CN105949859A - Luster-enhancing agent for powder coating as well as preparation method and application of luster-enhancing agent - Google Patents
Luster-enhancing agent for powder coating as well as preparation method and application of luster-enhancing agent Download PDFInfo
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- CN105949859A CN105949859A CN201610363870.4A CN201610363870A CN105949859A CN 105949859 A CN105949859 A CN 105949859A CN 201610363870 A CN201610363870 A CN 201610363870A CN 105949859 A CN105949859 A CN 105949859A
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- Prior art keywords
- powder coating
- optical brightener
- luster
- enhancing agent
- tert
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- 238000000576 coating method Methods 0.000 title claims abstract description 51
- 239000011248 coating agent Substances 0.000 title claims abstract description 48
- 239000000843 powder Substances 0.000 title claims abstract description 38
- 239000003795 chemical substances by application Substances 0.000 title abstract description 18
- 238000002360 preparation method Methods 0.000 title abstract description 6
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 claims abstract description 29
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000002994 raw material Substances 0.000 claims abstract description 19
- 239000003960 organic solvent Substances 0.000 claims abstract description 16
- 239000000463 material Substances 0.000 claims abstract description 6
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 3
- 230000003287 optical effect Effects 0.000 claims description 52
- 239000003973 paint Substances 0.000 claims description 30
- 239000000178 monomer Substances 0.000 claims description 18
- WIMBFQPYJQMSCP-UHFFFAOYSA-N (1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F WIMBFQPYJQMSCP-UHFFFAOYSA-N 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 239000003153 chemical reaction reagent Substances 0.000 claims description 6
- 239000003999 initiator Substances 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 5
- 239000011347 resin Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 230000009467 reduction Effects 0.000 claims description 3
- 230000004044 response Effects 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 239000003822 epoxy resin Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 125000005459 perfluorocyclohexyl group Chemical group 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 claims 2
- 150000001336 alkenes Chemical class 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 claims 1
- 229960001826 dimethylphthalate Drugs 0.000 claims 1
- 150000002978 peroxides Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 15
- 238000009835 boiling Methods 0.000 abstract description 4
- 239000000853 adhesive Substances 0.000 abstract description 3
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- 125000001153 fluoro group Chemical group F* 0.000 abstract description 3
- 238000009736 wetting Methods 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- OZGWOALFBHODRB-UHFFFAOYSA-N (1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexyl)methyl prop-2-enoate Chemical compound FC1(F)C(F)(F)C(F)(F)C(F)(COC(=O)C=C)C(F)(F)C1(F)F OZGWOALFBHODRB-UHFFFAOYSA-N 0.000 abstract 1
- 230000002708 enhancing effect Effects 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 239000002932 luster Substances 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 20
- 239000004342 Benzoyl peroxide Substances 0.000 description 7
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 7
- 235000019400 benzoyl peroxide Nutrition 0.000 description 7
- 150000001941 cyclopentenes Chemical class 0.000 description 7
- 230000002209 hydrophobic effect Effects 0.000 description 6
- -1 (perfluorocyclohexyl) methyl Chemical group 0.000 description 5
- JLQBGPTWZUVLHZ-UHFFFAOYSA-N 2-methyl-3-(1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexyl)prop-2-enoic acid Chemical compound OC(=O)C(C)=CC1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F JLQBGPTWZUVLHZ-UHFFFAOYSA-N 0.000 description 5
- VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 238000001514 detection method Methods 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 230000008859 change Effects 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000005396 acrylic acid ester group Chemical group 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000007590 electrostatic spraying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004017 vitrification Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- 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
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/12—Esters of phenols or saturated alcohols
- C08F222/14—Esters having no free carboxylic acid groups, e.g. dialkyl maleates or fumarates
-
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention belongs to the technical field of powder coatings and in particular relates to a luster-enhancing agent for a powder coating as well as a preparation method and application of the luster-enhancing agent. The luster-enhancing agent for the powder coating, provided by the invention, is prepared from the following raw materials: dimethyl maleate, tert-butyl acrylate and (perfluoro cyclohexyl)methyl acrylate; an end capping agent, an initiating agent and an organic solvent are added and a copolymerization reaction is carried out to obtain the luster-enhancing agent. The luster-enhancing agent for the powder coating, provided by the invention, has better compatibility with the powder coating, and can be used for wetting base materials very well and improving the adhesive force; the coating prepared from the luster-enhancing agent has better anti-impact performance and can be cured into a film very well, and the leveling property of the powder coating is better; the luster-enhancing agent provided by the invention has obvious luster enhancing performance, and can be used for preparing the high-gloss powder coating; a fluoro raw material has the effect of improving the water-resistance property of the luster-enhancing agent, and the water boiling capability is remarkably improved.
Description
Technical field
The invention belongs to powder coating technology field, be specifically related to a kind of optical brightener used for powder coating and preparation method thereof with
Application.
Background technology
Powdery paints, with its economy, environmental protection, efficiently and the advantage such as performance is remarkable, the most gradually substitutes organic solvent type coatings,
Become the important development direction in coating industry, be always maintained at growth rate faster.Especially polyesters powdery paints is more
The features such as durability, dicoration and the processing forming with its excellence, are widely used in field of coating.
Powdery paints be usually with resinous matter as film forming matter, add firming agent, be aided with levelling agent, auxiliary agent, pigment,
The component such as filler, optical brightener, the working procedure processing such as blended, melted makes powdery paints.Described powdery paints through electrostatic spraying in
On product after process, in certain temperature, in the time, it is solidified into smooth, hard after resin melting, crosslinking and has flexibility
Film.Film after solidification will not soften again because of the rising of temperature, and this coating is solvent-free, pollution-free, 100% film forming,
Both save resource, save again the energy.And the coating that the powdery paints that with the addition of optical brightener obtains after hardening have glossiness high,
Paint film is plentiful, the color characteristic such as suitably.
Optical brightener, also known as brightener, is a kind of powder coating additive based on acrylate copolymer.Due to its point
Containing a number of polarity gene in son, therefore to the polarity additive (such as pigment, filler) in powdery paints and by painting base
Material (such as metals such as ferrum, aluminum) has good wetting action, thus in the manufacture and work progress of powdery paints, effectively rises
To eliminating shrinkage cavity, flake, pin hole, improve coating gloss, improve levelling effect and the flatness of powder coating, promote end village
Wettability and improve pigment dispersibility.
But, traditional powdery paints optical brightener is typically all and uses butyl acrylate homopolymerization or butyl acrylate and first
Base methyl acrylate copolymer prepares, but the molecular structure of tradition optical brightener is the most single, and causes and powdery paints body
The compatibility of system is poor, and owing to the hydrophilic of general optical brightener is strong, hydrophobic chain segment is the most inadequate, in use holds
Easily moving out coating, the water boiling resistance performance that especially can cause powdery paints is slightly worse, it would be highly desirable to improve.
Summary of the invention
To this end, the technical problem to be solved is to provide a kind of preferable with the compatibility of powdery paints, add lustre to
Performance is obvious, and the preferable optical brightener used for powder coating of water resistance.
For solving above-mentioned technical problem, optical brightener used for powder coating of the present invention, mainly by acrylate and butylene
Acid esters is that raw material is made through copolyreaction, and the raw material composition of described optical brightener includes: the tertiary fourth of dimethyl maleate, acrylic acid
Ester and (perfluorocyclohexyl) methacrylate, and add end-capping reagent, initiator and organic solvent, make through copolyreaction.
In described raw material, described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) metering system
The mol ratio of acid esters is 20-50:15-35:10-25.
Described dimethyl maleate, tert-butyl acrylate and the mol ratio of (perfluorocyclohexyl) methacrylate
For 35:25:18.
Described end-capping reagent includes cyclopentenes, its addition be described dimethyl maleate, tert-butyl acrylate and
The 2-6wt% of (perfluorocyclohexyl) methacrylate monomer gross mass.
Described initiator includes benzoyl peroxide, and its addition is described dimethyl maleate, the tertiary fourth of acrylic acid
Ester and the 0.2-0.5wt% of (perfluorocyclohexyl) methacrylate monomer gross mass.
Described organic solvent includes N,N-dimethylformamide.
The invention also discloses a kind of method preparing described optical brightener used for powder coating, comprise the steps:
(1) dimethyl maleate of formula ratio, tert-butyl acrylate and (perfluorocyclohexyl) methacrylate are taken
Fully mix in adding blender；
(2) control reaction temperature and be less than 20 DEG C, and add the initiator mixing of formula ratio；
(3) it is subsequently added described organic solvent, and is the most progressively warming up to 100 DEG C, after stable, keep anti-
Answer temperature to be 100-105 DEG C and carry out copolyreaction；
(4), after question response terminates, reduction temperature of reaction system is to 70-80 DEG C, and the described end-capping reagent adding formula ratio enters
Row polymerization processes；
(5) organic solvent described in removed under reduced pressure and unreacted each starting monomer, collect colourless viscous solution at 200 DEG C
Body, is cooled to room temperature and is colourless solid resin shape optical brightener.
In described step (5), before being additionally included in removed under reduced pressure solvent, whole reaction system is warming up to 180-200 DEG C
Step.
The invention also discloses described optical brightener used for powder coating for preparing the purposes of powdery paints.
Described powdery paints is polyester--Epoxy-resin-type powder paint.
Optical brightener used for powder coating of the present invention, uses dimethyl maleate, tert-butyl acrylate and (perfluor
Cyclohexyl) methacrylate is raw material, the hydrophobic ternary coexisted with hydrophilic segment in copolyreaction prepared composition minor structure
Copolymer as segment main body, in whole copolymer hydrophobic compare with hydrophilic group regular, prepare copolymer hydrophobic and hydrophilic
Relative equilibrium, relative to existing conventional propylene acid type optical brightener, it is more preferable with the compatibility of powdery paints, can preferably moistening
Base material, raising adhesive force, the shock resistance preparing coating is more excellent, and excellent and powdery paints the levelability of film-forming is more preferable.
Optical brightener of the present invention uses cyclopentenes to carry out blocking copolymerization, advantageously forms more regular end group segment so that add lustre to
Agent molecule structure is more unified, reaches the slight shift function to coating surface simultaneously, and performance of adding lustre to is obvious, can prepare high glaze
Powdery paints is used；And fluoro raw material improves the water resistance of optical brightener, decocting in water ability significantly improves.Of the present invention add lustre to
Agent further increases the performance of powdery paints, and has widened the application of powdery paints.
Detailed description of the invention
Embodiment 1
The raw material of preparing of optical brightener described in the present embodiment includes:
Dimethyl maleate 20mol, tert-butyl acrylate 35mol, (perfluorocyclohexyl) methacrylate
15mol；
Cyclopentenes, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methacrylic acid
The 6% of ester monomer gross mass；
Benzoyl peroxide, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methyl
The 0.5% of acrylate monomer gross mass；And the N,N-dimethylformamide organic solvent of excess.
The method preparing optical brightener used for powder coating described in the present embodiment, comprises the steps:
(1) dimethyl maleate of formula ratio, tert-butyl acrylate and (perfluorocyclohexyl) methacrylate are taken
Fully mix in adding blender；
(2) blender is led to chilled water to cool down, control reaction temperature 18-20 DEG C, add in above-mentioned blender and join
The benzoyl peroxide mixing of side's amount；
(3) it is solvent with backward reactor adds the DMF of excess, and the most progressively
It is warming up to 100 DEG C, after a period of stabilisation, starts dosing pump and the mixed monomer solution in blender is uniformly instilled reactor,
Time for adding is 2-4 hour, and period holding reaction temperature is 100-105 DEG C and carries out copolyreaction；After mix monomer adds, insulation
Reaction 0.5-1.5h, facilitates being sufficiently formed of fluoropolymer resin；
(4), after question response terminates, reduction temperature of reaction system is to 70-80 DEG C, and adds the cyclohexene of formula ratio as envelope
End agent, and carry out polymerization process 1-2h at this temperature；
(5) whole reaction system is warming up to 180-200 DEG C, organic solvent described in removed under reduced pressure and unreacted each raw material
Monomer, collects colourless thick liquid at 200 DEG C, be cooled to room temperature and be colourless solid resin shape optical brightener.
Embodiment 2
The raw material of preparing of optical brightener described in the present embodiment includes:
Dimethyl maleate 50mol, tert-butyl acrylate 25mol, (perfluorocyclohexyl) methacrylate
10mol；
Cyclopentenes, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methacrylic acid
The 2% of ester monomer gross mass；
Benzoyl peroxide, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methyl
The 0.2% of acrylate monomer gross mass；And the N,N-dimethylformamide organic solvent of excess.
The present embodiment prepares the method for described optical brightener used for powder coating with embodiment 1.
Embodiment 3
The raw material of preparing of optical brightener described in the present embodiment includes:
Dimethyl maleate 35mol, tert-butyl acrylate 25mol, (perfluorocyclohexyl) methacrylate
18mol；
Cyclopentenes, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methacrylic acid
The 4% of ester monomer gross mass；
Benzoyl peroxide, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methyl
The 0.3% of acrylate monomer gross mass；And the N,N-dimethylformamide organic solvent of excess.
The present embodiment prepares the method for described optical brightener used for powder coating with embodiment 1.
Embodiment 4
The raw material of preparing of optical brightener described in the present embodiment includes:
Dimethyl maleate 40mol, tert-butyl acrylate 20mol, (perfluorocyclohexyl) methacrylate
20mol；
Cyclopentenes, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methacrylic acid
The 5% of ester monomer gross mass；
Benzoyl peroxide, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methyl
The 0.4% of acrylate monomer gross mass；And
The N,N-dimethylformamide organic solvent of excess.
The present embodiment prepares the method for described optical brightener used for powder coating with embodiment 1.
Embodiment 5
The raw material of preparing of optical brightener described in the present embodiment includes:
Dimethyl maleate 50mol, tert-butyl acrylate 15mol, (perfluorocyclohexyl) methacrylate
25mol；
Cyclopentenes, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methacrylic acid
The 3% of ester monomer gross mass；
Benzoyl peroxide, accounts for described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methyl
The 0.25% of acrylate monomer gross mass；And
The N,N-dimethylformamide organic solvent of excess.
The present embodiment prepares the method for described optical brightener used for powder coating with embodiment 1.
Application examples 1-5
The optical brightener being utilized respectively in the embodiment of the present invention 1-5 preparation prepares powdery paints, and concrete component includes: take bis-phenol
A type epoxy resin E-1240kg, dicy-curing agent (DYHARD100S) 40kg, barium sulfate filler 35kg, titanium dioxide CR826 face
Material 35kg, curing accelerator (BASF2-MI) 0.5kg, wetting dispersing agent (THIXATROL ST) 0.5kg, flow promortor aluminium oxide
The optical brightener 1kg of preparation in 0.5kg, and embodiment 1-5.
Contrast application examples
The raw material of powdery paints prepared by this comparative example is identical with application examples 1-5, and it differs only in, and described optical brightener selects
With existing conventional powder coatings 701 acrylic type optical brighteners.
Experimental example
1, optical brightener performance detection
Performance detection, and record is carried out according to the existing conventional method optical brightener to preparing in above-described embodiment 1-5
See table 1.
Table 1 optical brightener performance detects
| Numbering | Outward appearance | Softening point/DEG C | Tg/℃ | Weight average molecular weight |
| Embodiment 1 | Light yellow clear granule | 110-115 | 50-55 | 12000-14000 |
| Embodiment 2 | Light yellow clear granule | 110-115 | 50-55 | 12000-14000 |
| Embodiment 3 | Water white transparency granule | 115-120 | 55-60 | 14000-16000 |
| Embodiment 4 | Water white transparency granule | 120-125 | 60-65 | 16000-18000 |
| Embodiment 5 | Water white transparency granule | 125-128 | 65-70 | 18000-20000 |
Visible, optical brightener stable performance, especially vitrification point and softening point of the present invention are higher, described optical brightener
Performance improve further.
2, performance powder coating detection
Take the raw material blending of powdery paints described in application examples 1-5 and contrast application examples respectively, and divide with screw extruder
Don't push goes out, tabletting, broken, then sheet stock is pulverized and sieved and makes powdery paints.Powdery paints use electrostatic gun be sprayed on through
On metallic plate after surface granosealing, solidify through 200 DEG C/10-15min, then ready-made model is put into deionized water
Beaker center pillar 2h, then carry out various performance detection, it is recorded in table 2.
According to Qualicoat 12thThe standard method of test of d carries out water boiling resistance test to above-mentioned each sample gained coating, tool
Body is: is placed at 100 DEG C by coating sample in the deionized water of boiling and boils, and selects to take out coating sample after the time that decocting in water is different
This, be cooled to room temperature, tape up with one on surface, it is ensured that the air bubble on its surface less than 2, after one minute with
45° angle does not has any defect or stripping after rapidly and evenly drawing adhesive tape, and color does not has significant change.Each coating water-fast
Boil results of property as shown in table 2.
Table 2 performance powder coating testing result
Upper table detection data show, the hydrophobic and hydrophilicity of optical brightener used for powder coating of the present invention is more uniform,
Hydrophobic with hydrophilic relative equilibrium, the compatibility with powdery paints is preferable, can preferably moistening base material, improve the same of adhesive force
Time, reaching the slight shift function to coating surface, this optical brightener can prepare high glaze powder coating, and performance of adding lustre to is obvious,
Film-forming is excellent simultaneously and the good leveling property of powdery paints；And fluoro raw material improves the water resistance of optical brightener, decocting in water
Ability significantly improves.
Obviously, above-described embodiment is only for clearly demonstrating example, and not restriction to embodiment.Right
For those of ordinary skill in the field, can also make on the basis of the above description other multi-form change or
Variation.Here without also cannot all of embodiment be given exhaustive.And the obvious change thus extended out or
Change among still in the protection domain of the invention.
Claims (10)
1. an optical brightener used for powder coating, it is characterised in that main is that raw material is anti-through copolymerization by acrylate and butenoate
Should make, the raw material of described optical brightener composition includes: dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl)
Methacrylate, and add end-capping reagent, initiator and organic solvent, make through copolyreaction.
Optical brightener used for powder coating the most according to claim 1, it is characterised in that in described raw material, described maleic two
The mol ratio of dimethyl phthalate, tert-butyl acrylate and (perfluorocyclohexyl) methacrylate is 20-50:15-35:10-25.
Optical brightener used for powder coating the most according to claim 1 and 2, it is characterised in that described dimethyl maleate,
The mol ratio of tert-butyl acrylate and (perfluorocyclohexyl) methacrylate is 35:25:18.
4. according to the arbitrary described optical brightener used for powder coating of claim 1-3, it is characterised in that described end-capping reagent includes ring penta
Alkene, its addition is described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) methacrylate list
The 2-6wt% of body gross mass.
5. according to the arbitrary described optical brightener used for powder coating of claim 1-4, it is characterised in that described initiator includes peroxide
Changing benzoyl, its addition is described dimethyl maleate, tert-butyl acrylate and (perfluorocyclohexyl) metering system
The 0.2-0.5wt% of acid ester monomer gross mass.
6. according to the arbitrary described optical brightener used for powder coating of claim 1-5, it is characterised in that described organic solvent includes N,
Dinethylformamide.
7. the method for the optical brightener used for powder coating prepared described in any one of claim 1-6, it is characterised in that include as
Lower step:
(1) take the dimethyl maleate of formula ratio, tert-butyl acrylate and (perfluorocyclohexyl) methacrylate to add
Fully mix in blender；
(2) control reaction temperature and be less than 20 DEG C, and add the initiator mixing of formula ratio；
(3) it is subsequently added described organic solvent, and is the most progressively warming up to 100 DEG C, after stable, keep reaction temperature
Degree carries out copolyreaction for 100-105 DEG C；
(4), after question response terminates, reduction temperature of reaction system is to 70-80 DEG C, and the described end-capping reagent adding formula ratio gathers
Conjunction processes；
(5) organic solvent described in removed under reduced pressure and unreacted each starting monomer, collects colourless thick liquid at 200 DEG C, cold
But it is colourless solid resin shape optical brightener to room temperature.
The method preparing described optical brightener the most according to claim 7, it is characterised in that in described step (5), also include
Before removed under reduced pressure solvent, whole reaction system is warming up to the step of 180-200 DEG C.
9. the optical brightener used for powder coating described in any one of claim 1-6 is for preparing the purposes of powdery paints.
10. according to the purposes described in claim, it is characterised in that described powdery paints is polyester--epoxide resin type powder is coated with
Material.
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| CN107793822A (en) * | 2017-10-31 | 2018-03-13 | 山东瑞丰高分子材料股份有限公司 | Powdery paints levelling agent and preparation method thereof |
| CN109401392A (en) * | 2018-11-03 | 2019-03-01 | 宁波维楷化学有限公司 | A kind of multi-functional levelling agent of powdery paints |
| CN115746313A (en) * | 2022-11-10 | 2023-03-07 | 擎天材料科技有限公司 | Polyester resin, powder coating, and preparation method and application thereof |
| CN116120799A (en) * | 2022-12-26 | 2023-05-16 | 合肥杏花印务股份有限公司 | High-gloss offset printing gloss oil |
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| CN105949859B (en) | 2018-06-05 |
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