity dyeing firming agent of the present invention,
The color corresponding with chromophore Chromo-I, Chromo-II, Chromo-III and Chromo-IV can be obtained respectively.
Use water solublity dyeing firming agent prepared by the present invention, according to the three primary colors toning mechanism of color, also can be by reality
Color needed for bi-component waterborne colored paint, mixes by a certain percentage by obtained redness, green, blue dyeing firming agent
As addO-on therapy after (can two components, also can three components), then it be anti-uniformly to mix generation solidification with basic components with certain proportion
Should, the bi-component waterborne colored paint of required color can be obtained.
The present invention is taken through water-soluble dye and reacts with polyisocyanates, first prepares water solublity dyeing firming agent, should
The firming agent of the dyeing alternative routine of firming agent, for waterborne polyurethane resin, water-borne acrylic resin or water-base epoxy tree
While fat solidification, give the color needed also can to corresponding water-base resin, it is not necessary to re-use common by adding aqueous
The mode of pigment, to coloring resin, has accomplished that solidification, the step that dyes are carried out.Key in due to chromophore chemistry after curing reaction
In high molecular strand, chromophore is issued uniformly, is difficult to migrate, and color fastness and heat-resistant stability are good.The present invention uses water
Component based on property macromolecule (aqueous polyurethane, water soluble acrylic acid or aqueous epoxy resins), the water solublity prepared with the present invention
Dyeing firming agent is addO-on therapy, by certain mass proportioning generation curing reaction, obtains the coloured aqueous coating of bi-component.Also can depend on
According to color three primary colors mix colours mechanism, by the color needed for coating by prepared redness, green, blue cured dose by a certain percentage
After mixing again with aqueous high molecular generation curing reaction, obtain the bi-component waterborne coating of required color easily.
Compared with prior art, the invention have the advantages that
1. use sodium sulfonate group or tertiary amine ion to be the hydrophilic group of polyisocyanate curing agent due to the present invention, make solidification
Agent has good water dispersible, and curing performance is superior, solidification the open hour more than 3 hours, cured film hot strength up to
42MPa；
2. use the present invention method prepared by have dyeing function water solublity dye firming agent, after hardening due to
Chromophore chemistry is typed in high molecular strand, high with micromolecular water pigment or dyestuff are typically directly mixed with aqueous
The material obtained in molecule is compared, and uses the inventive method that chromophore can be made to issue uniformly, is difficult to migrate, color fastness and heat-resisting surely
Qualitative good；
3. use the present invention water solublity dyeing firming agent, can by the color needed for coating by obtained redness, green,
Blue cured dose by a certain percentage mixing after again with aqueous high molecular generation curing reaction, obtain the bi-component waterborne of required color
Coating；
4. use the present invention method prepare water solublity dyeing firming agent make aqueous high molecular solidification after due to send out
The structure of color group belongs to the hard section of macromolecular chain, therefore can be used amount or the variety control aqueous high molecular of firming agent by regulation
The structure of chain hard section, while obtaining required color, can play the calorifics of aqueous high molecular coating, mechanics etc. after regulation solidification
Performance.
Accompanying drawing explanation
Fig. 1 is raw materials used in the embodiment of the present invention 1 and the fourier-transform infrared of the water solublity dyeing firming agent of synthesis
Spectrum compares spectrogram.
Fig. 2 is the solid UV-Vis spectrogram of the bi-component waterborne colored paint glued membrane of preparation in the embodiment of the present invention 1.
Fig. 3 is raw materials used in the embodiment of the present invention 2 and the fourier-transform infrared of the water solublity dyeing firming agent of synthesis
Spectrum compares spectrogram.
Fig. 4 is raw materials used in the embodiment of the present invention 3 and the fourier-transform infrared of the water solublity dyeing firming agent of synthesis
Spectrum compares spectrogram.
Detailed description of the invention
Embodiment 1:
1-naphthols azo P-TOLUENE SULFO ACID 99's sodium (orange I) of 2.34g, the HDI trimer of 3.59g and 3.42mL toluene are added
In 25ml single port flask；Add 0.006g dibutyl tin laurate, back flow reaction 6 under 130 DEG C of temperature conditionss while stirring
Hour；The system for the treatment of is cooled to room temperature, sloughs toluene with Rotary Evaporators；By dichloromethane washed product and in vacuum drying oven
It is dried to constant weight, obtains containing chromophore
Water solublity dyeing firming agent D1.
100g waterborne polyurethane resin is added in the reactor of 250mL, slow under the rotating speed uniform stirring of 500 revs/min
Slow addition 3g water solublity dyeing firming agent D1 mix homogeneously, obtains bi-component waterborne encrimson.This encrimson is placed in water
In the groove type politef template of the length and width of placing flat, deeply respectively 20cm, 20cm, 2cm, make breast at ambient temperature
In liquid, moisture slowly volatilizees, and obtains the glued membrane of primary solidification；Again by this glued membrane heat treatment 24 hours at a temperature of 60 DEG C so that it is Gu
Change completely.By controlling to add the amount of the coating in template, the thickness of the solidified glue film finally given can be made as required at 5-
Between 200 μm.The present embodiment is because needing to measure the solid UV-Vis spectrogram of bi-component waterborne colored paint, for avoiding test by miscellaneous
Matter is disturbed, therefore does not adds auxiliary agent.
Accompanying drawing 1 is the Fourier transform infrared spectroscopy of the raw materials used water solublity dyeing firming agent D1 with synthesis of the present embodiment
Relatively spectrogram, spectrogram a, spectrogram b and spectrogram c are respectively orange I, HDI trimer, the infrared spectrogram of firming agent D1.Spectrogram exhibition
The free NH at 3433cm-1 and 3350cm-1 and hydrogen bonding NH characteristic absorption peak are shown, at 2942cm-1 and 2856cm-1
CH3 and CH2 characteristic absorption peak, the NCO characteristic absorption peak at 2275cm-1, the carbonyl of the carbamate at 1700cm-1
Base characteristic absorption peak, the CN characteristic absorption peak of the carbamate at 1535cm-1, the sulfonic acid at 1175cm-1 and 1050cm-1
The characteristic absorption peak of naphthalene at base characteristic absorption peak and 758cm-1.The appearance of these characteristic absorption peaks indicates orange I and HDI
Trimer generates firming agent D1 after reacting.
Fig. 2 is the solid UV-Vis spectrogram of bi-component waterborne colored paint glued membrane prepared by the present embodiment, respectively at 466nm
With two bigger absworption peaks of appearance at 534nm.Glued membrane presents beautiful orange red.
The cured film (sample name: D1-PU) of the bi-component waterborne colored paint prepared the present embodiment respectively is by GB/
T528-1998 carries out hot strength and elongation at break, carries out wet rubbing color fastness detection, acquired results by QBT 2537-2001
As shown in the sample D1-PU in table 1.
Hot strength, elongation at break and the wet rubbing color fastness of table 1 bi-component waterborne colored paint cured glue film
Waterborne polyurethane resin basic components selected by the present embodiment is ten thousand China's chemistry6512 water-based hydroxyl polyurethanes
Dispersion, basic parameter is as shown in table 2.
Table 2 aqueous high molecular basic components basic parameter
If other condition in reservation the present embodiment is constant, orange I is changed that fixation is green 50 into, fast green FCF or alkali blue
17, equally obtain water solublity dyeing firming agent.
If other condition in reservation the present embodiment is constant into, HDI trimer is changed HDI-TMP addition product or HDI contracting two
Urea, equally obtains water solublity dyeing firming agent.
If other condition in reservation the present embodiment is constant, and changes basic components, and is replaced by aqueous pu dispersions
It is changed to water-borne acrylic resin dispersion or aqueous epoxy resins dispersion, equally obtains bi-component waterborne colored paint.
Embodiment 2:
The alkali blue 17 of 1.79g, the HDI trimer of 2.95g and 4.4mL toluene are added in 25ml single port flask；While stir
Mix limit and add 0.038g dibutyl tin laurate, back flow reaction 5 hours under 90 DEG C of temperature conditionss；The system for the treatment of is cooled to room
Temperature, sloughs toluene with Rotary Evaporators；By dichloromethane washed product and be dried in vacuum drying oven to constant weight, contained
Chromophore
Water solublity dyeing firming agent D2.
100g is added in the reactor of 250mL6512 water-based hydroxyl polyurethane dispersions, 1g defoamer BYK-
024,2g wetting agent BYK 348,0.2g ACRYSOL RM 8W, 2.0g auxiliary rheological agents BYK-420,0.1g Pehanorm and
10mL distilled water, is slowly added to 1g water solublity dyeing firming agent D2 mix homogeneously under the rotating speed uniform stirring of 500 revs/min,
To bi-component waterborne blue paste.This blue paste is placed in the length and width of horizontal positioned, deeply respectively 20cm, 20cm, 2cm
In groove type politef template, make moisture in emulsion slowly volatilize at ambient temperature, obtain the glued membrane of primary solidification；Again
By this glued membrane heat treatment 24 hours at a temperature of 60 DEG C so that it is completion of cure, obtain the solidified glue film that thickness is 5-200 μm.
Accompanying drawing 3 is the Fourier transform infrared spectroscopy of the raw materials used water solublity dyeing firming agent D2 with synthesis of the present embodiment
Relatively spectrogram, spectrogram d, spectrogram e and spectrogram f are respectively alkali blue 17, HDI trimer, the infrared spectrogram of firming agent D2.Spectrogram
Illustrate the free NH at 3423cm-1 and hydrogen bonding NH characteristic absorption peak, the CH3 at 2929cm-1 and 2852cm-1 and
CH2 characteristic absorption peak, the NCO characteristic absorption peak at 2262cm-1, the carbonyl characteristic absorption of the carbamate at 1679cm-1
Peak, the CN characteristic absorption peak of the carbamate at 1450cm-1, the characteristic absorption peak of the disubstituted benzenes ring at 1786cm-1；
C-N and C=N characteristic absorption peak at 1351cm-1 and 1161cm-1；Quaternary ammonium salt characteristic absorption peak at 1623cm-1 and
NH2 characteristic absorption vibration peak at 1552cm-1.The appearance of these characteristic absorption peaks indicates alkali blue 17 and HDI trimer
Firming agent D2 is generated after reacting.
The cured film (sample name: D2-PU) of the bi-component waterborne colored paint prepared the present embodiment respectively is by GB/
T528-1998 carries out hot strength and elongation at break, carries out wet rubbing color fastness detection, acquired results by QBT 2537-2001
As shown in the sample D2-PU in table 1.
If other condition in reservation the present embodiment is constant into, BYK-024 is changed BYK-1660 Yu TEGO foamex 810
In one or more, equally obtain bi-component waterborne colored paint.
If other condition in reservation the present embodiment is constant into, BYK 348 is changed BYK 346, TEGO 440, TEGO 450
With one or more in TEGO 482, equally obtain bi-component waterborne colored paint.
If other condition in reservation the present embodiment is constant, change ACRYSOL RM 8W into ACRYSOL 12W, ACRYSOL
One or more in 5000 and ACRYSOL RM2020NPR, equally obtain bi-component waterborne colored paint.
If other condition in reservation the present embodiment is constant, BYK-420 is changed into that BYK410, moral be modest 2810, BYK-425,
One or more in BYK-431 Yu BYK-430, equally obtain bi-component waterborne colored paint.
If other condition in reservation the present embodiment is constant into, Pehanorm is changed dimethyl amine, triethylamine, N,
One or more in N-dimethylethanolamine, α-dihydroxymethyl ethamine, diisopropanolamine (DIPA), equally obtain bi-component waterborne
Colored paint.
If other condition in reservation the present embodiment is constant into, alkali blue 17 is changed 4-[(4-aminophenyl) azo] benzene sulphur
The single sodium salt of acid, equally obtains corresponding water solublity dyeing firming agent and bi-component waterborne colored paint.
Embodiment 3:
The Xylene Red 50 of 1.56g, the HDI trimer of 2.85g and 3.05mL toluene are added in 25ml single port flask；While stir
Mix limit and add 0.022g dibutyl tin laurate, back flow reaction 4 hours under 130 DEG C of temperature conditionss；The system for the treatment of is cooled to room
Temperature, sloughs toluene with Rotary Evaporators；By dichloromethane washed product and be dried in vacuum drying oven to constant weight, contained
Chromophore
Water solublity dyeing firming agent D3.
100g is added in the reactor of 250mL6512 water-based hydroxyl polyurethane dispersions, 1g defoamer BYK-
1660,2g wetting agent BYK 346,0.2g ACRYSOL 12W, 2.0g auxiliary rheological agents BYK-410,0.1g α-dihydroxymethyl ethamine
With 8mL distilled water, under the rotating speed uniform stirring of 500 revs/min, it is slowly added to 4.8g water solublity dyeing firming agent D3 mix homogeneously,
Obtain bi-component waterborne encrimson.This encrimson is placed in the length and width of horizontal positioned, deeply respectively 20cm, 20cm, 2cm
Groove type politef template in, make moisture in emulsion slowly volatilize at ambient temperature, the glued membrane of primary solidification；
Again by this glued membrane heat treatment 24 hours at a temperature of 60 DEG C so that it is completion of cure, obtain the solidified glue film that thickness is 5-200 μm.
Accompanying drawing 4 is the Fourier transform infrared spectroscopy of the raw materials used water solublity dyeing firming agent D3 with synthesis of the present embodiment
Relatively spectrogram, spectrogram g, spectrogram h and spectrogram i are respectively Xylene Red 50, HDI trimer, the infrared spectrogram of firming agent D3.Spectrogram
Illustrate the free NH at 3424cm-1 and hydrogen bonding NH characteristic absorption peak, the CH3 at 2945m-1 and 2858cm-1 and
CH2 characteristic absorption peak, the NCO characteristic absorption peak at 2266cm-1, the carbonyl characteristic absorption of the carbamate at 1693cm-1
Peak, the CN characteristic absorption peak of the carbamate at 1458cm-1, and the phenyl ring skeleton at 1550cm-1 and 1360cm-1 shake
Dynamic characteristic absorption peak.The appearance of these characteristic absorption peaks indicates after Xylene Red 50 reacts with HDI trimer and generates solidification
Agent D3.
The cured film (sample name: D3-PU) of the bi-component waterborne colored paint prepared the present embodiment respectively is by GB/
T528-1998 carries out hot strength and elongation at break, carries out wet rubbing color fastness detection, acquired results by QBT 2537-2001
As shown in the sample D3-PU in table 1.
If other condition in reservation the present embodiment is constant, change Xylene Red 50 into acid green A, equally obtain corresponding
Water solublity dyeing firming agent and bi-component waterborne colored paint.
If other condition in reservation the present embodiment is constant into, HDI trimer is changed HDI-TMP addition product, HDI biuret
Or hydrophilic modifying HDI trimer, equally obtain corresponding water solublity dyeing firming agent and bi-component waterborne colored paint.
Embodiment 4:
The acid mordant navy blue of 1.56g, the HDI trimer of 3.82g and 4.35mL toluene are added in 25ml single port flask；
Add 0.022g dibutyl tin laurate, back flow reaction 5 hours under 100 DEG C of temperature conditionss while stirring；Treat that system cools down
To room temperature, slough toluene with Rotary Evaporators；By dichloromethane washed product and be dried in vacuum drying oven to constant weight, obtain
Containing chromophore
Water solublity dyeing firming agent D4.
100g water-borne acrylic resin, 1g defoamer BYK-024,2g wetting agent TEGO is added in the reactor of 250mL
440,0.2g ACRYSOL 5000,2.0g auxiliary rheological agents moral be modest 2810,0.1g α-dihydroxymethyl ethamine and 9mL distilled water,
It is slowly added to 2.3g water solublity dyeing firming agent D4 mix homogeneously under the rotating speed uniform stirring of 500 revs/min, obtains bi-component waterborne
Blue paste.This blue paste is placed in the length and width of horizontal positioned, is deeply respectively the groove type polytetrafluoro of 20cm, 20cm, 2cm
In ethylene template, make moisture in emulsion slowly volatilize at ambient temperature, obtain the glued membrane of primary solidification；Again by this glued membrane 60
Heat treatment 24 hours at a temperature of DEG C so that it is completion of cure, obtain the solidified glue film that thickness is 5-200 μm.
The cured film (sample name: D4-PA) of the bi-component waterborne colored paint prepared the present embodiment respectively is by GB/
T528-1998 carries out hot strength and elongation at break, carries out wet rubbing color fastness detection, acquired results by QBT 2537-2001
As shown in the sample D4-PA in table 1.
Water-borne acrylic resin-based plinth component selected by the present embodiment is ten thousand China's chemistry2042 hydroxy acrylic acids divide
A prose style free from parallelism, basic parameter is as shown in table 2.
If other condition in reservation the present embodiment is constant, acid mordant navy blue is changed into acid green 28, equally obtains
To corresponding water solublity dyeing firming agent and bi-component waterborne colored paint.
If other condition in reservation the present embodiment is constant into, HDI trimer is changed HDI-TMP addition product, HDI biuret
Or hydrophilic modifying HDI trimer, equally obtain corresponding water solublity dyeing firming agent and bi-component waterborne colored paint.
Embodiment 5:
100g is added in the reactor of 250mL2042 hydroxyl acrylic aqueous dispersion, 1g defoamer BYK-
024,2g wetting agent TEGO 440,0.2g ACRYSOL 5000,2.0g auxiliary rheological agents moral be modest 2810,0.1g α-dihydroxymethyl second
Amine and 9mL distilled water, be slowly added to 1.0g water solublity dyeing firming agent D3 and 1.5g under the rotating speed uniform stirring of 500 revs/min
Water solublity dyeing firming agent D2 mix homogeneously, obtains bi-component waterborne ink.This ink is placed in horizontal positioned
In the groove type politef template of length and width, deeply respectively 20cm, 20cm, 2cm, make moisture in emulsion at ambient temperature
Slowly volatilization, obtains the glued membrane of primary solidification；Again by this glued membrane heat treatment 24 hours at a temperature of 60 DEG C so that it is completion of cure,
Obtain the solidified glue film that thickness is 5-200 μm.
Claims (6)
1. a preparation method for the coloured aqueous coating of bi-component based on water solublity dyeing firming agent, including: by mass fraction
By the aqueous high molecular of component based on 100 parts and 6-12 part deionized water, 0.5-1 part defoamer, 1.0-2.0 part moistening
Stir after agent, 0.1-0.5 part thickening agent, 1.0-3.0 part auxiliary rheological agents and the mixing of 0.1-0.3 part pH adjusting agent；Under stirring
Add the 2-10 part water solublity dyeing firming agent mix homogeneously as addO-on therapy, obtain bi-component waterborne colored paint；It is special
Levy and be: described water solublity dyeing firming agent is to use to have hydroxyl or the water-soluble dye of amino and polyisocyanate curing agent
During 1:1-2.2 is placed in reactor in molar ratio, add by polyisocyanates and the solvent toluene of dyestuff gross mass 50-80%,
With by the catalyst dibutyltin dilaurylate of polyisocyanates and dyestuff gross mass 0.1-0.8%, react 4-6 at 80-130 DEG C
Hour, decompression distillation, wash and be dried, obtain having two or three or four or six-NCO bases and contain chromophoric many
The water solublity dyeing firming agent of isocyanates；
Described aqueous high molecular is selected from waterborne polyurethane resin, water-borne acrylic resin or aqueous epoxy resins；
Described water solublity dyeing firming agent is to have two, three, four or six-NCO bases and containing chromophoric many isocyanides
The water solublity dyeing firming agent of acid esters；
Described defoamer is selected from BYK-024, BYK-1660 and the TEGO foamex of Di Gao company of Germany of Bi Ke company of Germany
One or more in 810；
Described wetting agent is selected from the Germany BYK 346 of Bi Ke company, BYK 348, TEGO 440, the TEGO of Di Gao company of Germany
One or more in 450 and TEGO 482；
Described thickening agent selected from the ACRYSOL RM 8W of Rhom and Hass, ACRYSOL 12W, ACRYSOL 5000 and
One or more in ACRYSOL RM2020NPR；
Described auxiliary rheological agents selected from Germany Bi Ke company BYK-420, BYK410, BYK-425, BYK-431, BYK-430 and
One or more in the moral modest 2810 of this company of hamming；
Described PH regulator is selected from dimethyl amine, triethylamine, N, N-dimethylethanolamine, α-dihydroxymethyl ethamine, diisopropyl
One or more in hydramine and Pehanorm.
2. the preparation method of the coloured aqueous coating of bi-component based on water solublity dyeing firming agent as claimed in claim 1, feature
It is described there are two, three, four or six-NCO bases and contain chromophoric polyisocyanates as addO-on therapy
Water solublity dyeing firming agent in, have two-NCO bases and containing chromophoric water solublity dyeing firming agent, be by having
Monohydroxy the dyestuff containing chromophore Chromo-I, or there is mono amino the dyestuff and three containing chromophore Chromo-II
Isocyanates reacts, and is introduced in triisocyanate molecular structure by the chromophore in dyestuff, and obtained has two-NCO bases
And the water solublity dyeing firming agent containing chromophore Chromo-I or chromophore Chromo-II structure, concrete operation step is:
By the amount of 1:1 mol ratio will be there is monohydroxy the dyestuff containing chromophore Chromo-I or there is mono amino and containing sending out
The dyestuff of color group Chromo-II, is placed in reactor with triisocyanate；Add by triisocyanate and dyestuff gross mass
The toluene of 50-80%, as solvent, adds the catalyst two pressing triisocyanate and dyestuff gross mass 0.1-0.8% while stirring
Dibutyl tin laurate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or dichloromethane
Washed product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-I or chromophore Chromo-II
Water solublity dyeing firming agent:
R in formula1For the agent structure in addition to isocyanate groups in triisocyanate.
3. the preparation method of the coloured aqueous coating of bi-component based on water solublity dyeing firming agent as claimed in claim 1, feature
It is described there are two, three, four or six-NCO bases and contain chromophoric polyisocyanates as addO-on therapy
Water solublity dyeing firming agent in, have three-NCO bases and containing chromophoric water solublity dyeing firming agent, be by having
Monohydroxy and containing chromophore Chromo-I dyestuff or have mono amino and contain chromophore Chromo-II dyestuff, with four
Isocyanates reacts, and is introduced in tetraisocyanate molecular structure by the chromophore in dyestuff, and obtained has three-NCO bases
And the water solublity dyeing firming agent containing chromophore Chromo-I or chromophore Chromo-II structure, concrete operation step is:
By the amount of 1:1 mol ratio will be there is monohydroxy the dyestuff containing chromophore Chromo-I or there is mono amino and containing sending out
The dyestuff of color group Chromo-II, is placed in reactor with tetraisocyanate；Add by tetraisocyanate and dyestuff gross mass
The toluene of 50-80%, as solvent, adds the catalyst two pressing tetraisocyanate and dyestuff gross mass 0.1-0.8% while stirring
Dibutyl tin laurate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or dichloromethane
Washed product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-I or chromophore Chromo-II
Water solublity dyeing firming agent:
R in formula2For the agent structure in addition to isocyanate groups in tetraisocyanate.；
Described chromophore Chromo-is:
Chromophore Chromo-II structure in described reaction equation is:
4. the preparation method of the coloured aqueous coating of bi-component based on water solublity dyeing firming agent as claimed in claim 1, feature
It is described there are two or three or four or six-NCO bases and containing chromophoric polyisocyanic acid as addO-on therapy
In the water solublity dyeing firming agent of ester, there are four-NCO bases and containing chromophoric water solublity dyeing firming agent, be by tool
There are double hydroxyl the dyestuff containing chromophore Chromo-III or there is double amino the dyestuff containing chromophore Chromo-IV,
React with triisocyanate, the chromophore in dyestuff introduced in triisocyanate molecular structure, obtained have four-
NCO base the dyeing firming agent of the water solublity containing chromophore Chromo-III or chromophore Chromo-IV structure, concrete operations walk
Suddenly it is:
By the amount of 1:2-2.2 mol ratio will be there is double hydroxyl the dyestuff containing chromophore Chromo-III or there is double amino also
Containing the dyestuff of chromophore Chromo-IV, it is placed in reactor with triisocyanate；Add by triisocyanate and dyestuff total
The toluene of quality 50-80%, as solvent, adds while stirring and presses triisocyanate and the catalysis of dyestuff gross mass 0.1-0.8%
Agent dibutyl tin laurate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or dichloro
Methane wash product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-III or chromophore
The water solublity dyeing firming agent of Chromo-IV:
5. the preparation method of the coloured aqueous coating of bi-component based on water solublity dyeing firming agent as claimed in claim 1, feature
It is described there are two, three, four or six-NCO bases and contain chromophoric polyisocyanates as addO-on therapy
Water solublity dyeing firming agent in, have six-NCO bases and containing chromophoric water solublity dyeing firming agent, be by having
Double hydroxyls and containing chromophore Chromo-III dyestuff or have double amino and contain chromophore Chromo-IV dyestuff, with
Tetraisocyanate reacts, and is introduced in tetraisocyanate molecular structure by the chromophore in dyestuff, and obtained has six-NCO
Base the dyeing firming agent of the water solublity containing chromophore Chromo-III or chromophore Chromo-IV structure, concrete operation step
For:
By the amount of 1:2-2.2 mol ratio will be there is double hydroxyl the dyestuff containing chromophore Chromo-III or there is double amino also
Containing the dyestuff of chromophore Chromo-IV, add in reactor with tetraisocyanate；Add by tetraisocyanate and dyestuff total
The toluene of quality 50-80%, as solvent, adds while stirring and presses tetraisocyanate and the catalysis of dyestuff gross mass 0.1-0.8%
Agent dibutyl tin laurate, reacts 4-6 hour at 80-130 DEG C, and after cooling, decompression is distilled off solvent；With acetone or dichloro
Methane wash product is also dried to constant weight in vacuum drying oven, i.e. obtains containing chromophore Chromo-III or chromophore
The water solublity dyeing firming agent of Chromo-IV:
Described chromophore Chromo-III structure is:
Described chromophore Chromo-IV structure is:
R in reaction equation1Structure is:
R in reaction equation2Structure is:
6. the coloured aqueous coating of bi-component based on water solublity dyeing firming agent that prepared by method described in claim 1, its feature
It is that described water solublity dyeing firming agent is divided into redness, green and blue three kinds by chromophore colour contained in molecular structure,
Wherein red water solublity dyeing firming agent includes:
Green Water dissolubility dyeing firming agent includes:
Blue water solublity dyeing firming agent includes:
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| CN111500172A (en) * | 2020-03-27 | 2020-08-07 | 江苏华彩化学科技有限公司 | Water-based environment-friendly anti-cracking interior wall coating for building and preparation method thereof |
Citations (3)
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|---|---|---|---|---|
| CN1827713A (en) * | 2006-03-31 | 2006-09-06 | 中山大学 | Casein type aqueous ink and method for preparing same |
| CN104592882A (en) * | 2015-01-30 | 2015-05-06 | 广东雅图化工有限公司 | One-component water-based solid color paint for car and preparation process of the one-component water-based solid color paint |
| CN105623239A (en) * | 2014-10-30 | 2016-06-01 | 中国中化股份有限公司 | Photochromic composition and use thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1827713A (en) * | 2006-03-31 | 2006-09-06 | 中山大学 | Casein type aqueous ink and method for preparing same |
| CN105623239A (en) * | 2014-10-30 | 2016-06-01 | 中国中化股份有限公司 | Photochromic composition and use thereof |
| CN104592882A (en) * | 2015-01-30 | 2015-05-06 | 广东雅图化工有限公司 | One-component water-based solid color paint for car and preparation process of the one-component water-based solid color paint |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111500172A (en) * | 2020-03-27 | 2020-08-07 | 江苏华彩化学科技有限公司 | Water-based environment-friendly anti-cracking interior wall coating for building and preparation method thereof |
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