CN114836123A - Self-repairing resin composition and application thereof - Google Patents

Self-repairing resin composition and application thereof Download PDF

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CN114836123A
CN114836123A CN202111174413.8A CN202111174413A CN114836123A CN 114836123 A CN114836123 A CN 114836123A CN 202111174413 A CN202111174413 A CN 202111174413A CN 114836123 A CN114836123 A CN 114836123A
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self
resin composition
bis
hydroxy
oxy
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CN114836123B (en
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吕忠韩
杨永吉
黄耀兴
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Everlight Chemical Industrial Corp
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/06Polyurethanes from polyesters
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/48Stabilisers against degradation by oxygen, light or heat
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00Specific properties of additives
    • C08K2201/014Additives containing two or more different additives of the same subgroup in C08K
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)

Abstract

The present disclosure relates to a self-repairing resin composition, comprising: 100 parts by weight of a polyurethane resin; and 0.1 to 10 parts by weight of an additive, wherein the additive comprises an ultraviolet light absorber, a light stabilizer and an antioxidant, the ultraviolet light absorber comprises 2- [4- [ (2-hydroxy-3-tridecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine and 2- [4- [ (2-hydroxy-3-dodecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine, the light stabilizer is N- (1-acetyl-2, 2, 6, 6-tetramethyl-4-piperidinyl) -2-dodecylsuccinimide, the antioxidant is phenylpropionic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched chain alkyl ester, and the weight ratio of the ultraviolet light absorber, the light stabilizer and the antioxidant is 2-3: 1. In addition, the present disclosure further provides uses of the self-repairing resin composition.

Description

Self-repairing resin composition and application thereof
Technical Field
The present disclosure relates to a self-repairing resin composition and use thereof, and more particularly, to a self-repairing resin composition with good heat resistance and/or weather resistance and use thereof.
Background
In recent years, the development of the self-repairing resin can enable a coating formed by the self-repairing resin to have a scratch repairing function so as to reduce the problem that the coating needs to be sprayed and repaired again after being scratched, thereby prolonging the service life of the coating and greatly reducing the maintenance cost of a user.
However, when the coating formed by the self-repairing resin is exposed to long-term UV light irradiation or high-temperature environment, the coating has the problem of color fading or poor self-repairing recovery rate after scratching.
In view of the above, there is a need to develop a self-repairing resin, which can improve the problems of color fading or poor self-repairing recovery rate caused by long-time UV light irradiation or exposure under high temperature environment, and further improve the service life of a coating formed by the self-repairing resin, so as to save the maintenance cost of a user.
Disclosure of Invention
The present disclosure provides a self-healing resin composition comprising: 100 parts by weight of a polyurethane resin; and 0.1 to 10 parts by weight of an additive, wherein the additive comprises an ultraviolet light absorber, a light stabilizer and an antioxidant, the ultraviolet light absorber comprises 2- [4- [ (2-hydroxy-3-tridecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine (2- [4- [ (2-hydroxy-3-tricyclohexylpropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine) and 2- [4- [ (2-hydroxy-3-dodecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine (2- [4- [ (2-hydroxy-3-cyclododecylpropyl) oxy ] -2-hydroxyphenoyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine), the photolabile is N- (1-Acetyl-2, 2, 6, 6-tetramethyl-4-piperidinyl) -2-dodecylsuccinimide (N- (1-Acetyl-2, 2, 6, 6-tetramethyl-4-piperidyl) -2-cyclododecylsuccinimide), and the antioxidant is phenylpropionic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched alkyl ester (Benneproprionic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched alkyl esters, and the weight ratio of the ultraviolet light absorber, the light stabilizer and the antioxidant is 2-3: 1.
The self-repairing resin composition disclosed by the disclosure can enable a formed polyurethane resin coating to have good heat resistance and/or weather resistance by adding the additive containing the ultraviolet light absorber, the light stabilizer and the antioxidant with specific proportions and specific components into the polyurethane resin. Particularly, after a coating formed by the self-repairing resin composition provided by the disclosure is subjected to heat resistance and weather resistance tests, the color difference of the coating before and after the tests is not large, and meanwhile, the formed coating still can show good scratch recovery. Therefore, the coating formed by the self-repairing resin composition disclosed by the disclosure has the improved service life.
In the present disclosure, ultraviolet light absorbers include 2- [4- [ (2-hydroxy-3-tridecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine and 2- [4- [ (2-hydroxy-3-dodecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine. More specifically, in the present disclosure, the ultraviolet light absorber is a mixture of 2- [4- [ (2-hydroxy-3-tridecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine and 2- [4- [ (2-hydroxy-3-dodecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine.
In the present disclosure, the additive may be contained in an amount of 0.1 to 10 parts by weight, for example, 0.5 to 2 parts by weight or 1 to 2 parts by weight, based on 100 parts by weight of the polyurethane resin.
In the present disclosure, the antioxidant can be phenylpropionic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched alkyl ester, for example, phenylpropionic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-branched octyl ester.
In the present disclosure, the polyurethane resin may be a polymer obtained by reacting a polyol and a polyisocyanate. Wherein the weight ratio of polyol to polyisocyanate may be between 3: 1 and 5: 1, for example between 3.2: 1 and 4.8: 1 or between 3.5: 1 and 4.5: 1. In one embodiment of the present disclosure, the weight ratio of polyol to polyisocyanate may be about 4: 1.
In the present disclosure, the polyol may be a polyester polyol. Among them, the polyester polyol can be obtained by dehydration condensation of a polyhydric alcohol and a carboxylic acid. Specific examples of the polyhydric alcohol include, but are not limited to, diethylene glycol, 1, 2-propanediol, 1, 3-propanediol, 2, 3-butanediol, 1, 4-butanediol, 2-methyl-1, 3-propanediol, 2-dimethyl-1, 3-propanediol, 1, 5-pentanediol, 1, 6-hexanediol, 3-methyl-1, 5-pentanediol, 1, 9-nonanediol, methyl-1, 8-octanediol, cyclohexane-1, 4-diol, cyclohexane-1, 4-dimethanol, ethylene glycol, dipropylene glycol, or a combination thereof; the aforementioned polyols may be used singly or in combination of two or more. Further, specific examples of carboxylic acids include, but are not limited to, succinic acid, maleic acid, adipic acid, glutaric acid, pimelic acid, arginine acid, azelaic acid, sebacic acid, dodecanedicarboxylic acid, phthalic acid, isophthalic acid, terephthalic acid, or combinations thereof; the aforementioned carboxylic acids may be used singly or in combination of two or more. However, the present disclosure is not limited thereto.
In the present disclosure, the polyisocyanate may be selected from the group consisting of aliphatic polyisocyanates, aromatic polyisocyanates, and mixtures thereof. In one embodiment of the present disclosure, the polyisocyanate may be an aliphatic polyisocyanate. Specific examples of polyisocyanates include, but are not limited to, Isophorone diisocyanate (isophoron diisocyanate; IPDI), hydrogenated diphenylmethane diisocyanate (4, 4' -dicyclohexylmethane diisocyanate; HMDI), Hexamethylene diisocyanate (Hexamethylene diisocyanate; HDI), xylylene diisocyanate (1, 3-bis (isocyanatomethyl) benzene; XDI), tetramethylm-xylylene diisocyanate (tetramethylxylylene diisocyanate; TMXDI), Hexamethylene diisocyanate trimer (Hexamethylene diisocyanate trimer; HDI TRIMER), Hexamethylene Diisocyanate Biuret (HDB), or mixtures thereof; the aforementioned polyisocyanates may be used singly or in combination of two or more. However, the present disclosure is not limited thereto. In one embodiment of the present disclosure, the polyisocyanate is hexamethylene diisocyanate.
In the present disclosure, the self-healing resin composition may further include a solvent. The kind of the solvent is not particularly limited, and may be determined according to the requirements. Here, examples of the solvent may include, but are not limited to, Ethyl Acetate (Ethyl Acetate), Butyl Acetate (Butyl Acetate), Propylene Glycol methyl ether (Propylene Glycol monomer ether), or a combination thereof; the aforementioned solvents may be used alone or in combination of two or more. However, the present disclosure is not limited thereto.
In addition, the disclosure further provides the use of the self-repairing resin composition for forming a coating on a substrate. In more detail, the self-repairing resin composition is coated on a substrate to form a coating. The substrate may be a metal substrate, on which a pigment layer (e.g., baking varnish) is optionally disposed; the present disclosure is not so limited.
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Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to specific embodiments below.
As used in this specification and the appended claims, the singular forms "a", "an", and "the" include one or more of the individual unless the context clearly dictates otherwise.
Unless the context indicates otherwise, the term "or" as used in the specification and appended claims generally includes the meaning of "and/or".
Further, as used herein, the term "about" generally means within 20%, or within 10%, or within 5%, or within 3%, or within 2%, or within 1%, or within 0.5% of a given value or range. The amounts given herein are approximate amounts, that is, the meaning of "about" may still be implied without specifically stating "about".
The present disclosure will be more specifically described by way of examples, which are not intended to limit the scope of the present disclosure. In the following preparations, examples and comparative examples, temperatures are given in degrees centigrade and parts and percentages are by weight, unless otherwise indicated. Parts by weight relate to parts by volume as kilograms relate to liters.
Polyurethane resin
The polyurethane resins used in the following examples and comparative examples are supplied by Tai's adhesive (Guangdong) Co., Ltd., polyester polyol type Z-922-4A (main agent), and polyisocyanate type Z-922-4B (which is hexamethylene diisocyanate) (curing agent).
Ultraviolet absorber (A)
The ultraviolet light absorbers used in the following examples and comparative examples include: (A1)2- [4- [ (2-hydroxy-3-tridecyloxypropyl) oxy]-2-hydroxyphenyl]-4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine (2- [4- [ (2-hydroxy-3-tricyclohexypropyl) oxy)]-2-hydroxyphenyl]-4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine) and 2- [4- [ (2-hydroxy-3-dodecyloxypropyl) oxy]-2-hydroxyphenyl]-4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine (2- [4- [ (2-hydroxy-3-dodecaxypropyl) oxy)]-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine)(
Figure BDA0003294387360000041
40; CAS No.: 153519-44-9); and (A2) alpha- [3- [3- (2H-benzotriazol-2-yl) -5- (1, 1-dimethylethyl) -4-hydroxyphenyl]-1-oxopropyl radical]-omega- [3- [3- (2H-benzotriazol-2-yl) -5- (1, 1-dimethylethyl) -4-hydroxyphenyl]-1-oxopropoxy]Poly (oxy-1, 2-ethanediyl) (alpha- [3- [3- (2H-Benzotriazol-2-yl) -5- (1, 1-dimethylthienyl) -4-hydroxyphenylenyl]-1-oxopropyl]-ω-[3-[3-(2H-benzotriazol-2-yl)-5-(1,1-dimethylethyl)-4-hydroxyphen yl]-l-oxopropoxy]poly (oxy-1, 2-ethenediyl)) (
Figure BDA0003294387360000051
80;CAS No.:104810-48-2+104810-47-1)。
Figure BDA0003294387360000052
40 and
Figure BDA0003294387360000053
80 are respectively as follows.
(A1)
Figure BDA0003294387360000054
40
Figure BDA0003294387360000055
(A2)
Figure BDA0003294387360000056
80
Figure BDA0003294387360000057
Light stabilizer (B)
The light stabilizers used in the following examples and comparative examples include: (B1) n- (1-Acetyl-2, 2, 6, 6-tetramethyl-4-piperidinyl) -2-dodecaylsuccinimide (N- (1-Acetyl-2, 2, 6, 6-tetramethyl-4-piperdinyl) -2-dodecylsuccinimide) ((1-Acetyl-2, 2, 6, 6-tetramethyl-4-piperdinyl) -2-dodecylsuccinimide)
Figure BDA0003294387360000058
97; CAS No.: 106917-31-1); (B2) mixtures of Bis- (N-Methyl-2, 2, 6, 6-tetramethyl-4-pyridyl) sebacate (Bis- (N-Methyl, 2, 2, 6, 6-tetramethyl-4-pyridyl) sebacate) and Methyl- (N-Methyl, 2, 2, 6, 6-tetramethyl-4-pyridyl) sebacate (Methyl- (N-Methyl, 2, 2, 6, 6-tetramethyl-4-pyridyl) sebacate)
Figure BDA0003294387360000061
93; CAS No.: 41556-26-7+ 82919-37-7); and (B3) a reaction product of sebacic acid, bis (2, 2, 6, 6-tetramethyl-1- (octyloxy) -4-piperidyl) ester, 1-dimethylethylhydroperoxide and octane (decadioic acid, bis (2, 2, 6, 6-tetramethyl-1- (octyloxy) -4-piperidyl) ester, reaction products with 1, 1-dimethylthiohydroperoxide and octane)
Figure BDA0003294387360000062
95;CAS No.:129757-67-1)。
Figure BDA0003294387360000063
97、
Figure BDA0003294387360000064
93 and
Figure BDA0003294387360000065
the structures of 95 are shown below.
(B1)
Figure BDA0003294387360000066
97
Figure BDA0003294387360000067
(B2)
Figure BDA0003294387360000068
93
Figure BDA0003294387360000069
(B3)
Figure BDA00032943873600000610
95
Figure BDA0003294387360000071
Antioxidant (C)
The antioxidant used in the following examples and comparative examples is phenylpropionic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched alkyl ester (Benzenepropanoic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched alkyl esters) ((R))
Figure BDA0003294387360000072
101, a first electrode and a second electrode; CAS No.: 125643-61-0), the main component structure thereof is as follows.
(C)
Figure BDA0003294387360000073
101
Figure BDA0003294387360000074
Preparation of self-repairing resin composition
Weigh 10g of base (Z-922-4A) and then pour 0.2g of additive into the base with gentle stirring according to the additive type and ratio shown in Table 1 below. Subsequently, 2.5g of a curing agent (Z-922-4B) was added, and finally 3g of a solvent (ethyl acetate: butyl acetate: propylene glycol methyl ether: 10: 17: 7) was added. The resin compositions of examples and comparative examples were obtained by sufficiently and uniformly stirring the base compound, the curing agent, the additive and the solvent. As for the resin composition of the blank set, the kinds and amounts of the main agent, the curing agent and the solvent are the same as those described above except that no additive is added, and the preparation method is also the same as that described above.
TABLE 1
Figure BDA0003294387360000075
Figure BDA0003294387360000081
Preparation of self-repairing coating
The base material is white tinplate, the size of the tinplate is 77mm in length, 47mm in width and 0.3mm in thickness, and the upper layer is coated with white baking varnish. The self-repairing resin compositions of the examples, the control examples and the blank set prepared above were coated on a white tinplate using an RDS #35 wire bar with the coater speed set at 7, and left to stand for 1 minute for leveling. And finally, putting the test piece with complete leveling into a hot air oven at 120 ℃ for 3 to 5 minutes for quick drying and curing, taking out the test piece, and then putting the test piece at room temperature for 24 hours to obtain the test piece with the self-repairing coating formed on the substrate.
Weather resistance test
A weatherometer (brand: Q LAB, model: QUV/se) was used, and the weatherproof condition was set to ASTM G154-2. The wavelength of the light source is 310nm, and the illumination is 0.71W/m 2/nm. The circulation conditions are as follows: UV light irradiation for 4 hours, the blackboard temperature is 60 (+ -3) DEG C; cooling for 4 hours, wherein the temperature of the blackboard is 50 +/-3 ℃. The prepared test pieces of examples, comparative examples and blank groups were placed under the weather-resistant condition for 700 hours.
Heat resistance test
A hot air oven (brand: DENG YNG, model DO45) is used, and the heat-resistant condition is in accordance with GB/T1735. The temperature of the hot air oven was set at 125 ℃. + -. 2 ℃. The test pieces of the examples, the control examples and the blank were subjected to the heat-resistant conditions, and the heat-aging time was 600 hours.
Abrasion resistance test
The test was carried out using a wear resistance tester (brand: brocade practice, model: A20-339). The power was turned on and the number of counts was set to 10. And replacing steel wool below the measuring rod. The test piece is placed in a test position, the upper chuck and the lower chuck are clamped tightly, and the measuring rod is placed down after a 500g weight is added to the upper part of the test piece. The measuring rod automatically stops after 10 times of reciprocating. Finally, the upper and lower chucks are released to take out the test piece.
Color difference
Measurement was carried out using a color difference meter (brand: KONICA MINOLTA, model: CM-5) and AATCC gray scale. The relationship between the number of stages and the color difference (Δ E) is shown in table 2 below.
TABLE 2
Figure BDA0003294387360000082
Figure BDA0003294387360000091
Degree of gloss
The measurement was carried out using a gloss machine (brand: BYK, model: micro-TRI-gloss).
The results of abrasion resistance, color difference and gloss recovery before, after and after the weathering test and the heat resistance test for examples, comparative examples and blank set are shown in table 3 below.
TABLE 3
Figure BDA0003294387360000092
Figure BDA0003294387360000101
a: the test piece which is not subjected to the weather resistance and thermal aging resistance test can recover to the time required by 100 percent of glossiness retention rate after being subjected to the abrasion resistance test.
b: the initial gloss of the test piece, how much gloss is maintained after weathering or heat aging, is called
Figure BDA0003294387360000102
The initial gloss retention of the test piece was 100%.
c: the test piece after weather resistance or thermal aging resistance test has the ratio of the glossiness after abrasion resistance test to the glossiness before test.
d: the test piece subjected to the weather resistance or thermal aging resistance test can recover to 80% of the time required for gloss retention after abrasion test.
e: the test piece having the coating layer formed from the composition of comparative example 4 is represented by "-" where the subsequent heat resistance and weather resistance test could not be performed due to the oil slick on the surface layer.
The above-mentioned "initial gloss" indicates the gloss of the sheet before it is subjected to the weather, heat and abrasion resistance tests.
As shown in the results of table 3, the gloss recovery rate of the self-repairing resin composition of the example after weathering resistance and abrasion resistance is about 8 times higher than that of the blank group, and is also significantly higher than that of the comparative example. In addition, it can be seen from various observation indexes that the examples are superior to the blank examples and the control examples, in which the time required for the weather-resistant scratch recovery (recovery to 80% gloss retention) can be achieved within 5 minutes, the examples can be achieved within 5 minutes, the blank examples and the control examples can not be achieved, and the time required for the heat-resistant scratch recovery (recovery to 80% gloss retention) can be achieved within 10 minutes or even within 5 minutes, the blank examples can not be achieved, and the control examples can be 10 minutes or more.
In conclusion, when the self-repairing resin composition disclosed by the disclosure is used for forming a coating, the formed coating still has good self-repairing capability after weather resistance and heat resistance tests. In addition, the coating after weather resistance and heat resistance tests also has good scratch repairing capability after abrasion resistance tests. Therefore, the self-repairing composition of the present disclosure can indeed improve the problems of discoloration or poor self-repairing recovery rate caused by long-time UV light irradiation or exposure under high temperature environment, thereby improving the service life of the coating.
The above-mentioned embodiments are intended to illustrate the objects, aspects and advantages of the present disclosure in further detail, and it should be understood that the above-mentioned embodiments are only illustrative of the present disclosure and are not intended to limit the present disclosure, and any modifications, equivalents, improvements and the like made within the spirit and principle of the present disclosure should be included in the scope of the present disclosure.

Claims (9)

1. A self-healing resin composition, comprising:
100 parts by weight of a polyurethane resin; and
0.1 to 10 parts by weight of an additive, wherein the additive comprises an ultraviolet light absorber, a photostabilizer and an antioxidant, and the ultraviolet light absorber comprises 2- [4- [ (2-hydroxy-3-tridecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine (2- [4- [ (2-hydroxy-3-tridecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine) and 2- [4- [ (2-hydroxy-3-dodecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine (2- [4- [ (2-hydroxy-3-dodecaxypropyl) oxy ] -2-hydroxyphenoyl ] -4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazine), the photosensitizer is N- (1-Acetyl-2, 2, 6, 6-tetramethyl-4-piperidyl) -2-dodecaylsuccinimide (N- (1-Acetyl-2, 2, 6, 6-tetramethyl-4-piperidyl) -2-dodecaylsuccinimide), and the antioxidant is phenylpropionic acid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched alkyl ester (Benprozeneacid, 3, 5-bis (1, 1-dimethyl-ethyl) -4-hydroxy-C7-C9branched alkyl esters, and the weight ratio of the ultraviolet light absorbent, the light stabilizer and the antioxidant is 2-3: 1.
2. The self-repairing resin composition of claim 1, wherein the polyurethane resin is a polymer obtained by reacting a polyol and a polyisocyanate.
3. The self-healing resin composition of claim 2, wherein the weight ratio of the polyol to the polyisocyanate is between 3: 1 and 5: 1.
4. The self-healing resin composition of claim 3, wherein the weight ratio of the polyol to the polyisocyanate is 4: 1.
5. The self-healing resin composition of claim 2, wherein the polyol is a polyester polyol.
6. The self-healing resin composition of claim 2, wherein the polyisocyanate is selected from the group consisting of aliphatic polyisocyanates, aromatic polyisocyanates, and mixtures thereof.
7. The self-healing resin composition of claim 6, wherein the polyisocyanate is an aliphatic polyisocyanate.
8. The self-repairing resin composition of claim 1, wherein the additive is present in an amount of 0.5 to 2 parts by weight.
9. Use of the self-healing resin composition according to any one of claims 1 to 8 to form a coating on a substrate.
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Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW572951B (en) * 2002-12-30 2004-01-21 Everlight Chem Ind Corp Stabilizer composition
CN101367907A (en) * 2007-07-27 2009-02-18 拜尔材料科学有限公司 Allophanate modified diphenylmethane diisocyanates, prepolymers thereof, and their use in the preparation of polyureas and polyureaurethanes
CN102471594A (en) * 2009-07-30 2012-05-23 大日精化工业株式会社 Method for improving weathering property of resinous member for solar light power generation, and resin-property improver for use therein
WO2014165434A2 (en) * 2013-04-02 2014-10-09 Basf Se Coated carbon fiber reinforced plastic parts
CN105567072A (en) * 2015-12-18 2016-05-11 北京东方雨虹防水技术股份有限公司 One-component polyurethane waterproof paint and preparation method thereof
CN106118429A (en) * 2016-07-21 2016-11-16 山东诺威聚氨酯股份有限公司 No-solvent type one-component is from knot grain material and preparation method thereof
CN109777235A (en) * 2019-01-16 2019-05-21 湖南湘江关西涂料(长沙)有限公司 Automobile external coating sour epoxy hot setting type coating varnish and preparation method thereof
CN110862759A (en) * 2019-06-26 2020-03-06 广东盛天体育股份有限公司 Foamless fast deep-cured single-component modified PU court material and preparation method thereof
US20220162371A1 (en) * 2019-04-09 2022-05-26 Covestro Intellectual Property Gmbh & Co. Kg Two-component polyurethane coatings having improved pot life without a loss of weathering resistance

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107200866B (en) * 2016-11-24 2019-08-16 汕头市八隅新材料有限公司 A kind of resistance to yellow agent of soft polyurethane foam
TWI638039B (en) * 2017-07-07 2018-10-11 奇鈦科技股份有限公司 Reactive uv absorber and uses of the same
TWI667266B (en) * 2017-07-12 2019-08-01 臺灣永光化學工業股份有限公司 Use of polymerizable ultraviolet absorber in polyurethane and composition for forming polyurethane comprising the same

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW572951B (en) * 2002-12-30 2004-01-21 Everlight Chem Ind Corp Stabilizer composition
CN101367907A (en) * 2007-07-27 2009-02-18 拜尔材料科学有限公司 Allophanate modified diphenylmethane diisocyanates, prepolymers thereof, and their use in the preparation of polyureas and polyureaurethanes
CN102471594A (en) * 2009-07-30 2012-05-23 大日精化工业株式会社 Method for improving weathering property of resinous member for solar light power generation, and resin-property improver for use therein
WO2014165434A2 (en) * 2013-04-02 2014-10-09 Basf Se Coated carbon fiber reinforced plastic parts
CN105567072A (en) * 2015-12-18 2016-05-11 北京东方雨虹防水技术股份有限公司 One-component polyurethane waterproof paint and preparation method thereof
CN106118429A (en) * 2016-07-21 2016-11-16 山东诺威聚氨酯股份有限公司 No-solvent type one-component is from knot grain material and preparation method thereof
CN109777235A (en) * 2019-01-16 2019-05-21 湖南湘江关西涂料(长沙)有限公司 Automobile external coating sour epoxy hot setting type coating varnish and preparation method thereof
US20220162371A1 (en) * 2019-04-09 2022-05-26 Covestro Intellectual Property Gmbh & Co. Kg Two-component polyurethane coatings having improved pot life without a loss of weathering resistance
CN110862759A (en) * 2019-06-26 2020-03-06 广东盛天体育股份有限公司 Foamless fast deep-cured single-component modified PU court material and preparation method thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
张树来: "《光稳定剂对聚氨酯塑胶跑道基材的改性研究》" *

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