CN111004565A - TMMGU system extinction outdoor weather-resistant powder coating - Google Patents
TMMGU system extinction outdoor weather-resistant powder coating Download PDFInfo
- Publication number
- CN111004565A CN111004565A CN201911384805.XA CN201911384805A CN111004565A CN 111004565 A CN111004565 A CN 111004565A CN 201911384805 A CN201911384805 A CN 201911384805A CN 111004565 A CN111004565 A CN 111004565A
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- China
- Prior art keywords
- acid
- polyester resin
- curing agent
- random
- powder coating
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 238000000576 coating method Methods 0.000 title claims abstract description 71
- 239000000843 powder Substances 0.000 title claims abstract description 64
- 239000011248 coating agent Substances 0.000 title claims abstract description 56
- XGQJGMGAMHFMAO-UHFFFAOYSA-N 1,3,4,6-tetrakis(methoxymethyl)-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione Chemical compound COCN1C(=O)N(COC)C2C1N(COC)C(=O)N2COC XGQJGMGAMHFMAO-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 230000008033 biological extinction Effects 0.000 title claims abstract description 17
- 229920001225 polyester resin Polymers 0.000 claims abstract description 109
- 239000004645 polyester resin Substances 0.000 claims abstract description 109
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 73
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 69
- 239000002253 acid Substances 0.000 claims abstract description 59
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 49
- -1 isocyanuric acid glycidyl ester Chemical class 0.000 claims abstract description 26
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- 239000003054 catalyst Substances 0.000 claims abstract description 24
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 8
- 239000000654 additive Substances 0.000 claims abstract description 4
- 230000000996 additive effect Effects 0.000 claims abstract description 3
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 16
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 239000003377 acid catalyst Substances 0.000 claims description 10
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 8
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 claims description 6
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- 230000009477 glass transition Effects 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
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- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
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- ZMPRRFPMMJQXPP-UHFFFAOYSA-N 2-sulfobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1S(O)(=O)=O ZMPRRFPMMJQXPP-UHFFFAOYSA-N 0.000 claims description 4
- UOPITUDDUGJACT-UHFFFAOYSA-N 4-methyl-n-methylsulfonylbenzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)NS(C)(=O)=O)C=C1 UOPITUDDUGJACT-UHFFFAOYSA-N 0.000 claims description 4
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- HWTDMFJYBAURQR-UHFFFAOYSA-N 80-82-0 Chemical compound OS(=O)(=O)C1=CC=CC=C1[N+]([O-])=O HWTDMFJYBAURQR-UHFFFAOYSA-N 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 4
- 239000001361 adipic acid Substances 0.000 claims description 4
- 235000011037 adipic acid Nutrition 0.000 claims description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- SPXOTSHWBDUUMT-UHFFFAOYSA-N 138-42-1 Chemical compound OS(=O)(=O)C1=CC=C([N+]([O-])=O)C=C1 SPXOTSHWBDUUMT-UHFFFAOYSA-N 0.000 claims description 3
- ONMOULMPIIOVTQ-UHFFFAOYSA-N 98-47-5 Chemical compound OS(=O)(=O)C1=CC=CC([N+]([O-])=O)=C1 ONMOULMPIIOVTQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 229940124530 sulfonamide Drugs 0.000 claims description 3
- 150000003456 sulfonamides Chemical class 0.000 claims description 3
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims description 2
- GWGBNENHEGYJSN-UHFFFAOYSA-N 2,4-dinitrobenzenesulfonic acid;hydrate Chemical compound O.OS(=O)(=O)C1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O GWGBNENHEGYJSN-UHFFFAOYSA-N 0.000 claims description 2
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims description 2
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims description 2
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 claims description 2
- JWSNVFJCKKXKRE-UHFFFAOYSA-N 3,5-dinitrobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 JWSNVFJCKKXKRE-UHFFFAOYSA-N 0.000 claims description 2
- SDGNNLQZAPXALR-UHFFFAOYSA-N 3-sulfophthalic acid Chemical compound OC(=O)C1=CC=CC(S(O)(=O)=O)=C1C(O)=O SDGNNLQZAPXALR-UHFFFAOYSA-N 0.000 claims description 2
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical group [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical compound OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- CJMZLCRLBNZJQR-UHFFFAOYSA-N ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC=C1C1=CC=C(F)C=C1 CJMZLCRLBNZJQR-UHFFFAOYSA-N 0.000 claims description 2
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 claims description 2
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- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
- 150000007519 polyprotic acids Polymers 0.000 claims description 2
- JMHCCAYJTTWMCX-QWPJCUCISA-M sodium;(2s)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate;pentahydrate Chemical compound O.O.O.O.O.[Na+].IC1=CC(C[C@H](N)C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 JMHCCAYJTTWMCX-QWPJCUCISA-M 0.000 claims description 2
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 2
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- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
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- 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
- C09D5/03—Powdery paints
- C09D5/033—Powdery paints characterised by the additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
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- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a TMMGU system extinction outdoor weather-resistant powder coating which comprises the following raw materials: the polyester resin comprises high-acid-value semi-crystalline carboxyl polyester resin, random hydroxyl polyester resin, a first curing agent, a second curing agent, a catalyst, an additive and/or a pigment and filler, wherein the first curing agent is an amino resin curing agent, and the second curing agent is at least one of an isocyanuric acid glycidyl ester curing agent and a hydroxyalkylamide curing agent. The invention can be prepared by a one-step extrusion method, can realize effective control on the gloss range from 'dead light' to 'semi-light', has stable extinction effect, and has good outdoor weather resistance and storage stability.
Description
Technical Field
The invention relates to the technical field of powder coatings, and particularly relates to a TMMGU system extinction outdoor weather-resistant powder coating.
Background
The powder coating is a coating with 100 percent of solid components, has almost zero VOC (Volatile Organic Compounds) which is different from the traditional solvent-based and water-based coatings, is free from solvent pollution, is more energy-saving and environment-friendly, and is an environment-friendly coating. Also for this reason, the market share of powder coatings is rapidly increasing today with increasingly stringent VOC emission standards and driven by the trend of "paint to powder".
The gloss of the coating surface is an important indicator for evaluating the performance of powder coatings. It refers to the reflectivity of the coating to light at a certain angle of incidence of the light, typically 60. The higher the reflectance, the higher the gloss value, and conversely the lower the gloss. In general, powder coatings can be classified into high gloss, semi-gloss, low gloss, and dead gloss according to the gloss of the coating, and the specific gloss ranges are roughly as follows:
| categories | Gloss range (incidence angle less than or equal to 60 degree) |
| High-gloss powder coating | ＞80％ |
| Semi-gloss powder coating | 30-80％ |
| Low-gloss powder coating | 10-30％ |
| Dead light powder coating | ＜10％ |
The powder coating can be applied to various kinds of substrates, metallic substrates such as bare steel, phosphated steel, galvanized steel, aluminum material, etc., and non-metallic substrates such as plastic, wood, and Medium Density Fiber (MDF), etc. For the use of powder coatings, high gloss coatings can meet the gloss requirements of most substrates, but the demand for matt or low gloss coatings is also increasing. For some particular applications, it is desirable to use powder coating coatings with low gloss and even "dead light", which means that the powder coatings are required to obtain gloss in the range of 0% to 30% (angle of incidence. ltoreq.60 ℃) after curing of the coating.
The TMMGU system powder coating refers to a powder coating which takes hydroxyl polyester as a main film forming substance and takes amino resin as a curing agent. The current research on the powder coating of the system is limited to the preparation of various texture powder coating products, such as moire patterns, reticulate patterns, hammer patterns and the like. The prior art of matting cannot effectively achieve planar matting of such systems, and the valuable references disclosed for matting powder Coatings of such systems are limited, and only one report by w.jocbs is that TMMGU systems 35-45% (w.jacobs et al/Progress in organic Coatings 29(1996) 127-. Jocbs, however, found that it achieved only a texture impression in the 40-50% gloss range and did not achieve the flat matte effect when actually repeated.
Therefore, it is important in the powder coating research to achieve planar matting of TMMGU system powder coatings, and even effective control of gloss of such system powder coatings ranging from dead gloss to half gloss.
Disclosure of Invention
Based on the technical problems in the background art, the invention provides a TMMGU system extinction outdoor weather-resistant powder coating which can be prepared by a one-step extrusion method, can realize effective control on the gloss range from 'dead light' to 'semi-light', has stable extinction effect, and has good outdoor weather resistance and storage stability.
The invention provides a TMMGU system extinction outdoor weather-resistant powder coating which comprises the following raw materials: the polyester resin comprises high-acid-value semi-crystalline carboxyl polyester resin, random hydroxyl polyester resin, a first curing agent, a second curing agent, a catalyst, an additive and/or a pigment and filler, wherein the first curing agent is an amino resin curing agent, and the second curing agent is at least one of an isocyanuric acid glycidyl ester curing agent and a hydroxyalkylamide curing agent.
Preferably, the high acid number semi-crystalline carboxyl polyester resin is formed by condensation of a polybasic acid and a polyhydric alcohol.
Preferably, the polyacid comprises: terephthalic acid, isophthalic acid, 1, 4-cyclohexanedicarboxylic acid, 1, 4-succinic acid, adipic acid, citric acid, trimellitic anhydride, maleic acid or succinic acid.
Preferably, the polyol comprises: ethylene glycol, diethylene glycol, 1, 4-butanediol, hexanediol, cyclohexyldimethanol or trimethylolpropane.
Preferably, the high acid number semi-crystalline carboxyl polyester resin has a weight average molecular weight of 1000-20000.
Preferably, the high acid number semi-crystalline carboxyl polyester resin has a weight average molecular weight of 1500-8000.
Preferably, the high acid number semi-crystalline carboxyl polyester resin has a weight average molecular weight of 2000-5000.
Preferably, the high acid number semi-crystalline carboxyl polyester resin has an acid number in the range of 70 to 150mg KOH/g.
Preferably, the high acid number semi-crystalline carboxyl polyester resin has an acid number in the range of 80 to 120mg KOH/g.
Preferably, the high acid number semi-crystalline carboxyl polyester resin has a melting point of 70-120 ℃.
Preferably, the high acid number semi-crystalline carboxyl polyester resin has a melting point of 80-100 ℃.
Preferably, the random hydroxyl polyester resin is formed by condensing dibasic acid and polyhydric alcohol.
Preferably, the dibasic acids include: terephthalic acid, isophthalic acid, 1, 4-cyclohexyldicarboxylic acid, adipic acid, maleic acid or succinic acid.
Preferably, the polyol comprises: ethylene glycol, diethylene glycol, propylene glycol, hexanediol, neopentyl glycol, cyclohexyldimethanol or trimethylolpropane.
Preferably, the random hydroxy polyester resin has a weight average molecular weight of 1000-40000.
Preferably, the random hydroxy polyester resin has a weight average molecular weight of 1500-10000.
Preferably, the hydroxyl number of the random hydroxyl polyester resin ranges from 10 to 100mg KOH/g.
Preferably, the hydroxyl number of the random hydroxyl polyester resin is in the range of 20 to 80mg KOH/g.
Preferably, the hydroxyl number of the random hydroxyl polyester resin ranges from 25 to 50mg KOH/g.
Preferably, the random hydroxyl polyester resin has a glass transition temperature Tg of from 40 to 80 ℃.
Preferably, the random hydroxyl polyester resin has a glass transition temperature Tg of from 45 to 65 ℃.
Preferably, the random hydroxyl polyester resin has a glass transition temperature Tg of from 50 to 65 ℃.
Preferably, the hydroxyl functionality of the random hydroxyl polyester resin is greater than 2.
Preferably, the hydroxyl functionality of the random hydroxyl polyester resin is from 2.2 to 3.5.
Preferably, the random hydroxy polyester resin is one random hydroxy polyester resin, or a mixture of more than one random hydroxy polyester resin.
The high acid number semi-crystalline carboxyl polyester resins and random hydroxyl polyester resins described above are commercially available, for example: matflex AHA90 (high acid number semi-crystalline carboxyl polyester resin) from Anhui Huaan, UC9008 from INOPOL, CC2920-0 from Cytec, Uralac P1620 from DSM, EL-1000H from southern resin, YE-2080 from Guangdong silver ocean resin, P550 from Guangdong Hezhou star Yue Polymer materials Co., Ltd., YC-1000 (atactic hydroxyl polyester resin) from Anhui Yongchang New materials Co., Ltd., and the like.
Preferably, the weight ratio of the random hydroxyl polyester resin to the high acid number semi-crystalline carboxyl polyester resin is from 1 to 9: 1.
preferably, the weight ratio of the random hydroxyl polyester resin to the high acid number semi-crystalline carboxyl polyester resin is from 1 to 1.5: 1.
preferably, the weight ratio of the random hydroxyl polyester resin to the high acid number semi-crystalline carboxyl polyester resin is 1: 1.
preferably, the high acid number semi-crystalline carboxyl polyester resin is used in an amount of 20 to 55% by weight based on the total weight of the powder coating.
Preferably, the high acid number semi-crystalline carboxyl polyester resin is used in an amount of 30 to 45% by weight based on the total weight of the powder coating.
Preferably, the weight ratio of the isocyanuric acid glycidyl ester curing agent to the high-acid-value semi-crystalline carboxyl polyester resin is 5-14: 86-95.
Preferably, the weight ratio of the isocyanuric acid glycidyl ester curing agent to the high-acid-value semi-crystalline carboxyl polyester resin is 7-10: 90-93.
Preferably, the weight ratio of the hydroxyalkylamide curing agent to the high acid number semi-crystalline carboxyl polyester resin is from 5 to 12: 88-95.
Preferably, the amino resin curing agent is at least one of a melamine/formaldehyde resin, an alkoxylated glycoluril resin.
Preferably, the amino resin curing agent is at least one of hexamethoxy methyl melamine and tetramethoxy methyl glycoluril.
Preferably, the amino resin curing agent is tetramethoxymethyl glycoluril, which is solid at room temperature, particularly suitable for powder coatings, commercially available, such as: powderlink 1174 from Allnex, AHA1209 from Anhui Huaan, and the like.
Preferably, the amino resin curing agent is used in an amount of 4 to 20% by weight of the random hydroxy polyester resin.
Preferably, the amino resin curing agent is used in an amount of 5 to 7% by weight of the random hydroxy polyester resin.
The amount of the above amino resin curing agent depends on the hydroxyl value of the random hydroxyl polyester resin.
The catalyst may be selected so long as the desired effects of the present invention are satisfied.
Preferably, the catalyst comprises at least one of a sulphonimide type catalyst, an amine blocked sulphonic acid catalyst, a sulphonic acid.
Preferably, the catalyst is used in an amount of 0.05 to 3% by weight based on the total weight of the powder coating.
Preferably, the catalyst is used in an amount of 0.1 to 1% by weight based on the total weight of the powder coating.
Preferably, the catalyst is used in an amount of 0.2 to 0.5% by weight based on the total weight of the powder coating.
Preferably, the sulphonimide-type catalyst comprises: diphenylsulfonimide or N- (methylsulfonyl) -p-tolylsulfonamide.
Preferably, the sulfonamide type catalyst is N- (methylsulfonyl) -p-tolylsulfonamide.
Preferably, the sulfonic acid is p-toluenesulfonic acid, dinonylnaphthalenesulfonic acid, dodecylbenzenesulfonic acid, or cyclohexylsulfamic acid.
Preferably, the amine blocked sulfonic acid catalyst is an ammonium sulfonate salt and derivatives thereof, wherein the sulfonic acid comprises: p-toluenesulfonic acid, o-nitrobenzenesulfonic acid, m-nitrobenzenesulfonic acid, p-nitrobenzenesulfonic acid, nitrobenzene-2, 4-disulfonic acid, 2-nitrotolyl-3-sulfonic acid, o-sulfobenzoic acid, sulfosalicylic acid, sulfophthalic acid, 2, 4-dinitrobenzenesulfonic acid or 3, 5-dinitrobenzenesulfonic acid; the amine has the structural formula RXN, wherein X is an integer of 1 to 3, and R is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group having 1 to 4 carbon atoms or a benzyl group.
Preferably, in the amine blocked sulfonic acid catalyst, the amine is diethylamine or N, N-diethylethanolamine.
Preferably, in the amine blocked sulfonic acid catalyst, the sulfonic acid comprises: p-toluenesulfonic acid, o-nitrobenzenesulfonic acid, m-nitrobenzenesulfonic acid, p-nitrobenzenesulfonic acid, nitrobenzene-2, 4-disulfonic acid, o-sulfobenzoic acid or sulfosalicylic acid.
Preferably, in the amine blocked sulfonic acid catalyst, the sulfonic acid is p-toluenesulfonic acid.
The above catalysts are commercially available, for example: amine blocked sulfonic acid catalystsEscat320 from Estron (USA), Sythron
32-18A, Allnex X-320, MTSI, Anhui Huaan AHA6319, and the like, and the sulfonyl imide catalyst is Anhui Huaan AHA6329, and the like.
Preferably, the glycidyl isocyanurate curing agent has the following structural formula:
wherein R is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.
The above alkyl group having 1 to 5 carbon atoms such as: methyl, ethyl, n-propyl, n-butyl, isobutyl, tert-butyl, pentyl and the like.
Preferably, R is a hydrogen atom or a methyl group.
Preferably, the curing agent of the isocyanurates is at least one of isocyanurates triglycidyl isocyanurate and tri β -methyl isocyanurates.
The above-mentioned isocyanurate triglycidyl esters are commercially available, for example: AralditePT810 by Huntsman, TEPIC G by Nissan, AHA6810 by Anhui Huaan, and the like.
The above-mentioned tris β -methyl glycidyl isocyanurate is commercially available, for example, from Nissan, MT239, etc.
Preferably, the hydroxyalkylamide curing agent has the following structural formula:
wherein A is a hydrogen atom, an alkyl group having 1 to 60 carbon atoms, an aryl group or an alkenyl group, R1 is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group having 1 to 5 carbon atoms, R2 is a hydrogen atom or a methyl group, n' is an integer of 0 to 2, and n is an integer of 1 to 10.
The above alkyl group having 1 to 60 carbon atoms such as: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, eicosyl, triacontyl, forty-alkyl, fifty-alkyl, sixty-alkyl, and the like.
The above aryl group such as phenyl, naphthyl and the like; the above-mentioned alkylene groups are: vinyl group, isopropenyl group, 1, 3-dimethyl-3-propenyl group, 1, 2-dimethyl-2-propenyl group, 3-carboxy-2-propenyl group, 3-ethoxycarbonyl-2-propenyl group and the like.
The above alkyl group having 1 to 5 carbon atoms such as: methyl, ethyl, n-propyl, n-butyl, isobutyl, tert-butyl, pentyl and the like.
Hydroxyalkyl groups having 1 to 5 carbon atoms as described above such as: hydroxyethyl, 3-hydroxypropyl, 2-hydroxypropyl, 4-hydroxybutyl, 3-hydroxybutyl, 2-hydroxy-2-methylpropyl, 5-hydroxypentyl, 4-hydroxypentyl, 3-hydroxypentyl, 2-hydroxypentyl, and the like.
Preferably, n is an integer from 1 to 2.
Preferably, A is (CH2) m, wherein m is an integer from 1 to 10.
Preferably, m is an integer from 2 to 8.
Preferably, m is 4.
Preferably, the hydroxyalkylamide curing agent is at least one of N, N, N ', N' -tetrakis (β -hydroxyethyl) adipamide, N, N, N ', N' -tetrakis (β -hydroxypropyl) adipamide.
The N, N, N ', N' -tetrakis (β -hydroxyethyl) adipamide described above is commercially available, for example, from Primid XL552 of EMS, T105 of Ningbo south sea chemical, Vestagon HA 320 of Degussa, AHA6552 of Anhui Huaan, etc.
The above-mentioned N, N, N ', N' -tetrakis (β -hydroxypropyl) adipamide is commercially available, for example, Primid QM1260 and the like from EMS.
The TMMGU system extinction outdoor weather-resistant powder coating is prepared according to a one-step extrusion method.
The above additives include at least one of a leveling agent, a plasticizer, a stabilizer (e.g., a stabilizer to prevent UV degradation), a getter (e.g., benzoin), and the like.
Such as titanium dioxide, red iron oxide, yellow iron oxide, chromium pigments, carbon black, phthalocyanine blue, azo, anthraquinone, thioindigo, benzanthrone, triphenyldioxane, quinacridone, etc.
The above one-step extrusion method is generally: mixing the raw materials uniformly, and then performing hot melting and mixing, tabletting, crushing and sieving by an extruder to obtain the product, wherein the mesh number of a sieve is 80-200 meshes (Chinese standard sieve); preferably 100-180 mesh, more preferably 140-180 mesh.
The powder coating can be applied by adhering it to a substrate (e.g., a metal substrate) by powder electrostatic gun, friction gun spray, fluidized bed dip coating, hot melt sintering, etc., and then curing by heating or radiation to form a coating film. The coating thickness is selected as desired and can be 50 to 400 microns, preferably 60 to 80 microns.
The invention can be prepared by a one-step extrusion method, and the preparation method is simple; the invention selects the proper high-acid-value semi-crystalline carboxyl polyester resin and random hydroxyl polyester resin to be matched with each other, selects the amino resin curing agent to be chemically crosslinked with the random hydroxyl polyester resin under the action of a catalyst, selects the isocyanuric acid glycidyl ester curing agent or the hydroxyalkylamide curing agent to be chemically crosslinked with the high-acid-value semi-crystalline carboxyl polyester resin, and realizes the plane extinction effect of the TMMGU system powder coating by the mutual matching of the substances, so that the invention can realize the effective control of the glossiness range from 'dead light' to 'half light', has stable extinction effect, and simultaneously has good outdoor weather resistance and storage stability; and the gloss of the present invention can be adjusted.
Drawings
FIG. 1 is a graph showing the results of the weather resistance test according to the present invention.
Detailed Description
The technical solution of the present invention will be described in detail below with reference to specific examples.
Test method
1. Thickness of coating film
Measured directly with a magnetic thickness meter (thickness meter Q Nix4500 from Automation dr. Nix GmbH, germany).
2. Gloss of
The reflectance was measured directly at 60 ℃ according to GB/T1743-89 using Micro-gloss60 ℃ 4442 from BYK, Germany.
3. Impact strength
The method is carried out according to the GB/T1732-88 standard by using a hammer impact tester. Wherein 1Kg50cm positive recoil pass is designated 50+Positive going through is indicated at 50 and so on.
4. Levelling
PCI classifications were made by visual inspection, with 10 being the best and 0 being the worst.
5. Weather resistance test
The test is carried out according to DIN EN ISO 11507 standard by using a BGD-856 ultraviolet accelerated aging test box. The light source is: UV-B313 nm; the irradiation intensity is: 0.75W/m2(ii) a The circulation is as follows: the gel is irradiated for 4 hours (50 +/-2 ℃) and condensed for 4 hours (40 +/-2 ℃).
6. Storage stability detection
The prepared powder coating was stored in a constant temperature oven at 40 ℃ and the gloss of the powder coating and the flowability of the powder were checked every week.
The suppliers of the various raw materials in examples 1-8 are shown in table 1:
table 1 suppliers of each of the raw materials in examples 1-8
| Name (R) | Suppliers of goods |
| Random hydroxy polyester resin YE2080 | Argentina cantoniensis |
| Random hydroxy polyester resin UC9008 | INOPOL |
| High acid number semi-crystalline carboxyl polyester resin Matflex AHA90 | Huaan Anhui |
| Glycidyl isocyanurates curing agent AHA6810 | Huaan Anhui |
| Hydroxyalkyl amide curing agent AHA6552 | Huaan Anhui |
| Amino resin curing agent AHA1209 | Huaan Anhui |
| Sulfonylimide catalyst AHA6329 | Huaan Anhui |
| Leveling agent AHA1088P | Huaan Anhui |
| Benzoin AHA4100 | Huaan Anhui |
| Barium sulfate | Guizhou Huajia |
| Titanium white powder | Titanium of Sichuan east |
Example 1
A TMMGU system extinction outdoor weather-resistant powder coating comprises the following raw materials in parts by weight: 150 parts of random hydroxy polyester resin YE2080, 150 parts of high-acid-value semi-crystalline carboxyl polyester resin Matflex AHA90, 12 parts of hydroxyalkylamide curing agent AHA6552, 10 parts of amino resin curing agent AHA1209, 5 parts of flatting agent AHA1088P, 2 parts of sulfonyl imide catalyst AHA6329, 75 parts of barium sulfate, 100 parts of titanium dioxide and 1 part of benzoin AHA 4100.
Mixing the above materials in a plastic bag for 3-5min, adding into a twin-screw extruder (model: SLJ-30A, Nicotiana tabacum), melting, homogenizing, tabletting, cooling, grinding into fine powder, sieving with 180 mesh sieve, respectively spraying on a degreased cold-rolled steel plate, and solidifying at 200 deg.C for 15 min.
The test was then carried out according to the test methods described above, with the specific results shown in Table 2.
Example 2
The composition is prepared from 165 parts of random hydroxy polyester resin YE2080, 135 parts of high-acid-value semi-crystalline carboxy polyester resin Matflex AHA90, 11 parts of hydroxyalkylamide curing agent AHA6552 and 11 parts of amino resin curing agent AHA1209, and the rest is the same as example 1.
Example 3
The process is carried out in the same manner as in example 1 except that 180 parts of random hydroxy polyester resin YE2080 parts, 120 parts of high-acid-value semicrystalline carboxyl polyester resin Matflex AHA90 parts, 10 parts of hydroxyalkylamide curing agent AHA6552 parts, and 11.5 parts of amino resin curing agent AHA1209 parts are used.
Example 4
The procedure of example 1 was repeated except that 195 parts of random hydroxy polyester resin YE2080, 105 parts of high acid number semicrystalline carboxyl polyester resin MatflexAHA90, 8 parts of hydroxyalkylamide curing agent AHA6552, and 12.5 parts of amino resin curing agent AHA1209 were used.
Example 5
A TMMGU system extinction outdoor weather-resistant powder coating comprises the following raw materials in parts by weight: 150 parts of random hydroxy polyester resin UC9008, 150 parts of high-acid-value semi-crystalline carboxyl polyester resin Matflex AHA90, 17 parts of glycidyl isocyanurates curing agent AHA6810, 10 parts of amino resin curing agent AHA1209, 5 parts of leveling agent AHA1088P, 1 part of sulfonyl imide catalyst AHA6329, 75 parts of barium sulfate, 100 parts of titanium dioxide and 1 part of benzoin AHA4100, and the rest is the same as in example 1.
Example 6
The procedure of example 1 was repeated except that 165 parts of random hydroxy polyester resin UC9008, 135 parts of high-acid-value semicrystalline carboxyl polyester resin Matflex AHA90, 15 parts of glycidyl isocyanurate curing agent AHA6810, and 11 parts of amino resin curing agent AHA1209 were used.
Example 7
The contents of the random hydroxy polyester resin UC9008, the high-acid-value semicrystalline carboxyl polyester resin Matflex AHA90, the glycidyl isocyanurate curing agent AHA6810, and the amino resin curing agent AHA1209 were 180 parts, 120 parts, and the same as in example 1, except that the parts were changed.
Example 8
The procedure of example 1 was repeated except that 195 parts of random hydroxy polyester resin UC9008, 105 parts of high-acid-value semicrystalline carboxyl polyester resin Matflex AHA90, 12 parts of glycidyl isocyanurate curing agent AHA6810, and 12.5 parts of amino resin curing agent AHA1209 were used.
And (3) performance detection:
table 2 examples 1-8 test results
The results in the table show that the invention is prepared by a one-step extrusion method, the operation process is simple and convenient, the mechanical property of the invention is good, most of the examples 1 to 8 are in a dead light level, and the other parts are in a low light level and a half light level, the extinction effect is stable, the effective control of the gloss range from 'dead light' to 'half light' can be realized, and the extinction effect is good.
The result of the weather resistance test of example 5 is shown in fig. 1, fig. 1 is a chart of the weather resistance test result of the invention, and it can be seen from fig. 1 that the 50% gloss retention of the extinction powder coating prepared by selecting a suitable random hydroxy polyester resin and a high acid value semi-crystalline carboxyl polyester resin under the UVB test condition reaches 1000 hours, the weather resistance is very good, and the requirement of the weather resistance grade of the powder coating is met.
The storage stability test was performed in example 5, and the results are shown in the following table:
| number of weeks | 1 | 2 | 3 | 4 |
| Gloss% | 3.8 | 5.0 | 4.8 | 5.0 |
| Flowability of powder | Free flowing powder | Slight agglomeration | Slight agglomeration | Slight agglomeration |
The table shows that the gloss and the fluidity of the paint have no obvious change after the paint is stored in a constant-temperature oven at 40 ℃ for 4 weeks, and the paint has good storage stability.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.
Claims (10)
1. The outdoor weather-resistant TMMGU-system extinction powder coating is characterized by comprising the following raw materials: the polyester resin comprises high-acid-value semi-crystalline carboxyl polyester resin, random hydroxyl polyester resin, a first curing agent, a second curing agent, a catalyst, an additive and/or a pigment and filler, wherein the first curing agent is an amino resin curing agent, and the second curing agent is at least one of an isocyanuric acid glycidyl ester curing agent and a hydroxyalkylamide curing agent.
2. A matted outdoor weatherable powder coating of the TMMGU system of claim 1, wherein the high acid number semi-crystalline carboxyl polyester resin is formed by condensation of a polybasic acid and a polyhydric alcohol; preferably, the polyacid comprises: terephthalic acid, isophthalic acid, 1, 4-cyclohexanedicarboxylic acid, 1, 4-succinic acid, adipic acid, citric acid, trimellitic anhydride, maleic acid or succinic acid; preferably, the polyol comprises: ethylene glycol, diethylene glycol, 1, 4-butanediol, hexanediol, cyclohexyldimethanol or trimethylolpropane; preferably, the high acid number semi-crystalline carboxyl polyester resin has a weight average molecular weight of 1000-; preferably, the high acid number semi-crystalline carboxyl polyester resin has a weight average molecular weight of 1500-8000; preferably, the high acid number semi-crystalline carboxyl polyester resin has a weight average molecular weight of 2000-5000; preferably, the high acid number semi-crystalline carboxyl polyester resin has an acid number in the range of from 70 to 150mg KOH/g; preferably, the high acid number semi-crystalline carboxyl polyester resin has an acid number in the range of 80 to 120mg KOH/g; preferably, the high acid number semi-crystalline carboxyl polyester resin has a melting point of 70-120 ℃; preferably, the high acid number semi-crystalline carboxyl polyester resin has a melting point of 80-100 ℃.
3. A matted outdoor weatherable powder coating of TMMGU system according to claim 1 or 2, characterized in that random hydroxyl polyester resin is made by condensation of dibasic acid and polyhydric alcohol; preferably, the dibasic acids include: terephthalic acid, isophthalic acid, 1, 4-cyclohexyldicarboxylic acid, adipic acid, maleic acid or succinic acid; preferably, the polyol comprises: ethylene glycol, diethylene glycol, propylene glycol, hexanediol, neopentyl glycol, cyclohexyldimethanol or trimethylolpropane; preferably, the random hydroxy polyester resin has a weight average molecular weight of 1000-40000; preferably, the random hydroxy polyester resin has a weight average molecular weight of 1500-10000; preferably, the hydroxyl value of the random hydroxyl polyester resin ranges from 10 to 100mg KOH/g; preferably, the hydroxyl value of the random hydroxyl polyester resin is in the range of 20 to 80 mgKOH/g; preferably, the hydroxyl value of the random hydroxyl polyester resin ranges from 25 to 50mg KOH/g; preferably, the glass transition temperature Tg of the random hydroxyl polyester resin is 40-80 ℃; preferably, the glass transition temperature Tg of the random hydroxyl polyester resin is 45-65 ℃; preferably, the random hydroxyl polyester resin has a glass transition temperature Tg of 50-65 ℃; preferably, the random hydroxy polyester resin has a hydroxy functionality greater than 2; preferably, the random hydroxy polyester resin has a hydroxy functionality of 2.2 to 3.5; preferably, the random hydroxy polyester resin is one random hydroxy polyester resin, or a mixture of more than one random hydroxy polyester resin.
4. A matted outdoor weatherable powder coating of the TMMGU system of claims 1-3, wherein the weight ratio of random hydroxy polyester resin to high acid number semi-crystalline carboxy polyester resin is 1-9: 1; preferably, the weight ratio of the random hydroxyl polyester resin to the high acid number semi-crystalline carboxyl polyester resin is from 1 to 1.5: 1; preferably, the weight ratio of the random hydroxyl polyester resin to the high acid number semi-crystalline carboxyl polyester resin is 1: 1; preferably, the high acid number semi-crystalline carboxyl polyester resin is used in an amount of 20 to 55% by weight of the total powder coating; preferably, the high acid number semi-crystalline carboxyl polyester resin is used in an amount of 30-45% by weight of the total powder coating; preferably, the weight ratio of the isocyanuric acid glycidyl ester curing agent to the high-acid-value semi-crystalline carboxyl polyester resin is 5-14: 86-95; preferably, the weight ratio of the isocyanuric acid glycidyl ester curing agent to the high-acid-value semi-crystalline carboxyl polyester resin is 7-10: 90-93; preferably, the weight ratio of the hydroxyalkylamide curing agent to the high acid number semi-crystalline carboxyl polyester resin is from 5 to 12: 88-95.
5. A matted outdoor weatherable powder coating of the TMMGU system of claims 1-4 wherein the amino resin curing agent is at least one of a melamine/formaldehyde resin, an alkoxylated glycoluril resin; preferably, the amino resin curing agent is at least one of hexamethoxy methyl melamine and tetramethoxy methyl glycoluril; preferably, the amino resin curing agent is tetramethoxymethyl glycoluril; preferably, the amino resin curing agent is used in an amount of 4 to 20% by weight of the random hydroxyl polyester resin; preferably, the amino resin curing agent is used in an amount of 5 to 7% by weight of the random hydroxy polyester resin.
6. A matted outdoor weatherable powder coating according to any one of claims 1-5, wherein the catalyst comprises at least one of a sulfonamide type catalyst, an amine blocked sulfonic acid catalyst, a sulfonic acid; preferably, the amount of catalyst is 0.05-3% by weight of the total powder coating; preferably, the catalyst is used in an amount of 0.1 to 1% by weight based on the total weight of the powder coating; preferably, the catalyst is used in an amount of 0.2 to 0.5% by weight based on the total weight of the powder coating.
7. A matted outdoor weatherable powder coating of the TMMGU system of claim 6, wherein the sulfonyl imide type catalyst comprises: diphenylsulfonimide or N- (methylsulfonyl) -p-tolylsulfonamide; preferably, the sulfonamide type catalyst is N- (methylsulfonyl) -p-tolylsulfonamide; preferably, the sulfonic acid is p-toluenesulfonic acid, dinonylnaphthalenesulfonic acid, dodecylbenzenesulfonic acid, or cyclohexylsulfamic acid.
8. A matted outdoor weatherable powder coating of claim 6, wherein said amine blocked sulfonic acid catalyst is an ammonium sulfonate salt and derivatives thereof, wherein said sulfonic acid comprises: p-toluenesulfonic acid, o-nitrobenzenesulfonic acid, m-nitrobenzenesulfonic acid, p-nitrobenzenesulfonic acid, nitrobenzene-2, 4-disulfonic acid, 2-nitrotolyl-3-sulfonic acid, o-sulfobenzoic acid, sulfosalicylic acid, sulfophthalic acid, 2, 4-dinitrobenzenesulfonic acid or 3, 5-dinitrobenzenesulfonic acid; the amine has the structural formula RXN, wherein X is an integer of 1 to 3, R is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group having 1 to 4 carbon atoms or a benzyl group; preferably, in the amine blocked sulfonic acid catalyst, the amine is diethylamine or N, N-diethylethanolamine; preferably, in the amine blocked sulfonic acid catalyst, the sulfonic acid comprises: p-toluenesulfonic acid, o-nitrobenzenesulfonic acid, m-nitrobenzenesulfonic acidP-nitrobenzenesulfonic acid, nitrobenzene-2, 4-disulfonic acid, o-sulfobenzoic acid or sulfosalicylic acid; preferably, in the amine blocked sulfonic acid catalyst, the sulfonic acid is p-toluenesulfonic acid.
9. A matted outdoor weatherable powder coating of the TMMGU system of any one of claims 1-8, wherein the glycidyl isocyanurate curing agent has the formula:
wherein R is hydrogen atom or alkyl containing 1-5 carbon atoms, preferably R is hydrogen atom or methyl, and preferably, the curing agent of the isocyanuric acid glycidyl ester is at least one of isocyanuric acid ester triglycidyl ester and tri β -methyl isocyanuric acid glycidyl ester.
10. A matted outdoor weatherable powder coating of the TMMGU system of any of claims 1-9, wherein the hydroxyalkylamide curing agent has the formula:
wherein A is a hydrogen atom, an alkyl group having 1 to 60 carbon atoms, an aryl group or an alkylene group, R1 is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group having 1 to 5 carbon atoms, R2 is a hydrogen atom or a methyl group, N ' is an integer of 0 to 2, N is an integer of 1 to 10, preferably N is an integer of 1 to 2, preferably A is (CH2) m, wherein m is an integer of 1 to 10, preferably m is an integer of 2 to 8, preferably m is 4, preferably the hydroxyalkylamide curing agent is at least one of N, N, N ', N ' -tetrakis (β -hydroxyethyl) adipamide, N, N, N ', N ' -tetrakis (β -hydroxypropyl) adipamide.
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| CN113249016A (en) * | 2021-06-22 | 2021-08-13 | 安徽省华安进出口有限公司 | TMMGU system powder coating catalyst composition capable of providing texture effect and powder coating |
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