JP2013199582A - Resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a resin composition hardly generating coloration and hue change even in use in various environments irrespective of high temperature, low temperature, outdoor and indoor, over a long period, and being excellent in reactivity nevertheless being long in pot life.SOLUTION: A resin composition contains a polyol compound (A), a polyisocyanate compound (B), an organometal compound (C) containing at least one metal selected from the group consisting of tin, titanium, zirconium, aluminum, cobalt, iron, lead, zinc, copper, nickel and bismuth, a chelate compound (D), and a compound (E) represented by formula (1). In the formula (1), R1 and R2 show an alkyl group, an alkylene group, an allyl group, a halogen group, an alkyl halide group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a cyano group, an alkoxyl group, or a hydrogen atom, wherein R1 and R2 may be the same or different.

Description

  The present invention relates to a resin composition suitable for molded articles such as paints and films.

  Conventionally, a urethane resin has been used in various fields such as a coating agent or a film, a sheet, or a molded product because of excellent adhesion, moderate elasticity, and excellent weather resistance. Urethane resin is obtained by urethanation reaction of polyol compound and polyisocyanate compound, and organometallic compounds and amine compounds are well known as urethanization reaction catalysts, but for urethane resin coloring prevention and hue stability. As for the catalyst, the organic metal compound can secure better characteristics.

Generally, a polyol compound and a polyisocyanate compound have good reactivity, and can be reacted and cured at room temperature or at a relatively low temperature in a short time by using a urethanization catalyst.
However, when an excellent reactivity such as increasing the amount of catalyst is required, the pot life is shortened and workability is deteriorated. On the other hand, if the pot life is emphasized, the necessary reactivity cannot be obtained.

  As a method of satisfying both the reactivity and the pot life, there is a method of adding a chelate compound. In particular, use of a chelate compound having excellent volatility such as acetylacetone is useful. Volatile chelate compounds such as acetylacetone form a chelate compound and catalyze metals commonly used as urethanization catalysts (tin, titanium, zirconium, aluminum, cobalt, iron, lead, zinc, copper, nickel, bismuth, etc.) It has a feature that inactivates and extends pot life. On the other hand, it volatilizes together with the solvent contained in the resin composition at the time of drying, and after volatilization, the activity of the metal catalyst is restored so that excellent reactivity can be secured.

  As a conventional technique using a chelate compound such as acetylacetone, for example, a urethane coating composition using a plurality of metal compounds and a reaction control agent such as acetylacetone in a two-component urethane resin has been reported (see Patent Document 1). In addition, for example, a curable composition of a polyol and a polyisocyanate using a block-type dissociation catalyst in which aluminum and a metal compound other than aluminum have a β-diketone such as acetylacetone as a ligand has been reported (Patent Document) 2).

  However, a chelate compound of acetylacetone and iron has a characteristic that it is very strongly colored red, and a resin composition containing acetylacetone cannot be used as a coating agent for an iron material. Or there is a problem that it causes a hue change by combining with impurities and additives in the resin composition, iron that may be contained in the organic / inorganic pigment used as a colorant, and the above-mentioned conventional techniques are colored or discolored. No solution was shown for this problem.

JP 2002-173639 A JP 2011-157414 A

  The present invention provides a resin composition that is resistant to coloration and hue change even when used for a long period of time in various environments regardless of high temperature, low temperature, outdoors and indoors, and has a long pot life while being excellent in reactivity. Objective.

  The present invention comprises at least one metal selected from the group consisting of polyol compound (A), polyisocyanate compound (B), tin, titanium, zirconium, aluminum, cobalt, iron, lead, zinc, copper, nickel and bismuth. It is a resin composition containing the organometallic compound (C) to be contained, the chelate compound (D) and the compound (E) represented by the general formula (1).

General formula (1)

[In general formula (1), R1 and R2 represent an alkyl group, an alkylene group, an allyl group, a halogen group, a halogenated alkyl group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a cyano group, an alkoxyl group, or a hydrogen atom. , R1 and R2 may be the same or different. ]

  According to this invention of the said structure, it is hard to inhibit a hardening reaction, being able to obtain a long pot life by including the compound (E) shown by General formula (1). Further, coloring and the like hardly occur when coexisting with the metal compound catalyst (B), and even when used for an iron plate, for example, it is difficult to be colored red.

  According to the present invention, it is possible to provide a resin composition that is resistant to coloring and hue change even when used for a long period of time in various environments regardless of high temperature, low temperature, outdoor or indoor, and has a long pot life while having excellent reactivity. It was.

  Hereinafter, the present invention will be described in more detail.

  The resin composition of the present invention contains a polyol compound (A), a polyisocyanate compound (B), an organometallic compound (C), a chelate compound (D) and a compound (E) represented by the general formula (1).

  The polyol compound (A) constituting the present invention is not limited as long as it is a compound having two or more hydroxyl groups in the molecule. Typical examples include hydroxyl group-containing acrylic resins, polyhydric alcohol compounds, polyether polyol compounds, polyester polyol compounds, polycarbonate polyol compounds, polybutadiene compounds and the like. Among these, polyester polyol, polycarbonate polyol, and polybutadiene are preferably used from the viewpoint of coating performance such as light resistance and water resistance.

  The hydroxyl group-containing acrylic resin can be obtained, for example, by copolymerizing a (meth) acrylic monomer having a hydroxyl group and another (meth) acrylic monomer. As the (meth) acrylic monomer having a hydroxyl group, 2-hydroxyethyl (meth) acrylate, 1-hydroxypropyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, polyethylene glycol Examples include mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, and polytetramethylene glycol mono (meth) acrylate.

  Other (meth) acrylic monomers used for producing hydroxyl group-containing acrylic resins include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, hexyl (meth) acrylate, and 2-ethylhexyl. Examples thereof include alkyl (meth) acrylates such as (meth) acrylate, stearyl (meth) acrylate, and lauryl (meth) acrylate. Examples of the aromatic vinyl monomer include styrene, methyl styrene, and ethyl styrene.

Other (meth) acrylic monomers used for producing hydroxyl group-containing acrylic resins other than the above include functional groups other than hydroxyl groups, such as carboxyl groups, amino groups, epoxy groups, N-alkoxyalkyl groups, N-methylols. A (meth) acrylic monomer having a group can also be used.
These hydroxyl group-containing acrylic resins can be obtained by radical polymerization or ionic polymerization of the above monomers in solution or in water.

  Examples of polyhydric alcohol compounds include 1,3-propanediol, 2-methyl-1,3-propanediol, 1,4-butanediol, 2-methyl-1,4-butanediol, and 1,2-dimethyl. -1,4-butanediol, 2-ethyl-1,4-butanediol, 1,5-pentanediol, 2-methyl-1,5-pentanediol, 3-methyl-1,5-pentanediol, 2, 2,4-trimethyl-1,3-pentanediol, 3-ethyl-1,5-pentanediol, 1,6-hexanediol, 2-methyl-1,6-hexanediol, 3-methyl-1,6- Hexanediol, 1,7-heptanediol, 2-methyl-1,7-heptanediol, 3-methyl-1,7-heptanediol, 4-methyl-1,7-heptanediol 1,8-octanediol, 2-methyl-1,8-octanediol, 2-ethyl-1,8-octanediol, 3-methyl-1,8-octanediol, 4-methyl-1,8-octanediol 1,9-nonanediol, ethylene glycol, propylene glycol, neopentyl glycol, diethylene glycol, dipropylene glycol, cyclohexane dimethanol, polyethylene glycol, polypropylene glycol, polytetramethylene glycol, trimethylolpropane, 1,1,1-tri Examples include methylolpropane ethylene glycol, glycerin, erythritol, xylitol, sorbitol, and mannitol.

  Examples of polyether polyol compounds include polyalkylene glycols such as polyethylene glycol, polypropylene glycol, and polytetramethylene glycol, and terminal hydroxyl groups as amino groups, carboxyl groups, epoxy groups, N-methylol groups, or N-alkoxymethyl groups. Examples include modified ether compounds. Examples of the polyether (polyether polyol) having two or more commercially available hydroxyl groups include Desmophen 250U, 550U, 1600U, 1900U, 1915U, 1920D manufactured by Sumitomo Bayer Urethane Co., Ltd.

  Examples of the polyester polyol include Kuraray Co., Ltd. Kuraray Polyol P-510, P-1010, P-1510, P-2010, P-3010, P-4010, P-5010, P-6010, P-2011, P-2013, P-520, P-1020, P-2020, P-1012, P-2012, P-530, P-1030, P-2030, PMHC-2050, PMHC-2050R, PMHC-2070, PMHC- 2090, PMSA-1000, PMSA-2000, PMSA-3000, PMSA-4000, F-2010, F-3010, N-2010, PNOA-1010, PNOA-2014, O-2010, desmophene manufactured by Sumitomo Bayer Urethane Co., Ltd. 650MPA, 651MPA / X, 670, 67 BA, 680X, 680MPA, 800, 800MPA, 850, 1100, 1140, 1145, 1150, 1155, 1200, 1300X, 1652, 1700, 1800, RD181, RD181X, C200, Byron 200, 560, 600 manufactured by Toyobo Co., Ltd. , GK130, GK860, GK870, 290, GK590, GK780, GK790, and the like.

  Examples of the polycarbonate polyol include Kuraray Co., Ltd. Kuraray Polyol PMHC-590, PMHC-1050, PMHC-1050R, PMHC-1090, PMHC-2050, PMHC-2050R, PMHC-2070R, PMHC-2070R, PMHC-2090, There are PMHC-2090R and PMHC-5090, and other examples include T4691, T5692, T4671, T4672, T5650E, T5650J, T5651 and T5652 manufactured by Asahi Kasei Chemicals Corporation.

  Examples of polybutadiene include, for example, NISSO-PB G-1000, G-2000, G-3000, GI-1000, GI-2000, GI-3000, GQ-1000, and GQ-2000 manufactured by Nippon Soda Co., Ltd. Can be mentioned. Examples of the polybutadiene having two or more commercially available epoxy groups include NISSO-PB BF-1000, EPB-13, and EPB-1054 manufactured by Nippon Soda Co., Ltd.

  As the polyisocyanate compound (B), any compound having two or more isocyanate groups in the molecule can be used, but typical ones include alicyclic polyisocyanates, aliphatic polyisocyanates, and aromatic polyisocyanates. Etc.

Examples of the alicyclic polyisocyanate compound include isophorone diisocyanate, hydrogenated tolylene diisocyanate, hydrogenated 4,4′-diphenylmethane diisocyanate, and the like.
Examples of the aliphatic polyisocyanate compound include trimethylhexamethylene diisocyanate, 2,6-diisocyanate methylcaproate, 4,4′-diphenylmethane diisocyanate, 1,6-hexamethylene diisocyanate, 1,3,6-hexamethylene. And triisocyanate.
Examples of the aromatic polyisocyanate compound include diphenylmethane diisocyanate, toluylene diisocyanate, naphthylene-1,5-diisocyanate, o-xylene diisocyanate, m-xylene diisocyanate, p-xylene diisocyanate, triphenylmethane triisocyanate, polymethylene polyphenyl. An isocyanate etc. are mentioned.
Moreover, as a polyisocyanate compound, the polyisocyanate compound and glycol end products or a diisocyanate adduct body, a biuret modified body, an isocyanurate modified body, etc. can be used.

  In order to further prevent long-term discoloration and improve light resistance, the polyisocyanate compound (B) is preferably an alicyclic or aliphatic isocyanate compound.

As the organometallic compound (C), an organometallic compound containing at least one metal such as tin, titanium, zirconium, aluminum, cobalt, iron, lead, zinc, copper, nickel and bismuth can be used.
Examples of the organometallic compound include tin octylate, dibutyltin dioctate, dibutyltin dilaurate, dibutyltin malate, dibutyltin di (2-ethylhexoate), dioctyltin dilaurate, titanium tetranormal butoxide, titanium tetra-2-ethylhexoside, titanium tetra Acetylacetonate, titanium diisopropoxybis (ethylacetonate), zirconium tetranormalbutoxide, zirconium tetraacetylacetonate, zirconium diisopropoxybis (ethylacetonate), aluminum acetylacetonate, cobalt acetylacetonate, iron naphthenate, Iron acetylacetonate, lead acetylacetonate, zinc tetraacetylacetonate, copper acetylacetonate, nickel acetylate Acetonate, bismuth acetylacetonate, bismuth octylate, 2-ethylhexyl bismuth, and the like.
In addition to these organometallic compounds, amine compounds, organic acids, organic peroxides, and the like can be used in combination.

  As the chelate compound (D), conventionally known chelate compounds can be used. Examples of the chelate compounds include β-diketone (acetylacetone, etc.), acetoacetate ester (methylacetoacetate, etc.), malonate ester (ethyl malonate, etc.). ), A ketone having a hydroxyl group at the β-position (such as diacetone alcohol), an aldehyde having a hydroxyl group at the β-position (such as salicylaldehyde), and an ester having a hydroxyl group at the β-position (such as methyl salicylate). In particular, acetylacetone provides favorable results due to the high deactivation effect of metal catalysts and moderate volatility.

  The compound (E) represented by the general formula (1) can impart properties that are difficult to be colored and difficult to discolor to the resin composition.

General formula (1)

[In general formula (1), R1 and R2 represent an alkyl group, an alkylene group, an allyl group, a halogen group, a halogenated alkyl group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a cyano group, an alkoxyl group, or a hydrogen atom. , R1 and R2 may be the same or different. ]

  If it is a compound which has frame | skeleton of General formula (1), a coloring suppression and a discoloration suppression effect will be acquired. When it is desired to obtain a higher level of color suppression and discoloration suppression effects, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide having a structure in which R1 and R2 are both hydrogen is particularly excellent. It has characteristics. This compound is commercially available from Sanko Co., Ltd. under the trade name HCA or EPOCLEAN. Hereinafter, the compound name of the general formula (1) in which R1 and R2 are both hydrogen will be referred to as HCA.

  The compound of the general formula (1) is preferably blended in an amount of 0.01 to 5.0 parts by weight with respect to 100 parts by weight of the total amount of the polyol compound (A) and the polyisocyanate compound (B). When the amount is less than 0.01 part, it is difficult to obtain a coloring prevention effect. On the other hand, if it exceeds 5.0 parts by weight, the curing reaction may be inhibited.

You may make the resin composition of this invention contain various colorants, such as a pigment and dye, as needed.
As the pigment, conventionally known pigments can be used, and among them, those having high light resistance and high weather resistance are preferable. Specifically, for example, quinacridone, anthraquinone, perylene, perinone, diketopyrrolopyrrole, isoindolinone, condensed azo, benzimidazolone, monoazo, insoluble azo, naphthol, Organic pigments such as flavanthrone, anthrapyrimidine, quinophthalone, pyranthrone, pyrazolone, thioindigo, anthanthrone, dioxazine, phthalocyanine, indanthrone, and metals such as nickel dioxin yellow and copper azomethine yellow Examples thereof include metal oxides such as complexes, titanium oxide, iron oxide, and zinc oxide, metal salts such as barium sulfate and calcium carbonate, inorganic pigments such as carbon black, aluminum, and mica, metal fine powder such as aluminum, and mica fine powder.

Examples of the dye include azo series, quinoline series, stilbene series, thiazole series, indigoid series, anthraquinone series, and oxazine series.
As the colorant, powder may be used as it is, or it may be used after being processed into a colored paste, a colored pellet or the like in advance.

  In addition, the resin composition of the present invention includes, as necessary, an ultraviolet absorber, a light stabilizer, a radical scavenger, a filler, a thixotropy imparting agent, an anti-aging agent, an oxidation, as long as the effects of the present invention are not hindered. Inhibitors, antistatic agents, flame retardants, thermal conductivity improvers, plasticizers, anti-sagging agents, antifouling agents, antiseptics, bactericides, antifoaming agents, leveling agents, antiblocking agents, curing agents, thickeners Various additives such as a pigment dispersant and a silane coupling agent may be added.

  The resin composition of the present invention is preferably used for paints for interior and exterior applications, coating agents, marking films, various films, various molded products, and the like, and is especially intended for long-term use, and paints for exteriors in which hue change is disliked. More preferably, it is used for exterior marking films, exterior members and the like.

  Hereinafter, the present invention will be described in detail by way of examples. However, the present embodiment is an example of the present invention and is not limited to the embodiment. In the examples, all parts and% indicate parts by weight and% by weight.

(Synthesis of hydroxyl group-containing acrylic resin A-1)
A four-necked flask equipped with a cooling tube, a stirrer, a thermometer, and a nitrogen introduction tube was charged with 20 parts of 2-hydroxyethyl methacrylate, 50 parts of methyl methacrylate, 30 parts of n-butyl methacrylate and 100 parts of butyl acetate, and a nitrogen atmosphere Under stirring, the temperature was raised to 90 ° C., 1.0 part of a polymerization initiator (azobisisobutyronitrile: AIBN) was added, and a polymerization reaction was carried out for 2 hours. Next, 0.2 part of azobisisobutyronitrile was added, and the polymerization reaction was further performed for 2 hours. Furthermore, 0.2 part of azobisisobutyronitrile was added and a polymerization reaction was further performed for 2 hours to obtain a solution of a hydroxyl group-containing acrylic resin A-1 having a nonvolatile content of 50% and a hydroxyl value of 86 mgKOH / g.

  Example 1 having a non-volatile content of 60% by adding a polyol compound, a polyisocyanate compound, an organometallic compound, an organic chelate compound, HCA, a colorant as required, adding a solvent (butyl acetate) and mixing and stirring according to Table 1. To 10 and Comparative Examples 1 to 5 were obtained.

The abbreviations used in Table 1 are as follows.
(Polyol compound (A))
A-1: The aforementioned hydroxyl group-containing acrylic resin A-1
1,4-BD: 1,4-butanediol PTMG1000: polyether polyol (“PTMG1000” manufactured by Mitsubishi Chemical Corporation, Mw (weight average molecular weight) = 1000)
P-2010: Polyester polyol (“Kuraray polyol P-2010” manufactured by Kuraray Co., Ltd., Mw = 2000)
T-5650J: Polycarbonate polyol ("Duranol T-5650J" manufactured by Asahi Kasei Chemicals Corporation, Mw = 800)
G-2000: Polybutadiene (“NISSO-PB G-2000” manufactured by Nippon Soda Co., Ltd., Mw = 2000)

(Polyisocyanate compound (B))
IPDI: isophorone diisocyanate HDI: 1,6-hexamethylene diisocyanate MDI: diphenylmethane diisocyanate Z4470: isocyanurate-modified isophorone diisocyanate (“Desmodur Z4470BA (nonvolatile content: 70%)” manufactured by Sumitomo Bayer Urethane Co., Ltd.)
N3300: Isocyanurate-modified hexamethylene diisocyanate (“Sumijoule N3300” manufactured by Sumitomo Bayer Urethane Co., Ltd.)

(Organic metal compound (C))
DOTDL: Dioctyltin dilaurate TC-100: Titanium tetraacetylacetonate ("TC-100" manufactured by Matsumoto Fine Chemical Co., Ltd.)
ZC-700: Zirconium tetraacetylacetonate (Matsumoto Fine Chemical Co., Ltd. “ZC-700”)
K-KAT348: Bismuth 2-ethylhexylate (“K-KAT 348” manufactured by KING INDUSTRIES)

(Chelate compound (D))
ACAC: Acetylacetone MAA: Methyl acetoacetate

(Compound (E))
HCA: 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (Sanko Co., Ltd. “HCA”)

(Coloring agent)
Red: Red pigment (“Cincacia Magenta BRT343D” manufactured by Ciba Specialty Chemicals Co., Ltd.)
Black: Carbon black pigment (Degussa “Printex 85”)
White: Titanium oxide pigment (Ishihara Sangyo Co., Ltd. “Taipeku CR97”)

  The obtained resin composition was applied onto a 100 μm-thick polyethylene terephthalate film (hereinafter referred to as a release sheet) that had been subjected to a release treatment using a comma coater so that the dry thickness was 50 μm. A test sheet made of a cured resin composition was prepared by heating in a gas oven at 2 ° C. for 2 minutes to dry and cure.

  The release sheet was removed from the obtained test sheet, and various tests were performed. Test methods and evaluation methods are as follows. The test results are shown in Table 2. An evaluation value of 3 or more is a practical level.

<Sheet hue test>
The following two types of sheets were prepared by the above method, and the hue of each sheet was measured with a spectral colorimeter to evaluate the color difference (hue difference).
Test sheet: A sheet prepared by the above method using the resin compositions obtained in Examples 1 to 10 and Comparative Examples 1 to 5.
Standard hue sheet: Resin compositions containing no organometallic compound (C), organic chelate compound (D) and HCA (E) were prepared from the resin compositions of Examples 1 to 10 and Comparative Examples 1 to 5. The sheet | seat which created the said resin composition by the said method. Since the standard hue sheet does not contain the organometallic compound (C), the organic chelate compound (D), and the HCA (E), the hue change due to the addition of these compounds does not occur.
The hue of the obtained test sheet (each value of ΔL, Δa, Δb, Δc) and the hue of the standard hue sheet (each value of ΔL, Δa, Δb, Δc) were measured using a spectral colorimeter SE-2000 (Nippon Denshoku). The color difference (ΔL, Δa, Δb, Δc, difference between sheets of each measured value) was evaluated in five stages by measuring each of the measured values. (5: The color difference between the test sheet by the color meter and the standard hue sheet is less than 0.2 in any of ΔL, Δa, Δb, and Δc. 4: The maximum value of the color difference in any of ΔL, Δa, Δb, and Δc is 0.00. 2 or more and less than 0.5 3: The maximum value of color difference of any one of ΔL, Δa, Δb, Δc is 0.5 or more and less than 1.0 2: The maximum value of any color difference of ΔL, Δa, Δb, Δc is 1.0 to less than 2.0, 1: the maximum color difference of any one of ΔL, Δa, Δb, and Δc is 2.0 or more)

<Reactivity test>
Gel fraction immediately after preparation of test sheet prepared by the above method using each resin composition of Examples 1 to 10 and Comparative Examples 1 to 5 (coating film residue after stirring in methyl ethyl ketone solvent at 25 ° C. for 2 hours ) Was measured and evaluated in five stages. (5: Gel fraction 90% or more, 4: Gel fraction 80% or more and less than 90%, 3: Gel fraction 60% or more and less than 80%, 2: Gel fraction 30% or more and less than 60%, 1: Gel fraction (Rate less than 30%)

<Pot life test>
The viscosity immediately after production of the resin composition (B-type viscosity [mPa · s]) was compared with the viscosity after the lapse of 25 ° C. for 12 hours (B-type viscosity [mPa · s]), and evaluated in five stages. (5: Viscosity change less than 20%, 4: Viscosity change from 20% to less than 50%, 3: Viscosity change from 50% to less than 80%, 2: Viscosity change from 80% to less than 200%, 1: Viscosity change from 200% or more)

<Accelerated weather resistance test>
Using the test sheets prepared by the above method using the resin compositions of Examples 1 to 10 and Comparative Examples 1 to 5, an ultraviolet carbon arc type weather resistance tester defined by JIS B7750 (manufactured by Suga Test Instruments Co., Ltd.) Thus, a test based on JIS K5400 6.17 was performed, and the change in appearance after 1000 hours was visually evaluated in five stages. (5: No change, 4: Slight change, 3: Change, 2: Deterioration, 1: Remarkably deteriorated)

<Hue test on steel plate>
The obtained resin composition was applied on a steel plate using a comma coater so that the dry thickness was 50 μm, dried in a gas oven at 150 ° C. for 2 minutes to be dried and cured. A coated panel coated with the composition was prepared. In addition, the coating panel produced the following two types of panels, the hue of each panel was measured with the spectroscopic colorimeter, and the color difference (hue difference) was evaluated.
Test panel: A coating panel prepared by the above method using the resin compositions obtained in Examples 1 to 10 and Comparative Examples 1 to 5.
Standard hue panel: Resin compositions containing no organometallic compound (C), organic chelate compound (D) and HCA (E) were prepared from the resin compositions of Examples 1 to 10 and Comparative Examples 1 to 5. The coating panel which created the said resin composition by the said method. Since the standard hue panel does not contain the organometallic compound (C), the organic chelate compound (D), and the HCA (E), the hue change due to the addition of these compounds does not occur.
The hue of the obtained test panel (each value of ΔL, Δa, Δb, Δc) and the hue of the standard hue panel (each value of ΔL, Δa, Δb, Δc) were measured with a spectroscopic colorimeter SE-2000 (Nippon Denshoku). The color difference (ΔL, Δa, Δb, Δc, difference between panels of each measured value) was evaluated in five stages by measuring each of the measured values. (5: The color difference between the test panel by the colorimeter and the standard hue panel is less than 0.2 in any of ΔL, Δa, Δb, Δc, 4: The maximum value of the color difference in any of ΔL, Δa, Δb, Δc is 0.00. 2 or more and less than 0.5 3: The maximum value of color difference of any one of ΔL, Δa, Δb, Δc is 0.5 or more and less than 1.0 2: The maximum value of any color difference of ΔL, Δa, Δb, Δc is 1.0 to less than 2.0, 1: the maximum color difference of any one of ΔL, Δa, Δb, and Δc is 2.0 or more)

Claims (4)

Organometallic containing at least one metal selected from the group consisting of polyol compound (A), polyisocyanate compound (B), tin, titanium, zirconium, aluminum, cobalt, iron, lead, zinc, copper, nickel and bismuth A resin composition comprising a compound (C), a chelate compound (D) and a compound (E) represented by the general formula (1).

[In general formula (1), R1 and R2 represent an alkyl group, an alkylene group, an allyl group, a halogen group, a halogenated alkyl group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a cyano group, an alkoxyl group, or a hydrogen atom. , R1 and R2 may be the same or different. ]   The resin composition according to claim 1, wherein the chelate compound (D) is acetylacetone.   The resin composition according to claim 1 or 2, wherein the compound (E) is 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide.   The resin composition according to any one of claims 1 to 3, comprising a colorant.