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WO2016000537A1 - Composition de vernis aminé au four ayant une fonction d'auto-nettoyage, et son procédé de préparation - Google Patents

Composition de vernis aminé au four ayant une fonction d'auto-nettoyage, et son procédé de préparation Download PDF

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Publication number
WO2016000537A1
WO2016000537A1 PCT/CN2015/081912 CN2015081912W WO2016000537A1 WO 2016000537 A1 WO2016000537 A1 WO 2016000537A1 CN 2015081912 W CN2015081912 W CN 2015081912W WO 2016000537 A1 WO2016000537 A1 WO 2016000537A1
Authority
WO
WIPO (PCT)
Prior art keywords
resin
self
parts
cleaning function
amino baking
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.)
Ceased
Application number
PCT/CN2015/081912
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English (en)
Chinese (zh)
Inventor
马永强
张�浩
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Langfang Nippon Paint Co Ltd
Original Assignee
Langfang Nippon Paint Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Langfang Nippon Paint Co Ltd filed Critical Langfang Nippon Paint Co Ltd
Publication of WO2016000537A1 publication Critical patent/WO2016000537A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/06—Polyurethanes from polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4063—Mixtures of compounds of group C08G18/62 with other macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
    • C08G18/6225—Polymers of esters of acrylic or methacrylic acid
    • C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
    • C09D5/1662—Synthetic film-forming substance

Definitions

  • the invention relates to the technical field of coatings and preparation methods thereof. More specifically, it relates to an amino baking varnish composition having a self-cleaning function and a method of preparing the same.
  • the amino baking varnish is mainly composed of a hydroxy-containing acrylic resin or an alkyd resin or an amino resin, and is packaged in a single component at a normal temperature. At a relatively high temperature (above 140 ° C), a chemical reaction occurs between the components to form a chemical reaction. It has a three-dimensional network structure, high hardness, excellent adhesion, high gloss, good gloss and color retention, and is widely used in the coating of shells for automobiles, ships and airplanes.
  • the coating forms a nano-structure similar to the roughness of the lotus leaf on the surface of the coating during the dry film formation process.
  • the uneven nano coating can make the dust particles adhere to the surface of the coating. Suspended state, the contact angle of water and coating surface is greatly increased, and the accumulation or adsorption of pollution The particles break away from the surface of the coating under the scouring of wind and rain for self-cleaning purposes.
  • a silicone self-cleaning agent is generally added to achieve a certain self-cleaning purpose, but a low surface energy silicone auxiliaries easily migrate to the surface of the paint film, and the auxiliaries are lost over time. The cleaning function will be reduced.
  • the first technical problem to be solved by the present invention is to provide an amino baking paint composition having a self-cleaning function, which utilizes a plurality of terminal hydroxyl functional groups in a nano-scale hyperbranched polyester resin to achieve a high cross-linking density of a paint film. And an amino baking varnish with long-lasting self-cleaning function prepared by anti-graffiti resin which is involved in the cross-linking reaction of paint film.
  • a second technical problem to be solved by the present invention is to provide a method for preparing an amino baking varnish composition having a self-cleaning function, which is simple in preparation process and suitable for industrial production.
  • the present invention adopts the following technical solutions:
  • An amino baking varnish composition having a self-cleaning function comprising the following raw materials by weight:
  • the hyperbranched polyester polyol resin has a hydroxyl value of 240 to 320 mg KOH/g, a viscosity of 20 to 100 cPs, and 25 ° C, based on the solid resin.
  • the blocked isocyanate resin has a deblocking temperature of 110 to 150 °C.
  • the anti-graffiti resin contains a hydroxyl group, and the anti-graffiti resin has a hydroxyl value of 30 to 60 mg KOH/g in terms of a pure solid portion.
  • the coating aid is selected from the group consisting of ultraviolet absorbers, light stabilizers, leveling agents, coupling agents, drier, toughening agents, emulsifiers, thickeners, pigment dispersants, defoamers, and anti-foaming agents.
  • a skinning agent a matting agent, an anti-fungal agent, or an antistatic agent.
  • the coating aid comprises 0.5 to 1.0 part of a UV absorber, 0.5 to 1.0 part of a light stabilizer, 0.5 to 1.0 part of a leveling agent, and 0.5 to 1.0 part of a coupling agent.
  • the diluent is selected from one or more of an ester solvent, a ketone solvent, an alcohol solvent or an alcohol ether solvent;
  • the ester solvent is one or more selected from the group consisting of ethyl acetate, butyl acetate, propylene glycol methyl ether acetate or amyl acetate;
  • the ketone solvent is selected from one or more of acetone, methyl ethyl ketone, cyclohexanone, cyclopentanone or methyl isobutyl ketone;
  • the alcohol solvent is selected from one or more of methanol, ethanol or butanol;
  • the alcohol ether solvent is selected from the group consisting of ethylene glycol-diethyl ether, ethylene glycol-butyl ether, diethylene glycol-B One or several of the ethers.
  • a method for preparing an amino baking varnish composition having a self-cleaning function comprising the following preparation steps:
  • the stirring speed in the step (1) is: 200 to 250 r/min; and the stirring speed in the step (2) is 300 to 350 r/min.
  • the self-cleaning amino baking varnish of the invention utilizes a plurality of terminal hydroxyl functional groups in the nano-scale hyperbranched polyester resin to achieve a high cross-linking density of the paint film, and the high cross-linking density of the paint film and the low surface energy can effectively reduce the water.
  • the adhesion and infiltration of dust, oil, brakes and bird droppings on the surface of the paint film reduces the frequency of vehicle cleaning to a certain extent.
  • the anti-graffiti resin which participates in the cross-linking reaction of the paint film makes the self-cleaning amino baking varnish of the invention have a long-lasting self-cleaning function.
  • Hyperbranched polyester polyol resin BBHA D5025 (CyGLAZ BB500) or BB D5025, all purchased from Singapore Lishi Technology Co., Ltd.;
  • SETALUX 1215BA-68 was purchased from Nuplex Resin (Suzhou) Co., Ltd., or DESMOPHEN A870BA was purchased from BAYER;
  • Blocked isocyanate resin BL 3175 was purchased from BAYER; BLR 8086, purchased from Deqian (Shanghai) Chemical Co., Ltd.;
  • CYMEL 1158 was purchased from CYTEC, or Luwipal 072 was purchased from BASF;
  • TEGO Protect 5001 or TEGO Protect 5000 are both purchased by Homemade Degussa (China) Investment Co., Ltd.;
  • UV absorbers TINUVIN-1130, TINUVIN-400, CHISOKB5228;
  • Light stabilizer TINUVIN-292, TINUVIN-123, CHISOKB523;
  • Photo coupling agent DC 6040 or KBM 403.
  • CYMEL 1158 25.4 parts of SETALUX 1215BA-68, 25.9 parts of BL 3175, 0.6 parts of Protect 5001, 0.3 parts of BYK-331, 0.7 parts of TINUVIN-400, 0.3 parts of TINUVIN-292 and 0.8 parts of DC 6040, after the completion of the feeding, the stirring speed is increased to 350r/min, and the stirring is continued for 30 minutes, and then filtered and discharged to obtain an amino baking varnish having a self-cleaning function.
  • the prepared amino baking varnish with self-cleaning function is diluted to 24 to 26 seconds (coating-4 viscosity cup, 25 ° C) and sprayed on aluminum plate. (Iwata 101 spray gun, spraying pressure 0.4 MPa, control dry film thickness 25 ⁇ 30 ⁇ m), leveling 6 ⁇ 8min, and finally baking at 140°C ⁇ 30min, which is a self-cleaning amino baking paint coating.
  • the test method for the performance is shown in Table 2:
  • the surface tension test mixture was purchased from Japan Wako Pure Chemical Industries Co., Ltd.
  • the specific test is to use a cotton swab dipped in syrup to scratch the surface of the paint film, leaving scratches, scratches within 3 seconds without shrinkage, which means that the surface tension can reach the surface tension level represented by the number marked on the bottle. The larger the number, the higher the surface tension.
  • Comparative Example 1 was to replace the anti-graffiti resin of Example 1 with a mass such as a commercially available silicone additive, and the amount of other materials was unchanged.
  • Comparative Example 2 is a commercially available SiO 2 nanoparticle and the like, and the amount of other materials of the anti-graffiti resin of Example 1 is unchanged.
  • the baking properties of Example 1 and Comparative Examples 1, 2 are shown in Table 3.
  • the amino baking varnish having the self-cleaning function prepared in Example 1 was excellent in performance, and its surface tension was less than 22.6, which was smaller than the comparative example, and thus had good anti-graffiness. And its anti-graffiti nature does not reduce the anti-graffiti effect with the influence of sunshine, surface scratches and other factors, and has self-cleaning and long-lasting effect. In contrast, the water-resistance and anti-graffiti effect of the paint film of Comparative Example 1 was poor. The SiO 2 nanoparticles added in Comparative Example 2 only filled the paint film, but reduced the physical and chemical properties of the paint film, and did not achieve the ideal anti-graffiti effect.
  • Example 1 The samples prepared in Example 1 and Comparative Examples 1, 2 were placed in an aging tester for about 750 hours, and then taken out, and the graffiti resistance was measured. The results are shown in Table 4.
  • Example 1 was repeated except that the parts by weight of Example 2 were as shown in Table 3.
  • the hyperbranched polyester polyol resin has a hydroxyl value of 240 mg KOH/g as a solid resin and a viscosity of 20 cPs at 25 ° C; the deblocking temperature of the blocked isocyanate resin is 110 ° C; the hydroxyl value of the anti-graffiti resin It was 30 mg KOH/g in terms of pure solids.
  • the weight fraction of the raw materials of Example 3 is shown in Table 4.
  • the hyperbranched polyester polyol resin has a hydroxyl value of 320 mg KOH/g as a solid resin, a viscosity of 100 cPs, 25 ° C; a deblocking temperature of the blocked isocyanate resin is 140 ° C; The hydroxyl value was 30 mg KOH/g in terms of pure solids.
  • Example 2 The same as Example 1, except that the hydroxyl value of the hyperbranched polyester polyol resin was 230 mg KOH/g and 330 mg KOH/g, respectively, based on the solid resin.
  • Example 2 The same as in Example 1, except that the anti-graffiti resin has a hydroxyl value of 25 mg KOH/g and 65 mg KOH/g, respectively, in terms of pure solid parts.
  • the surface tension of the amino baking varnish of Examples 2-8 is shown in Table 6.
  • the anti-graffiti performance of the amino baking varnish of Examples 2-8 was not weakened by the influence of sunlight, surface scratches and the like, and the self-cleaning long-lasting effect was obtained.
  • Example 2 Example 3
  • Example 4 Example 5
  • Example 6 Example 7
  • Example 8 Surface Tension ⁇ 22.6 ⁇ 22.6 ⁇ 22.6 22.6 24.0 24.0 26.8
  • the order of the addition of the step (2) is the sequential addition of a hydroxy acrylic resin, an amino resin, a blocked isocyanate resin, an anti-graffiti resin and a coating aid, and the stirring speed is: 350 r / After stirring at min, the reaction system agglomerated after 10 minutes, and the stirring speed was increased to 400 r/min, and it was still unable to disperse.
  • the feeding sequence of the step (2) is to sequentially add an anti-graffiti resin, an amino resin, a hydroxy acrylic resin, a blocked isocyanate resin and a coating auxiliary agent, and continue the stirring speed: 350r/ After stirring under the conditions of min, the reaction system agglomerated after 5 minutes and could not be dispersed.
  • Example 11 The same as Example 1, except that the materials used in Example 11 are shown in Table 7.
  • Table 7 The test results of the amino baking varnish prepared in Example 11 were similar to those in Example 1.

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  • 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)
  • Application Of Or Painting With Fluid Materials (AREA)

Abstract

L'invention concerne une composition de vernis aminé au four ayant une fonction d'auto-nettoyage, comprenant les matières premières suivantes, en parties en poids : 7,0 à 12,0 d'une résine de polyester-polyol hyper-ramifiée, 25,0 à 30,0 d'une résine hydroxyacrylique, 25,0 à 30,0 d'une résine d'isocyanate à terminaison, 5,0 à 10,0 d'une résine aminée, 0,5 à 1,0 d'une résine anti-graffitis, 2,0 à 3,0 d'auxiliaires d'application et 15,0 à 35,0 d'un diluant. Un procédé de préparation de cette composition comprend l'introduction successive des différents composants dans un réacteur, et leur agitation. La composition a une fonction d'auto-nettoyage de longue durée.
PCT/CN2015/081912 2014-07-01 2015-06-19 Composition de vernis aminé au four ayant une fonction d'auto-nettoyage, et son procédé de préparation Ceased WO2016000537A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201410308628.8 2014-07-01
CN201410308628.8A CN104312410B (zh) 2014-07-01 2014-07-01 一种具有自清洁功能的氨基烤漆组合物及其制备方法

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WO2016000537A1 true WO2016000537A1 (fr) 2016-01-07

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CN (1) CN104312410B (fr)
WO (1) WO2016000537A1 (fr)

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CN112194945A (zh) * 2020-10-13 2021-01-08 佛山市精点涂料技术有限公司 一种具有高仿阳极氧化效果的水性烘烤涂料及其制备方法
CN115232521A (zh) * 2022-08-23 2022-10-25 青岛益群漆业集团有限公司 一种油墨结合附着力优异的水性钢桶烤漆及其制备方法

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CN104312410B (zh) * 2014-07-01 2016-10-05 廊坊立邦涂料有限公司 一种具有自清洁功能的氨基烤漆组合物及其制备方法
CN107459892A (zh) * 2017-08-02 2017-12-12 河北晨阳工贸集团有限公司 一种农用机械用烤漆及其制备方法
CN113563775A (zh) * 2021-07-27 2021-10-29 珠海市卓和化工科技有限公司 一种净味型特种改性丙烯酸亮油烤漆涂料
CN115895365B (zh) * 2022-12-28 2023-11-07 惠阳钰城泰化工有限公司 一种碳纤复合材料涂装用单组份低温环保型涂料及其制备方法
CN117247709B (zh) * 2023-10-17 2024-07-09 威海真都化工有限公司 一种低voc厚膜型抽涂清漆及其制备方法与应用

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Publication number Priority date Publication date Assignee Title
CN112194945A (zh) * 2020-10-13 2021-01-08 佛山市精点涂料技术有限公司 一种具有高仿阳极氧化效果的水性烘烤涂料及其制备方法
CN112194945B (zh) * 2020-10-13 2023-03-21 佛山市精点涂料技术有限公司 一种具有高仿阳极氧化效果的水性烘烤涂料及其制备方法
CN115232521A (zh) * 2022-08-23 2022-10-25 青岛益群漆业集团有限公司 一种油墨结合附着力优异的水性钢桶烤漆及其制备方法
CN115232521B (zh) * 2022-08-23 2023-07-25 青岛益群漆业集团有限公司 一种油墨结合附着力优异的水性钢桶烤漆及其制备方法

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