AU2022201104A1 - Amino resin alkyd matting paint - Google Patents
Amino resin alkyd matting paint Download PDFInfo
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- AU2022201104A1 AU2022201104A1 AU2022201104A AU2022201104A AU2022201104A1 AU 2022201104 A1 AU2022201104 A1 AU 2022201104A1 AU 2022201104 A AU2022201104 A AU 2022201104A AU 2022201104 A AU2022201104 A AU 2022201104A AU 2022201104 A1 AU2022201104 A1 AU 2022201104A1
- Authority
- AU
- Australia
- Prior art keywords
- amino resin
- alkyd
- acrylate
- matting
- etherified
- 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.)
- Granted
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- 239000003973 paint Substances 0.000 title claims abstract description 67
- 229920003180 amino resin Polymers 0.000 title claims abstract description 52
- 229920000180 alkyd Polymers 0.000 title claims abstract description 42
- 229920005989 resin Polymers 0.000 claims abstract description 37
- 239000011347 resin Substances 0.000 claims abstract description 37
- -1 alkyl benzoguanamine Chemical compound 0.000 claims abstract description 28
- 239000002994 raw material Substances 0.000 claims abstract description 15
- 239000000178 monomer Substances 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 9
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims abstract description 7
- 239000004359 castor oil Substances 0.000 claims abstract description 7
- 235000019438 castor oil Nutrition 0.000 claims abstract description 7
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims abstract description 7
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 12
- 229920000728 polyester Polymers 0.000 claims description 9
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 7
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 7
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims description 7
- 229920006305 unsaturated polyester Polymers 0.000 claims description 7
- 239000008096 xylene Substances 0.000 claims description 7
- 238000004132 cross linking Methods 0.000 claims description 6
- 239000002274 desiccant Substances 0.000 claims description 6
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 239000003849 aromatic solvent Substances 0.000 claims description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 4
- 238000006555 catalytic reaction Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 3
- 239000002002 slurry Substances 0.000 claims description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- 210000004899 c-terminal region Anatomy 0.000 claims description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 230000000977 initiatory effect Effects 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 2
- 238000007873 sieving Methods 0.000 claims description 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 abstract description 21
- 238000001035 drying Methods 0.000 abstract description 7
- 229920000877 Melamine resin Polymers 0.000 abstract description 5
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract description 2
- 238000004383 yellowing Methods 0.000 abstract description 2
- 238000000576 coating method Methods 0.000 description 17
- 239000011248 coating agent Substances 0.000 description 16
- 238000002845 discoloration Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 239000003921 oil Substances 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 239000006224 matting agent Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 230000005856 abnormality Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000004640 Melamine resin Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 description 2
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 230000004224 protection Effects 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- HANVTCGOAROXMV-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine;urea Chemical compound O=C.NC(N)=O.NC1=NC(N)=NC(N)=N1 HANVTCGOAROXMV-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DMTRWFMFBIMXBX-UHFFFAOYSA-L lead(2+);6-methylheptanoate Chemical compound [Pb+2].CC(C)CCCCC([O-])=O.CC(C)CCCCC([O-])=O DMTRWFMFBIMXBX-UHFFFAOYSA-L 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000012257 stirred material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/061—Polyesters; Polycarbonates
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
The present invention provides an amino resin alkyd matting paint prepared from raw
materials including: 30-50wt% of an acrylate polymeric monomer, 15-30wt% of etherified alkyl
benzoguanamine resin, 4 -1 2 wt% of hydrogenated castor oil, and 4 -10wt% of polyhydroxyalkyl
aliphatic carboxylic acid. Amino resin formed by grafting a triazine ring of etherified melamine
with a benzene ring and condensing the resulting etherified alkyl benzoguanamine has good
matting properties and hardness. On the other hand, the etherified alkyl benzoguanamine resin
has low polarity and good miscibility with a variety of alkyd resins. In the present invention, the
etherified alkyl benzoguanamine resin is used as an amino resin component to be cooperated
with an alkyd resin, so that the resulting compounded amino resin alkyd matting paint has good
matting properties and fast drying, and the formed paint film has good matting properties, high
hardness and excellent weather resistance, and is not easy to yellowing, and is suitable for
outdoor use.
Description
Field of the invention
[0001] The present invention belongs to the field of chemical coatings, and in particular relates
to an amino resin alkyd matting paint.
Background of the invention
[0002] Automotive interior materials are mainly composed of instrument panels, door panels,
pillars, seats, roofs, sun visors, side surrounds and other components. As people's awareness of
environmental protection increases, the requirements for the inherent quality of automobile
interior materials, such as environmental recycling, odor, haze, high and low temperature
resistance, aging resistance, weather resistance, are becoming more and more stringent. The
appearance of these parts have a common characteristic, i.e., with decorative patterns on the
surface, and the brightness trending to matting.
[0003] At present, in order to create a matting effect on the surface of a substrate, a certain
matting agent is generally added to a gloss oil. The gloss oil containing the matting agent is
applied on the surface of the substrate. After curing and shrinking of a paint film formed by the
gloss oil, the matting agent can be distributed on the surface of the paint film, thereby reducing
the reflection of incident light to achieve the matting effect. However, the matting effect of the
paint film is related to the solid content of a coating. Solvent-based ink has a low solid content,
resulting in a large shrinkage degree of the paint film and easier formation of matting surfaces;
while UV gloss oil has a high solid content, and the formed paint film almost has no shrinkage,
so that it is difficult to form a paint film with a matting effect. If it is necessary to form an
ultra-matte paint film with less gloss, a higher proportion of matting agent needs to be added to
the UV gloss oil, which will easily lead to a decrease in the curing speed of the UV gloss oil.
Meanwhile, during the production process, it is easy to cause unstable gloss of the paint film due
to uneven distribution of the matting agent or uneven paint film thickness, so that a uniform
matting paint film cannot be obtained. In addition, the content of the matting agent in the coating
is too high, which will easily lead to the reduction of hardness and wear resistance of the surface of the paint film, and the tactile feeling of the paint film is not obvious, which cannot meet the customer's demand for paint films with deep matting, high wear resistance, scratch resistance, chemical resistance, weather resistance and UV resistance.
Summary of invention
[0004] The objective of the present invention is to provide an amino resin alkyd matting paint to
form a matte film with a good matting effect on the surface of a substrate.
[0005] According to one aspect of the present invention, provided is an amino resin alkyd
matting paint prepared from raw materials including: 30-50wt% of an acrylate polymeric
monomer, 15-30wt% of etherified alkyl benzoguanamine resin, 4-12wt% of hydrogenated castor
oil, and 4-10wt% of polyhydroxyalkyl aliphatic carboxylic acid. Amino resin formed by grafting
a triazine ring of etherified melamine with a benzene ring and condensing the resulting etherified
alkyl benzoguanamine has good matting properties and hardness. On the other hand, the
etherified alkyl benzoguanamine resin has low polarity and has good miscibility with a variety of
alkyd resins. In the present invention, the etherified alkyl benzoguanamine resin is used as an
amino resin component to be cooperated with an alkyd resin, so that the resulting compounded
amino resin alkyd matting paint has good matting properties and fast drying, and the formed
paint film has good matting properties, high hardness and excellent weather resistance, and is not
easy to yellowing, and is suitable for outdoor use.
[0006] Preferably, a polymeric monomer of the etherified alkyl benzoguanamine resin is
etherified alkyl benzoguanamine, and a carbon backbone of etherified alkyl on the etherified
alkyl benzoguanamine includes not less than 10 carbon atoms. Thus, a network structure with
etherified alkyl benzoguanamine as a cross-linking center is relatively concentrated, and the
matting paint containing the network structure can form a dense paint film.
[0007] Preferably, the carbon backbone of the etherified alkyl on the etherified alkyl
benzoguanamine includes 4 to 10 of carbon atoms. The length of the etherified alkyl is within the
above range, which alleviates the steric hindrance effect on the polysubstituted triazine ring,
enabling the polymerization reaction to proceed smoothly. On the other hand, the triazine ring
and the benzene ring in the etherified alkyl benzoguanamine are hard segments, while the etherified alkyl is a soft segment. By increasing the chain length of the etherified alkyl, the proportion of soft segments in the etherified alkyl benzoguanamine is increased to improve the workability of the paint.
[0008] Preferably, the polyhydroxyalkyl aliphatic carboxylic acid is bis(hydroxymethyl)butyric acid.
[0009] Preferably, the acrylate polymeric monomer includes at least one of methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, propyl
methacrylate, and butyl methacrylate.
[0010] Preferably, the acrylate polymeric monomer includes 10-20 parts by mass of butyl methacrylate and 15-25 parts by mass of ethyl acrylate.
[0011] Preferably, the raw materials further includes 5 to lOwt% of hydroxyl acrylate. The hydroxyl acrylate has a C=C double bond and a bifunctional group of a COOR ester group,
which can participate in a variety of polymerization reactions and improve the cross-linking
degree of film-forming substances.
[0012] Preferably, the above amino resin alkyd matting paint is prepared by a method including the following steps: Si: subjecting the etherified alkyl benzoguanamine resin, the hydrogenated
castor oil and the polyhydroxyalkyl aliphatic carboxylic acid to cross-linking polymerization
through catalysis using organic tin in an aromatic solvent under a nitrogen atmosphere to
produce a prepolymer; S2: adding the hydroxyl acrylate into the prepolymer, and copolymerizing
the hydroxyl acrylate and the prepolymer to produce an unsaturated polyester with a C=C
terminal group; S3: initiating a polymerization reaction between the unsaturated polyester and
the acrylate polymeric monomer by using a persulfate to generate a cross-linked polyester; S4:
adding dropwise a polymerization inhibitor into the cross-linked polyester to block further
cross-linking polymerization of the cross-linked polyester; and S5: adding a drying agent and a
leveling agent into the slurry obtained in S4, mixing well and sieving.
[0013] Preferably, among the raw materials of the above amino resin alkyd matting paint, the organic tin accounts for 0.2-0.5wt%, the persulfate accounts for 0.2-0.8wt%, the aromatic
solvent accounts for 10-20wt%, the drying agent accounts for 0.02-0.lwt%, and the leveling
agent accounts for 1.5-2.5wt%.
[0014] Preferably, the aromatic solvent is xylene.
[0015] In order to make those skilled in the art better understand the solutions of the present
invention, the technical solutions in the embodiments of the present invention will be clearly and
completely described below. Obviously, the described embodiments are only a part of the
embodiments of the present invention, not all embodiments.
Embodiment 1
[0016] This embodiment is a preparation example of etherified alkyl benzoguanamine resin.
Etherified alkyl benzoguanamine resins involved in Embodiments 2 to 4 have a raw material
formula as shown in Table 1, and are prepared as follows:
[0017] The formula of the etherified alkyl benzoguanamine resin prepared in this embodiment is
shown in Table 1, and a production process of the etherified alkyl benzoguanamine resin is as
follows:
[0018] S: preparing materials according to Table 1;
[0019] S2: putting formaldehyde and fatty alcohol into a reaction kettle and adding magnesium
carbonate and benzoguanamine under stirring;
[0020] S3: stirring well, heating, and refluxing for 3 hours;
[0021] S4: adding phthalic anhydride, adjusting pH to 4.4-4.5, and refluxing again for 2 hours;
[0022] S5: adding xylene, stirring well, allowing the stirred material to stand, and separating an
aqueouslayer;
[0023] S6: refluxing effluent water under atmospheric pressure until 104°C or above, wherein
the resin has a tolerance of 1:4 to a 2004 paint solvent; and
[0024] S7: evaporating excess fatty alcohol, adjusting a viscosity, cooling and filtering.
[0025] Table 1 Raw material formula of etherified alkyl benzoguanamine resin (parts by mass)
Target product methyl etherified ethyl etherified propyl etherified butyl etherified benzoguanamine benzoguanamine benzoguanamine benzoguanamine resin resin resin resin Raw Fatty Methanol 22.1 material alcohol Ethanol 31.8 type Propanol 41.5 Butanol 51.1 benzoguanamine 18.7 18.7 18.7 18.7 37% formaldehyde 42.8 42.8 42.8 42.8 Magnesium 0.05 0.05 0.05 0.05 carbonate Phthalic anhydride 0.07 0.07 0.07 0.07 Xylene 3.7 3.7 3.7 3.7
[0026] The polymeric monomers corresponding to the etherified alkyl benzoguanamine resins
prepared by the above method using different types of fatty alcohols have the following
structures: (type of resin, a corresponding polymeric monomer)
[0027] methyl etherified benzoguanamine resin, sOcM, N H2OCI1;
10028] ethyl etherified benzoguanamine resin, CH20CH 2 N CHOCHCH3;
[0029] propyl etherified benzoguanamine resin, CH3CHzCHOCH2 N H20CH2CH2CH;and
[0030] butyl etherified benzoguanamine resin, CH3CH2CH2OCH2 N CWOCHCH-CICi2ci
Embodiment 2
[0031] 1I. Preparation of amino resin alkyd paint
[0032] Urea-formaldehyde resin, melamine resin and the butyl etherified benzoguanamine resin prepared in Embodiment 1 were used as amino resins shown in Table 2, respectively, and three
amino resin alkyd paints with different amino resins as raw materials were prepared according to
a raw material formula shown in Table 2 and the following steps:
[0033] Si. under a nitrogen atmosphere, amino resin, hydrogenated castor oil, bis(hydroxymethyl)butyric acid and dibutyltin dilaurate were added to xylene, and the mixture
was subjected to a reaction for 2 hours at 80°C, so that the amino resin, hydrogenated castor oil,
and bis(hydroxymethyl)butyric acid were polymerized under the catalysis of dibutyltin dilaurate
to produce a prepolymer;
[0034] S2. hydroxyethyl acrylate was added to the prepolymer, and heat preservation was continued to be performed for 2 hours to copolymerize hydroxyethyl acrylate and the prepolymer
to produce an unsaturated polyester with a C=C terminal group;
[0035] S3. the reaction solution containing the above unsaturated polyester was stirred, butyl methacrylate and ethyl acrylate were added thereto, then potassium persulfate was added to
initiate a polymerization reaction between the unsaturated polyester and butyl methacrylate and
ethyl acrylate, and heat preservation was continued to be performed for 1.5 hours to produce a
cross-linked polyester;
[0036] S4. air was introduced into the cross-linked polyester and hydroquinone was added dropwise to block further cross-linking polymerization of the cross-linked polyester, and the
temperature was cooled down naturally; and
[0037] S5. a drying agent and a leveling agent were added to the slurry obtained in S4, and the materials were mixed well and sieved.
[0038] Table 2 Raw material formula of amino resin alkyd paints Raw material type Parts by mass/parts Butyl methacrylate 16.16 Ethyl acrylate 20.84 Hydroxyethyl acrylate 7.41 Hydrogenated castor oil 10.8 Amino resin 19.21
Bis(hydroxymethyl)butyric acid 6.43 Dibutyltin dilaurate 0.3 Potassium persulfate 0.5 Hydroquinone 0.1 Drying agent Cobalt isooctanoate 0.02 Lead isooctanoate 0.01 Calcium isooctanoate 0.02 Levelling agent 1.96 Xylene Balance Total 100
[0039] 1II. Preparation of a coating film and performance test of the coating film
[0040] The three amino resin alkyd paints prepared in this embodiment were separately diluted
to a viscosity of 80,000 mPa-s, and then coating film sample plates were prepared separately by
using the above three amino resin alkyd matting paints according to the national standard
"GB/T1727 General Preparation of Paint Film". Subsequently, gloss test was performed by using
the coating film sample plates, and the gloss was measured at an angle of 60 according to a
standard GB/T9754-88. The test results are shown in Table 3. All the three amino resin alkyd
paints have good fast drying and workability, and the amino resin alkyd paint formed by using
the butyl etherified benzoguanamine resin as an amino resin component has excellent matting
properties compared with the amino resin alkyd paints using urea-formaldehyde resin and
melamine resin as an amino resin component respectively, and the gloss of a paint film
therefrom is less than 10.
[0041] Table 3 Coating properties of amino resin alkyd paints Coating properties Amino resin type Urea-formaldehyde Melamine resin Butyl etherified resin benzoguanamine resin Workability No obstacle in No obstacle in No obstacle in application application application Surface drying time S60 min S60 min S60 min Hard drying time <24 h <24 h <24 h Transparency of paint General texture, Clear texture, no Clear texture, no film obvious flood bluish flood bluish light flood bluish light light Appearance of Flat and smooth Flat and smooth Flat and smooth coating film Glossiness 21 18 6
Embodiment 3
[0042] 1I. Preparation of amino resin alkyd matting paint
[0043] Four etherified benzoguanamine resins prepared in Embodiment 1 were separately used as an amino resin component, and raw materials were prepared according to the raw material
formula shown in Table 2 in Embodiment 2 and paints were prepared according to the steps for
the preparation of the amino resin alkyd paint provided in Embodiment 2. The resulting paint
was amino resin alkyd matting paint.
[0044] 1II. Preparation of a coating film and performance test of the coating film
[0045] The four amino resin alkyd matting paints prepared in this embodiment were diluted to a viscosity of 80,000 mPa-s, and then coating film sample plates were prepared separately by
using the above four amino resin alkyd matting paints according to the national standard
"GB/T1727 General Preparation of Paint Film". Subsequently, test on the relevant properties was
performed by using the coating film sample plates, with relevant standards as follows: pencil
hardness, QZTB J00013A-2016; flexibility, GB/T1731-79; adhesion, GB/T1720-79; abrasion
resistance, GB/T15102-94; and gloss, GB/T9754-88, wherein the gross was measured at an angle
of 60°.
[0046] The test results are shown in Table 4. All the 4 amino resin alkyd matting paints prepared in this embodiment have good coating effects. With the increase in the length of a carbon
backbone of etherified alkyl in a polymeric monomer used for the etherified benzoguanamine
resin, a paint film formed by the amino resin alkyd matting paint has optimized mechanical
properties such as hardness, flexibility, adhesion and abrasion resistance.
[0047] Table 4 Performance test of amino resin alkyd matting paint Testing items Technical Amino resin type requirements Methyl Ethyl etherified Propyl etherified Butyl etherified for products etherified benzoguanamine benzoguanamine benzoguanamine benzoguanamine resin resin resin resin State Uniform and Uniform and Uniform and Uniform and Uniform and parameter in a free of hard free of hard free of hard free of hard free of hard container lumps after lumps after lumps after lumps after lumps after stirring stirring stirring stirring stirring Main agent / 71% 73% 72% 75% solid content Workability No obstacle No obstacle in No obstacle in No obstacle in No obstacle in in application application application application application Surface drying S60 min 16 min 18 min 18 min 22 min time Hard drying <24 h 18 h 18.5 h 19 h 19 h time Storage No No abnormality No abnormality No abnormality No abnormality stability abnormality (50°C/7d) Appearance of Flat and Flat and smooth, Flat and smooth, Flat and smooth, Flat and smooth, coating film smooth and fine and and fine and and fine and and fine and smooth in smooth in smooth in smooth in handfeel handfeel handfeel handfeel Pencil >HB HB HB H H hardness (abrasion) Flexibility <5 5 2 1 1 /mm Adhesion/level >2 2 3 3 3 Abrasion <0.050 g 0.040 g 0.040 g 0.020 g 0.010 g resistance (750g/500r) Total of <30 <20% <20% <20% <20% toluene and xylene in paint Scratch No trace No trace No trace bearing trace No trace resistance coating film No odor No odor residue No odor residue Obvious odor No odor residue odor at 48 residue hours Transparency Clear Clear texture, no Clear texture, no Clear texture, no Clear texture, no of paint film texture, no flood bluish flood bluish flood bluish flood bluish flood bluish light light light light light Transparency No haze, No haze, clear No haze, clear No haze, clear No haze, clear of paint film clear texture texture texture texture texture after repainting for 3 times Resistance to Passed Passed Passed Passed Passed high-low temperature cycle (-20°C 4h, 50°C 80%, 4h) UV-resistant / No obvious No obvious No obvious No obvious machine full discoloration discoloration discoloration discoloration light test (light passing for 20 times) Discoloration / No obvious No obvious No obvious No obvious effect under discoloration discoloration discoloration discoloration outdoor exposure to the sun for 7 days Gloss/° / 6 7 6 6
[0048] The above embodiments are only used to illustrate the technical solutions of the present
invention and not to limit the protection scope of the present invention. Although the present invention is described in detail with reference to the preferred embodiments, it should be understood by those of ordinary skill in the art that the technical solutions of the present invention can be modified or equivalently replaced without departing from the substance and scope of the technical solutions of the present invention.
Claims (10)
1. An amino resin alkyd matting paint prepared from raw materials comprising: 30-50wt%
of an acrylate polymeric monomer, 15-30wt% of etherified alkyl benzoguanamine resin,
4-12wt% of hydrogenated castor oil, and 4-1Owt% of polyhydroxyalkyl aliphatic carboxylic
acid.
2. The amino resin alkyd matting paint of claim 1, wherein a polymeric monomer of the
etherified alkyl benzoguanamine resin is etherified alkyl benzoguanamine, and a carbon
backbone of etherified alkyl on the etherified alkyl benzoguanamine comprises not less than 10
carbon atoms.
3. The amino resin alkyd matting paint of claim 2, wherein the carbon backbone of the
etherified alkyl on the etherified alkyl benzoguanamine comprises 4 to 10 of carbon atoms.
4. The amino resin alkyd matting paint of claim 1, wherein the polyhydroxyalkyl aliphatic
carboxylic acid is bis(hydroxymethyl)butyric acid.
5. The amino resin alkyd matting paint of claim 1, wherein the acrylate polymeric
monomer comprises at least one of methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate,
methyl methacrylate, ethyl methacrylate, propyl methacrylate, and butyl methacrylate.
6. The amino resin alkyd matting paint of claim 5, wherein the acrylate polymeric
monomer comprises 10-20 parts by mass of butyl methacrylate and 15-25 parts by mass of ethyl
acrylate.
7. The amino resin alkyd matting paint of claim 1, wherein the raw materials thereof
further comprise 5 to 10 wt% of hydroxyl acrylate.
8. The amino resin alkyd matting paint of claim 7, wherein the amino resin alkyd matting paint is prepared by a method comprising the following steps:
SI. subjecting the etherified alkyl benzoguanamine resin, the hydrogenated castor oil and
the polyhydroxyalkyl aliphatic carboxylic acid to cross-linking polymerization through catalysis
using organic tin in an aromatic solvent under a nitrogen atmosphere to produce a prepolymer;
S2. adding the hydroxyl acrylate into the prepolymer, and copolymerizing the hydroxyl
acrylate and the prepolymer to produce an unsaturated polyester with a C=C terminal group;
S3. initiating a polymerization reaction between the unsaturated polyester and the acrylate
polymeric monomer by using a persulfate to generate a cross-linked polyester;
S4. adding dropwise a polymerization inhibitor into the cross-linked polyester to block
further cross-linking polymerization of the cross-linked polyester; and
S5. adding a drying agent and a leveling agent to the slurry obtained in S4, mixing well and
sieving.
9. The amino resin alkyd matting paint of claim 8, wherein among the raw materials
thereof, the organic tin accounts for 0.2-0.5wt%, the persulfate accounts for 0.2-0.8wt%, the
aromatic solvent accounts for 10-20wt%, the drying agent accounts for 0.02-0.lwt%, and the
leveling agent accounts for 1.5-2.5wt%.
10. The amino resin alkyd matting paint of claim 9, wherein the aromatic solvent is xylene.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110018232.XA CN112831242B (en) | 2021-01-07 | 2021-01-07 | Amino resin alkyd extinction paint |
| CN202110018232.X | 2021-01-07 | ||
| PCT/CN2022/070523 WO2022148399A1 (en) | 2021-01-07 | 2022-01-06 | Amino resin alkyd matting paint |
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| AU2022201104A1 true AU2022201104A1 (en) | 2022-07-21 |
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| CN112831242B (en) * | 2021-01-07 | 2022-06-10 | 广东美涂士建材股份有限公司 | Amino resin alkyd extinction paint |
| CN115873464A (en) * | 2023-01-06 | 2023-03-31 | 东莞大宝化工制品有限公司 | Yellow-phase transparent extinction coating for copper blackening material and preparation method and application thereof |
| CN117106167A (en) * | 2023-08-02 | 2023-11-24 | 江苏斯德瑞克化工有限公司 | Macromolecular polyether polyol and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| GB957367A (en) * | 1961-06-29 | 1964-05-06 | Allied Chem | Improvements relating to synthetic resin coating compositions |
| US4273690A (en) * | 1979-10-09 | 1981-06-16 | E. I. Du Pont De Nemours And Company | Coating compositions of an alkyd-acrylic graft copolymer |
| JPS60221471A (en) * | 1984-04-18 | 1985-11-06 | Nissan Motor Co Ltd | Matte coating material composition |
| JPH08165408A (en) * | 1994-10-12 | 1996-06-25 | Mitsui Toatsu Chem Inc | Aqueous resin composition |
| CN101503563B (en) * | 2009-03-17 | 2012-05-23 | 佛山市鲸鲨化工有限公司 | Water soluble alkyd resin solution and water-soluble alcohol acid amino baking varnish |
| WO2011159909A2 (en) * | 2010-06-16 | 2011-12-22 | Ndsu Research Foundation | Monomer-grafted alkyd ester resins |
| CN103725145B (en) * | 2013-12-13 | 2016-01-06 | 武汉工程大学 | Aqueous alkide resin-acrylic resin hybrid coating and preparation method thereof |
| CN105153387B (en) * | 2015-09-28 | 2018-01-05 | 华南理工大学 | A kind of polyurethane amino resins modified water-based alkyd resin and preparation and application |
| RU2689567C1 (en) * | 2018-12-21 | 2019-05-28 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Российский химико-технологический университет имени Д.И. Менделеева" (РХТУ им. Д.И. Менделеева) | Composition for coating rolled and sheet metal intended for production of preserves |
| CN111763307A (en) * | 2020-07-06 | 2020-10-13 | 华伦纳路新材料有限公司 | Fatty acid modified waterborne alkyd resin and preparation method thereof |
| CN112831242B (en) * | 2021-01-07 | 2022-06-10 | 广东美涂士建材股份有限公司 | Amino resin alkyd extinction paint |
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| WO2022148399A1 (en) | 2022-07-14 |
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