CN1528846A - Semi-crystalline/amorphous unsaturated polyester powder coating and preparing method thereof - Google Patents
Semi-crystalline/amorphous unsaturated polyester powder coating and preparing method thereof Download PDFInfo
- Publication number
- CN1528846A CN1528846A CNA200310108139XA CN200310108139A CN1528846A CN 1528846 A CN1528846 A CN 1528846A CN A200310108139X A CNA200310108139X A CN A200310108139XA CN 200310108139 A CN200310108139 A CN 200310108139A CN 1528846 A CN1528846 A CN 1528846A
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- Prior art keywords
- unsaturated polyester
- resin
- amorphous
- powder coating
- crystal shape
- 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.)
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- 239000000843 powder Substances 0.000 title claims abstract description 24
- 229920006305 unsaturated polyester Polymers 0.000 title claims abstract description 12
- 239000011248 coating agent Substances 0.000 title claims description 24
- 238000000576 coating method Methods 0.000 title claims description 24
- 238000000034 method Methods 0.000 title description 2
- 239000013078 crystal Substances 0.000 claims abstract description 29
- 229920005989 resin Polymers 0.000 claims abstract description 15
- 239000011347 resin Substances 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 12
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 12
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 12
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 10
- 238000009413 insulation Methods 0.000 claims description 10
- 238000005352 clarification Methods 0.000 claims description 8
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 8
- -1 acryl Chemical group 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 6
- GELSOTNVVKOYAW-UHFFFAOYSA-N ethyl(triphenyl)phosphanium Chemical compound C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CC)C1=CC=CC=C1 GELSOTNVVKOYAW-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 5
- 229940051250 hexylene glycol Drugs 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 5
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 4
- 229920006127 amorphous resin Polymers 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 11
- 229920006337 unsaturated polyester resin Polymers 0.000 abstract description 7
- 239000004033 plastic Substances 0.000 abstract description 3
- 229920003023 plastic Polymers 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 239000000945 filler Substances 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000002184 metal Substances 0.000 abstract description 2
- 239000003973 paint Substances 0.000 abstract 4
- 238000010422 painting Methods 0.000 abstract 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 abstract 1
- 239000013615 primer Substances 0.000 abstract 1
- 239000002987 primer (paints) Substances 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 description 13
- 238000010792 warming Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000009998 heat setting Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 150000007520 diprotic acids Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 150000007521 triprotic acids Chemical class 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Landscapes
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention discloses a kind of semi-crystal/amorphous unsaturated polyester powder paint and the manufacturing method. The base resin of the paint is the compound of semi-crystal unsaturated polyester resin and amorphous unsaturated polyester resin, the end of the semi-crystal resin has acryloyl group with unsaturated double bond, each molecular has 2-4 unsaturated double bond, the functionality of the molecular is 4-8. The semi-crystal unsaturated polyester resin and amorphous unsaturated polyester resin are mixed according to some proportion, and adds some light sensitive ignition primer, paint, fillers and flow balancing agent, and gets the powder paint through squeezing and crushing steps. The flow balancing and firming temperature is low, it not only can apply to the painting of the metal base surface, but also can be applied in wood, plastic, the painting film has excellent adhesion force, impact protection performance, flexibility, solvent-resisting performance, rigidity and the stability.
Description
Technical field
The present invention relates to a kind of hemihedral crystal shape/amorphous unsaturated polyester powder coating and preparation method thereof.
Background technology
The thermofixation powder coating is solvent-free owing to 100%, and the remaining powder in spraying back can reclaim use again, stores advantages such as convenient transportation, is widely used in household electrical appliance, automobile component, the application of art metal furniture etc.In the thermofixation powder coating was formed, the polyester overwhelming majority of using was amorphous polyester.For ease of the pulverizing manufacturing of powder coating and do not reunite in transportation, storage, use, the used amorphous polyester resin of thermofixation powder coating must have higher second-order transition temperature.But then, in order to make resin good flowability is arranged in levelling, solidification process, help the wetting of pigment, filler and other solid matter, be easy to form uniform coating, the second-order transition temperature of this vibrin again must be enough low.Therefore, as the second-order transition temperature of the amorphous resin of thermofixation powder coating usually greater than 50 ℃, but less than 80 ℃.The more important thing is, the thermofixation powder coating needs higher solidification value (about 180 ℃) and long set time (10～20min.) usually, energy consumption is big, and efficient is low, and is difficult to use in the coating of plastics, paper, medium density fibre board (MDF) temperature-sensitive grounds such as (MDF).
Summary of the invention
The purpose of this invention is to provide a kind of hemihedral crystal shape/amorphous unsaturated polyester powder coating and preparation method thereof.
Hemihedral crystal shape/amorphous unsaturated polyester powder coating: a kind of resin is hemihedral crystal shape, and another kind of resin is amorphous, and the end of molecular resin has the acryl of unsaturated double-bond, and each molecule contains 2～4 unsaturated double-bonds, and the functionalized molecule degree is 4～8.The ratio of hemihedral crystal shape resin and amorphous resin is: 10: 90～90: 10.
The preparation method of hemihedral crystal shape/amorphous unsaturated polyester powder coating: in reactor, logical nitrogen is got rid of the air in the still, add hexylene glycol or 1,4 cyclohexanedimethanols, or TriMethylolPropane(TMP), Dibutyltin oxide, be heated to 120～170 ℃, under stirring condition, add terephthalic acid, progressively be warmed up to 230～235 ℃, constant temperature is the reaction certain hour down, cooling, reheat behind the adding trimellitic acid 1,2-anhydride, insulation reaction to system becomes the clarification shape, add triphenyl phosphite, vacuumize, after keeping 1～5 hour under 225～230 ℃ of conditions, stop to vacuumize, the cooling back adds Ethyltriphenylphosphonium brimide, dropping is dissolved with the glycidyl methacrylate of Resorcinol, control rate of addition, insulation reaction discharging after 1～3 hour again after dripping off.
Advantage of the present invention: the fusing point of hemihedral crystal shape polyester is usually above 50 ℃, second-order transition temperature then is lower than 20 ℃, and have higher degree of crystallinity and crystallization velocity faster, therefore the powder coating that is made by hemihedral crystal shape vibrin both had been convenient to pulverize, had transported, had stored and had been used, under molten state, present again more than the low viscosity of amorphous polyester of using the same molecular amount, therefore can under lower temperature, carry out levelling, curing, can shorten set time again.This powder coating is applicable to the coating of plastics, paper, medium density fibre board (MDF) temperature-sensitive grounds such as (MDF).Film and have good sticking power, impact-resistance, snappiness, solvent resistance, hardness and package stability.
Embodiment
The preparation method of hemihedral crystal shape unsaturated polyester resin, the raw materials used diprotic acid of reaction system is a terephthalic acid, m-phthalic acid, hexanodioic acid, triprotic acid are trimellitic acid 1,2-anhydride; Dibasic alcohol is a neopentyl glycol, hexylene glycol, and 1,4 cyclohexanedimethanol, trivalent alcohol are TriMethylolPropane(TMP).Reaction system contains catalyzer, stopper, oxidation inhibitor.Also add glycidyl methacrylate in the reaction system, according to the acid number control consumption of system.
The preparation method of amorphous unsaturated polyester resin, the raw materials used diprotic acid of reaction system is a terephthalic acid, m-phthalic acid, hexanodioic acid, triprotic acid are trimellitic acid 1,2-anhydride; Dibasic alcohol is a neopentyl glycol, and glycol ether, trivalent alcohol are TriMethylolPropane(TMP).Reaction system contains catalyzer, stopper, oxidation inhibitor.Also add glycidyl methacrylate in the reaction system, according to the acid number control consumption of system.
The acryl of being with unsaturated double-bond is all contained at the two ends of hemihedral crystal shape and amorphous unsaturated polyester resin molecule, and two keys are active big than vinyl, and reaction is active.Hemihedral crystal shape vibrin functionalized molecule degree is 4～8, and each molecule contains 2～4 unsaturated double-bonds, can select the type of hemihedral crystal shape polyester according to the requirement of film performance, the functionality of regulation system, the consumption of control hemihedral crystal shape vibrin in compound resin.
Matrix resin of the present invention is by at least a hemihedral crystal shape unsaturated polyester of holding acryl that contains; and at least a containing hold the amorphous unsaturated polyester of acryl to mix; the content of unsaturated terminal methyl acryl is 0.6～1.0 mmole/gram resin in the hemihedral crystal shape vibrin, and the content of unsaturated terminal methyl acryl is 0.5～0.9 mmole/gram resin in the amorphous polyester resin.Contain light trigger in the system, flow agent, anti-pinhole agent.
Embodiment 1
In reactor, logical nitrogen is got rid of the air in the still, adds hexylene glycol, Dibutyltin oxide, be heated to 140～150 ℃, under stirring condition, add terephthalic acid, break into slurry, progressively be warming up to 230～235 ℃, treat water outlet to 95% of theoretical value, system becomes the clarification shape, after the cooling, add trimellitic acid 1,2-anhydride, heating progressively is warming up to 225～230 ℃, insulation reaction 2 hours, system becomes the clarification shape, add triphenyl phosphite, progressively be evacuated to-below the 0.94atm, after keeping 3 hours under 225～230 ℃ of conditions, stop to vacuumize, and be cooled to 140～150 ℃, and add Ethyltriphenylphosphonium brimide, drip the glycidyl methacrylate that is dissolved with Resorcinol, the control rate of addition dripped off insulation reaction discharging after 1 hour again in 30～60 minutes.
Embodiment 2
In reactor, logical nitrogen is got rid of the air in the still, adds hexylene glycol, Dibutyltin oxide, be heated to 140～150 ℃, under stirring condition, add terephthalic acid, break into slurry, progressively be warming up to 230～235 ℃, treat water outlet to 95% of theoretical value, system becomes the clarification shape, be cooled to 200 ℃, add m-phthalic acid, be heated to and progressively be warming up to 225～230 ℃, insulation reaction 2 hours, system becomes the clarification shape, add triphenyl phosphite, progressively be evacuated to-below the 0.94atm, after keeping 3 hours under 225～230 ℃ of conditions, stop to vacuumize, and be cooled to 140～150 ℃, and add Ethyltriphenylphosphonium brimide, drip the glycidyl methacrylate that is dissolved with Resorcinol, the control rate of addition dripped off insulation reaction discharging after 1 hour again in 30～60 minutes.
Embodiment 3
In reactor, logical nitrogen is got rid of the air in the still, add 1,4 cyclohexanedimethanols, hexanodioic acid, Dibutyltin oxide, progressively be warming up to 220～225 ℃, treat water outlet to 95% of theoretical value, system becomes the clarification shape, adds triphenyl phosphite, progressively be evacuated to-below the 0.94atm, after keeping 3 hours under 220～225 ℃ of conditions, stop to vacuumize, and be cooled to 140～150 ℃, add Ethyltriphenylphosphonium brimide, dropping is dissolved with the glycidyl methacrylate of Resorcinol, and the control rate of addition dripped off insulation reaction discharging after 1 hour again in 30～60 minutes.
Embodiment 4
In reactor, logical nitrogen is got rid of the air in the still, add neopentyl glycol, TriMethylolPropane(TMP), Dibutyltin oxide is heated to 140～150 ℃, under stirring condition, add m-phthalic acid, break into slurry, progressively be warming up to 230～235 ℃, treat that water outlet is to 95% of theoretical value, system becomes the clarification shape, add triphenyl phosphite, progressively be evacuated to-below the 0.94atm, after keeping 3 hours under 225～230 ℃ of conditions, stop to vacuumize, and be cooled to 140～150 ℃, and add Ethyltriphenylphosphonium brimide, drip the glycidyl methacrylate that is dissolved with Resorcinol, the control rate of addition dripped off insulation reaction discharging after 1 hour again in 30～60 minutes.
Embodiment 5
The powder coating prescription:
70 parts of hemihedral crystal shape polyester A
30 parts of amorphous polyester C
2 parts of light triggers
0.5 part of flow agent
1 part of anti-pinhole agent
Embodiment 6
The powder coating prescription:
70 parts of hemihedral crystal shape polyester B
30 parts of amorphous polyester C
2 parts of light triggers
0.5 part of flow agent
1 part of anti-pinhole agent
Embodiment 7
The powder coating prescription:
80 parts of hemihedral crystal shape polyester A
20 parts of amorphous polyester C
2 parts of light triggers
0.5 part of flow agent
1 part of anti-pinhole agent
Embodiment 8
The powder coating prescription:
80 parts of hemihedral crystal shape polyester A
20 parts of amorphous polyester C
3 parts of light triggers
0.5 part of flow agent
1 part of anti-pinhole agent
Embodiment 9
Film performance
| Embodiment | Sticking power | Positive punching performance/kg.cm | Recoil performance/kg.cm | Pencil hardness |
| Five | 0 grade | ????50 | ????30 | ????H |
| Six | 0 grade | ????50 | ????30 | ????H |
| Seven | 0 grade | ????50 | ????20 | ????HB |
| Eight | 0 grade | ????50 | ????20 | ????HB |
Wherein: shock resistance adopts standard GB/T 1732-93 to measure; The sticking power grade adopts GB/T9286-1998 to measure; Pencil hardness adopts GB/T 6739 to measure.
Claims (3)
1. hemihedral crystal shape/amorphous unsaturated polyester powder coating; it is characterized in that: a kind of resin is hemihedral crystal shape, and another kind of resin is amorphous, and the end of molecular resin has the acryl of unsaturated double-bond; each molecule contains 2～4 unsaturated double-bonds, and the functionalized molecule degree is 4～8.
2. a kind of hemihedral crystal shape according to claim 1/amorphous unsaturated polyester powder coating is characterized in that: the ratio of said hemihedral crystal shape resin and amorphous resin is: 10: 90～90: 10.
3. the preparation method of hemihedral crystal shape/amorphous unsaturated polyester powder coating, it is characterized in that: in reactor, logical nitrogen is got rid of the air in the still, adds hexylene glycol or 1,4 cyclohexanedimethanol, or TriMethylolPropane(TMP), Dibutyltin oxide is heated to 120～170 ℃, under stirring condition, add terephthalic acid, progressively be warmed up to 230～235 ℃, constant temperature is reaction down, cooling, reheat behind the adding trimellitic acid 1,2-anhydride, insulation reaction to system becomes the clarification shape, adds triphenyl phosphite, vacuumizes, after keeping 1～5 hour under 225～230 ℃ of conditions, stop to vacuumize, the cooling back adds Ethyltriphenylphosphonium brimide, drips the glycidyl methacrylate that is dissolved with Resorcinol, the control rate of addition, insulation reaction discharging after 1～3 hour again after dripping off.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA200310108139XA CN1528846A (en) | 2003-10-21 | 2003-10-21 | Semi-crystalline/amorphous unsaturated polyester powder coating and preparing method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA200310108139XA CN1528846A (en) | 2003-10-21 | 2003-10-21 | Semi-crystalline/amorphous unsaturated polyester powder coating and preparing method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1528846A true CN1528846A (en) | 2004-09-15 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA200310108139XA Pending CN1528846A (en) | 2003-10-21 | 2003-10-21 | Semi-crystalline/amorphous unsaturated polyester powder coating and preparing method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1528846A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106916519A (en) * | 2017-03-03 | 2017-07-04 | 安徽桑瑞斯环保新材料有限公司 | Low temperature antistatic powder coating for automobile refuelling pipe and preparation method thereof |
| CN111218195A (en) * | 2019-05-13 | 2020-06-02 | 浙江万丰摩轮有限公司 | Double-layer color-changing coating based on multi-level effect pigment, preparation method thereof and application thereof in wheel hub |
| CN111607316A (en) * | 2020-06-22 | 2020-09-01 | 上海朝荟新材料科技有限公司 | UV coating formula and preparation method thereof |
| CN115521689A (en) * | 2022-10-17 | 2022-12-27 | 江门市久冠松高分子材料有限公司 | Photocuring powder coating and preparation method thereof |
-
2003
- 2003-10-21 CN CNA200310108139XA patent/CN1528846A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106916519A (en) * | 2017-03-03 | 2017-07-04 | 安徽桑瑞斯环保新材料有限公司 | Low temperature antistatic powder coating for automobile refuelling pipe and preparation method thereof |
| CN106916519B (en) * | 2017-03-03 | 2019-10-11 | 安徽桑瑞斯环保新材料有限公司 | Low temperature antistatic powder coating and preparation method thereof for automobile refuelling pipe |
| CN111218195A (en) * | 2019-05-13 | 2020-06-02 | 浙江万丰摩轮有限公司 | Double-layer color-changing coating based on multi-level effect pigment, preparation method thereof and application thereof in wheel hub |
| CN111607316A (en) * | 2020-06-22 | 2020-09-01 | 上海朝荟新材料科技有限公司 | UV coating formula and preparation method thereof |
| CN115521689A (en) * | 2022-10-17 | 2022-12-27 | 江门市久冠松高分子材料有限公司 | Photocuring powder coating and preparation method thereof |
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