JPS5943061A - Stabilized synthetic resin composition - Google Patents

Abstract

PURPOSE:To provide the titled compsn. excellent in resistance to light, by incorporating a specific compd. with synthetic resins. CONSTITUTION:A compd. of formula I is reacted with 2,4-dihydroxy-benzophenones or 2,4-dihydroxyphenylbenzotriazoles to yield a glycol of formula II, which is then reacted with a dicarboxylic acid (lower alkyl ester), isocyanates, or carbonic acid diesters to yield compds. of formula III (wherein X is formula IV, formula V, etc.; Y is carbonyl, diacyl, dicarbamoyl; A is H, acyl, R3-O-Y-; B is formula VI, formula VII; Z is formula VIII, formula IX; R1 is H, alkyl, halogen; R2 is lower alkyl; R3 is alkyl, aryl; n is 1-30). Thereafter, 0.001-10pts.wt. said compd. is incorporated with 100pts.wt. synthetic resin (e.g., PE).

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides a synthetic resin composition stabilized against the effects of light, in which 2°2.6% of the same molecule is present.
．． Concerning a synthetic resin composition with improved light resistance by containing a challenger compound □ having a 6-titramethylbiperidyl group and a 2-hydroxybenzophenon-4-yl group given name.

1, -2-Borie f, L/n, Bo, Liz, Robylene, ABβ resin, l'
,lj.

Polychloride tol, etc. (7), ! ,,The body is generally sensitive to the effects of light.
"l" = "s"":" 1 or it is known to cause a decrease in strength, etc., and not be able to withstand long-term use.

Therefore, in order to prevent the deterioration of the five-fold element due to this light, various stabilizers have been used in the past, but the stabilizing effect of the light stabilizers that have been used is insufficient. Also, the liability rule itself is unstable due to heat or oxidation.1. Extraction from the polymer with a solvent such as water,
Many of them tend to break easily, and furthermore, many of them polymerize, coalesce, and give color.However, it has not been possible to stabilize the polymer for a long period of time.

Among these conventionally used photostabilizers, hindered piperidine compounds have attracted particular attention in recent years because of their unique effects. In addition, 2-hydroxyphenylbenzotriazoles and 2-hydroxytorinzophenones are useful light stabilizers that act as ultraviolet absorbers. If a additive stabilizing effect is obtained, 1
．． 1:1111 1 “Everyone is known.

゛・,'Recently, it has been observed that the same molecule contains an ultraviolet absorbing group and a ``pendant bond''.

For example, Japanese Patent Application Laid-open No. 55-49.355 describes benzo,
Molecular conjugates of 1,17Y, - or 2, droxyben/phenone and polyalkyl bibe, su, di, < have been proposed.

However, 1. This compound has insufficient photostabilizing ability and is a relatively low-molecular-weight compound, so it is not easily extracted by water or organic acidosis due to volatilization during high-temperature processing of polymers. However, this method has drawbacks such as the fact that it is unsatisfactory in practical use.

The inventors of the present invention have conducted intensive studies to find a combination of excellent photostability, volatility, and water resistance, and as a result, N-2,5-epoxypropylpiperi M,!
It was discovered that polycarbonate, polyester or polyurethane derivatives of adducts with 21'4-di-hydroxybenzophenones or 2,4-dihydroxypenztriazoles have good performance, and the present invention was completed. It is.

That is, in the present invention, the following general formula (
1) Compound i represented by 0. A synthetic resin composition is provided by adding 1 to 10 parts by weight of OO.

□ Nyl group, diacyl group or dicarbamoy □
・A is a hydrogen atom ・A, I, - group! Ta. Indicates regret, phrase, -〇-7-. ! 3 is more -R3,'.

:1 ---44 represents an alkyl group or a halogen atom. R2 represents a lower alkyl group. R5 represents an alkyl group or an aryl group. (n represents 1 to 5o.) The □ compound represented by the general formula (1) used in the present invention will be described in detail below.

Alki, Ru,! represented by R1! Methyl, ethyl, propyl, isoptevir, butyl, tert-butyl,
Examples of the halogen atoms include □hexyl□, octyl, nonyl, dodecyl, and octadecyl, and examples of halogen atoms include chlorine, odor, and odor.

The lower alkyl group represented by R2 is meA--6
- Examples include ethyl, ethyl, propyl, inopropyl, butyl, isobutyl, and ethyl.

As the alkyl group represented by R3 - methyl, ethyl,
Propyl, inopropyl, butyl, pentyl, hexyl, octyl, 2-ethylhexyl, nonyl, decyl, dodecyl, tetradecyl, oftadecyl, benzyl, phenethyl, sirenyhexyl, methoxyethyl, ethoxyethyl, butoxyethyl, methoxyethoxy□ethyl, butoxyethyl, etc. Examples of the aryl group include phenyl, tolyl, xylyl, tert-butylphenyl, di-tert-butylphenyl, and octylphene A. Examples of the aryl group include acyl groups derived from carboxylic acids shown in the following □. Namely, formic acid, acetic acid, propionic acid, butyric acid, pivalic acid, octylic acid, lauric acid, valmitic acid, stearic acid, acrylic acid, crotonic acid, oleic acid,
Acetoacetic acid, levulin-1, torbic acid, ketostearic acid, aminoacetic acid, dodeflumercabutoprobionic acid, □ 3,5-di-tert-butyl di-4-hydrosildiyl group
K-propionic acid, benzoic acid, toluyl □ acid, 4-5-butyl, '/L-an71 acid, 5゜5-di-tert-butyl 64. -□human□roxybenzoic acid, nicotinic acid, isonicotinic acid, and 3-tert-butyl-4-hydroxy=5-methylphenylpropionic acid.

The diacyl group represented by Y includes citric acid, malonic acid, succinic acid, □glutaric acid, adipic acid, cepatic acid,
Dodecanniic acid, eicosanniic acid, tartaric acid, w9 iaic acid,
7. Acid, acid, tereph, taric acid, : imino diacetic acid - 1.. 1 di, professional acid, diglycolic acid,
From tetra, sedo b, phthalic acid, endomethylenetetra, hydro, tal, acid, thiophenedicarboxylic acid, furandicarboxylic acid, dicarboxy-τ-bi, perazine□
Examples of the diacyl group derived include diphenylmethane diisocyanate, dixamethylene diisocyanate, lydidiisocyanate, phenyldiisonanate, tolylene diisocyanate, diphenyl ether diisoanate, xylylene piisocyanate, etc. $'-), 3-physocyanatomethyl-3,5
,5-toij□methylsinlohexyl isocyanate,
Varnish (incia; tomethyl)cyclohexane, 3 (
Therefore, in the present invention, compounds derived from divalent isocyanates such as 2'-'l:/cyanatocyclohexyl)propyl isocyanate, etc., and the general formula (I)
The bamoyl group is mentioned.

Table 1: The compound represented by the general formula (1) Lc used in the present invention and the 2,4-dihydroxybensilagor group or 2,4-dihydroxyphenylbencitrian group. Dicarboxylic acids can be easily produced by reacting glycols with lower alkyl esters, diisocyanates, and carbonic acid esters.

Next, specific synthesis examples of the compounds used in the present invention will be described, but the present invention is not limited to these synthesis examples. □ Synthesis example □ □ □Table-1.
Synthesis of Na1 Compound 2.4-)Hydroxybenzophenone 4.52 f.

1'-(2,3-epoxypyl) -2,2,6'
26” Tetramer-4-hydroxypiperidine 4.2
6F, 1. o7 is potassium t-butoxide 1
-butanol solution 1.5f and pseudocumene BOml
The mixture was heated under reflux for 7 hours.

□ After washing with water and drying, the insoluble matter was removed from the house and left in the refrigerator overnight to obtain a yellow powder product. □As a result of elemental analysis and infrared light analysis, the embellishment expressed by the following formula is droxy-4'
It was confirmed to be [2-hydroxy-3-(2,2'y6t6-tetramethyl-4-human p-quidipiperidin-1-yl)]propoxybenzophenone.

The above compound 1.72f, diethyl conophosphate 0.70
■ 2, month 4. I22゜1. f2a-4. . ,. 52
．． 1 Punyi [゛Take 10mg of cumene, iii*Airflow Downa 7・Maki 1 □l1131i Le.

The light brown precipitate formed was dried individually and the softening point was 1'7.
The product was obtained as a pale yellow powder with a temperature of 0-205'C.

Bunpo Cao Approximately 4,000 IR1595 Tan-1,16'10 Sen, 1725m
□: The present invention is based on the addition of a flower stand represented by the general formula (I) to a synthetic resin to improve its light resistance. , □ Synthetic resin 100 *' □ o, a o 1' to 1 for i part
Place it in the 0-layered view section, preferably in the lid rest section. □-□Synthetic resins that are used as light resistance targets in this paper include, for example, polyJ ethylene, boria 1'robylene, polybutene, poly-3-methylbutylene, etc. □ - Vinyl acetate co-polymerization, ethylene-vinyl acetate co-polymerization, ethylene-vinyl acetate co-polymerization. *#4. ! 'om+
J Ou, I, 7 Oyoga,, Yuwa, □A Kyoden combination, poly vinyl, poly odor flower beer, □ 1 extra fluoride, poly salt 4 cracking ridele, i::11 Polyethylene chloride, -chlorinated polyethylene, polyurethane, polyethylene
□：：Futsusoi crack=su≠di, brominated polyethylene,
□Salt “Hanatomu, 'Rokakai-λ-Vinegar 11==λ Co-polytani body, □Salt □Ishi vinyl nitrate with both lids 4
, chloride-two-loop fin, co-heavy valley body, ゛chloride cup, - 艮Chiren comon:'! Body, 1. Vinyl chloride-isopropylene copolymer, Vinyl chloride-vinyl chloride, Liden Kyo-jusashifune chloride 2A-styrene, Kahyomaleic acid terpolymer, Vinyl chloride partially terene-acrylonitrile copolymer, Vinyl chloride looptadi, enco heavy chloride, vinyl chloride-impre/
, :t! : Polymer, vinyl chloride-chlorinated propylene copolymer, vinyl chloride-chlorinated vinylidene-vinyl acetate, vinyl ternary conjugated polymer, vinyl chloride-acrylic acid ester copolymer,
Halogen-containing synthetic resins such as vinyl chloride-thousyl maleate copolymer, tinyl chloride-ustyl chloride copolymer such as methacryl, vinyl chloride-acrylonitrinohylene copolymer, internally plasticized polyvinyl chloride, Petroleum resin, Kumaron resin 1
．． Chili, styrene, n1. copolymer of rQQ10 tyl, acrylic resin, styrene, ren and other monomers (for example, maleic anhydride 1.furidiene, 7 winter liw, -F- tolyl, etc.), Acrylonitrile, -butadiene-
Styrene copolymer, acrylic acid ester-butadiene-
Styrene copolymer, styrene copolymer, styrene copolymer, polyethylene chloride,
Co, Al: Polyvinyl formal, polyvinyl butyral, linear polyester, polyphenylene oxide, polyamide, polycarbonate, polyacetal, polyurethane, cellulose resin, or phenol resin, urea resin, melamine resin, epoxy resin, unsaturated polyester resin, Among the silicone resins that can be found are isoylene rubber, butadiene rubber, acrylonitrile-butadiene copolymer rubber, styrene-butadiene copolymer rubber, etc. Rubbers and blends of these resins can also be used.

Also included are cross-linked polymers such as cross-linked polyethylene and 9-foamed polymers cross-linked with peroxides, peroxides, etc.

In addition, a phenolic antioxidant is added to the composition of the present invention.
By adding □ to improve oxidation stability □
Examples of the phenolic single-layer antioxidants include 2,6-dibutylene, 11-p-cresol)21. φ-Schiff, Eni/I/74
- Octasiloxyphenol, Ste: 7 Liru 1 (3,5 dime, Thi-1-hydro:, Kido 1 ndyl)
Thioglycole, stearyl-β-(4-hydroxy, cy-3,51-di-tert-butylphenyl)propionate, diste, a, lilu, 3. ,5-G 3rd,
Butyl-4-human:roxybenzyl phosphonate, 2,
4.6-,)cis(5/,,,5/-di-tertiary-butyl-4'-hydroxybasylthio)-1,5,5-triacin1. Biko de 7 lil (4-hi ni °, loki do-3-
Metlu 5-3rd fly > benzilumat p4-to, 2,
[
6,7, (17methylsilohexyl)p-cubizol]1. <S[So, 5-bira (4-, human-xy-thi-th, hythylph, two) butric acid] glycoke ester, 4,4'-butylidene bis(6-tert-butyl-m-cresol) , 2.2'-ethylidene bis(4,
6-di-6-butylphenol), 2,2'-ethylidenebis(,4-butyl-6-6-butyl-7enyl), 1,1°3-tris(2-methyl-4-komadroxy) 5-th, butylphenyl)butane, convex bis C2-4
83 Butyroux 4-7! -6-(2-human-xy-3)
=3rd, 5-methicbenzyl), phenyl]terephthalate, 1,3.5-)lis(2,4=dimethyl-3-hydroac-4-5'; butyl)benzyliso/americate, 1, 3.5-) ri;< (5,
5-cythyl-,4-hydroxybenzyl)
-2,4,6-drimethylben:yne,tetrakis[methylene-(s,5.-di-tert-butyl-4-hydroxyphenyl)globione-1)methane,1,3,5
-, l'Lis(3,5-di-tert-tert-0thyl=,dihydroxybenzyl)in cyanurate, 1:yL5-tris(:(s,5-di-tert-but-4-hydroxyphenyl) ) Propioni k , i'di' diethyl] Iin arecolate-octylsus-4,6-di(4-droxy-3,5,-di-tert-butyl)phenoxy = 1.
．． ．． ．． 3,5-triazine, 4. ．． 4'-thiobis(
6-th, 3-butyl-m-tabisol) phenols and 4,4'-f:, tylidene bis(2,-3-butyl-5-methyl yenol) carbonate oligoester;
(For example, heavy content 2..5, 4.5°6.7, 8..9
, 10, etc.). .

It is also possible to further add a sulfur-based antioxidant to Sakuramei's composition to improve its oxidative stability. Examples of these sulfur-based antiacetylation agents include dilauryl, similis,
Dialkyl thiodipropionates such as thiol, distearyl, and nohy;
Al, such as lylu, stearyl, polyalcohol of kylthiopropionic acid, -(eg, silyl, lycerin, trimethyl, etc.).

Ruetan, trimethylo lower rufu, mouth, tsun 1. ．． ．． Examples include esters of tuntaerythritol, tri-, s-hydroxye, and tylisocyanurate (eg, pentaerythritol, tonyltetralauryl, and oprobionate).

1. The composition and product of the heather invention. Furthermore, by adding a phosphorus-containing compound such as phosphite, light resistance and heat resistance can be improved. , as this phosphorus-containing compound, 1. For example, trioctyl phosphite, trilauryl phosphite, tridenulfo, sulfur phosphite, tris(2,4-di-tert-butylfecyl) phosphite, triphenyl phosphite, tris(butoxy) ethyl) phosphite, tris(nonylphenyl) phosphite, distearylbentae lythritol diphosphite, , tetra(tridecyl), -1,1,5-tris(2-bumethyl), ,
5-J. )-4
, 4'-bu, tylidene bis(3-methyl-6-tert-butylphenol) diphosphite, tris(:"s,
5,-di-tert-butyl-4-hydroxy 1
: ■ Phosph, A, Ito, Tris, (mono- and di-mixed nonylphenyl) phosphite, hydrogenated-4#47-itsubrobi, lydendiphenol polyphosphite, biδ( octylphenyl)-bis[□4,1141 nifthyryl:denbis(3-methyl-
A
Sopropi.

Redendiphenol, peschitaeri, □−ruji□
1, phosphite, bis(2,, +-G 3rd
．． bu□tylph, nonyl) pentaerythritosho, n-M
Long Qite:': Biru(2,6-di-tert-butyl-4-
methylphenyl) pentaerythritol diphosphite, □tris[4,4'-isobutyl 7''/bis(2-th:'5-butylphenol)] phosphite 1.
Nidyl diisodecylphosphite, di(ynylph□□,enyl)penta-erythritol diphosphite, tris(1,3-di:stearoylokidiisoglobil)phosphite, 4.4'- Imp Nishi viridenpi, <', (2-th, tert-butylphenol) + di()
:Nyl-1 phenyl), phosphite, 9,10 Nishiha □ Hydro9-oxa-10-7 Osphenyl-10-oxide, Te, Trakis (2゜4-di-tert-butyl phenyl) -4,4' - Examples include Hifuenihi and Ndiphosphonite.

Other light stabilizers may be added to the composition of the present invention.
Zu-ya. iyu□bll my nameyu 781・I can do it. These photostabilizers include h, 2-human esters, 1-enone, 12-bido, 4-n-oct, and methoxybenzola.
□Enone, "2.2'-G □Human crystal xy-4"methoxy:'bensif-horn,day-□nijiεdrokirebe'ndzoff;:Humans such as enone.Kinbenzophenones, 2-:'(2 '-Hydroxy-5'-t-butyl-5'-methylphenyl)-
5-chlorobenztriazole, □2-
(2'-hydroxy-3',5/-di-t-butylphenyl)-5-chlorobenztriazole, 2- (2'
-hydroxy-5'-methylphenyl) 1:be/citriazole, 2-(2'-hydroxy-5', 5'
-C Benzotriazoles such as t-amyl phenyl) benztriazole, phenyl? lysylate, p-
t-Butylphenyl salicylate, 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate, hexadecyl-3',5-di-t-
Benzoates such as butyl-4-hydroxybenzoate, 2,2'-thiobis(4-1-octylphenol)Ni salt, [2,dirthiobis<4-'t'-octylfluphenolate-]n-butylamine Nt , 5*5-
Nickel compounds of di-t-butyl-4-hydroxybenzyl)phosphonic acid monoethyl ester Nl salt 4, α
-cyano-β-methyl-β2(p-methoxylaenyl)
Substituted acrylonitriles such as methyl acrylics, N-2
-Oxalic acid dianilides such as ethylsoenyl-N'-2-ethoxy-5-5-5-butylphenyl oxalate, N-2-ethylphenyl-N'-2-ethoxyphenyl oxalic acid diamide, and bis(2 ,2,6゜6-tetramethyl-4-piperidyl) sebacate, bis(1,2
, 2,6,6-bentamether-4-piperidyl) sebacate, tris(2,2,6,6-tetramethyl-4-piperidyl)nitrilotriacetate, tetra(2,2
,6,6-tetramethyl-4-piperidyl)butanetetracarboxylate, bis(1,2,2,6',6-m
pentamethyl-4hm beridyl)-5,5-di-3
Butyl di-4-hydrobenzyl di-n-butyl malone
1, jlt's primary cutylamine 7 N; N'-bis(2,2,6,6-tetramethyl-4-piperidyl)
Hexamethylene diamine Z cyanuric chloride condensate, dimethyl succinate/1-(2-human-oxyethyl)-'
Piperidine compounds such as 2'+2t6+6-tetramethyl-4-hydro□quinbibellJ'9 condensate, bis(2,2,6,6-tetramethys-4-bifulysyl)-pentaerythritol diphosphite, etc. It will be done.

In addition, as necessary, the composition of the present invention may contain heavy metal deactivators, nucleating agents, metal soaps, organic tin compounds, plasticizers, epoxy compounds, pigments, fillers, blowing agents, and antistatic agents. Agents, fuel agents, lubricants, processing aids, etc. can be included. □Next, the present invention will be specifically explained using examples. However, the present invention is not limited to these examples.

Example 1 Polypropylene 100 parts by weight Stearyl-β-3,5-di-tert-butyl-4-hydroxyphenylpropionate 0.2 Stabilizer (sample
Table-A) ,, o, s Thickness with the above formulation, 0. , create press sea 1 of 5 wa,
A light resistance test was conducted using a high-pressure mercury lamp. 8 again
The sheet was also subjected to a light resistance test after being immersed in hot water at 0° C. for 15 hours. The results are shown in Table-2.
.

:・ Table ' Required Example 2 Ordinary stabilizers are volatile due to volatilization, decomposition, etc. during high-temperature processing of resins.
It is known that the effect is significantly lost.

In this example, the effect of high-temperature processing was confirmed by repeatedly performing extrusion processing.

1 After mixing the resin and additives in a mixer for 5 minutes according to the following formulation, a compound was prepared using an extruder. (Cylinder temperature: 230 DEG C., 240 DEG C.; head die temperature: 250 DEG C.; rotation speed: 20 rpm) After pressing m1 was repeated 5 times, a test piece was made using an injection molding machine using this compound.

(Cylinder temperature 240°C, nozzle temperature 2500°, injection pressure 475°/-) Using the obtained test piece, a light resistance test was conducted using a high pressure mercury lamp. In addition, the same test was conducted for a sample that had been extruded once. The results are shown in Table-5.

<Blend> Ethylene-propylene copolymer resin 100 parts by weight Calcium stearate A 0.2 parts by weight, stearyl-β-□3,5-G No. 50.1,
,,phthyl-4-hydroxy-7phenylzo
□Robionate.

dilaurylthiodi2't=qn''nate, '
O',2 stabilizer (sample light-3), 0,2 ] Table 8 Lipolyethin "Ca-su γ array) 1., , , ,
．． 1.01”” 4. Yanf, Shi-3 = (3,5-o, 1'I'1l) Propio, Netocomethane distea male Luteodiglobione) 0. '5
Stabilizer, (sample light-4).

After mixing the above composition, press it and measure the light resistance in a 0.5-thickness meter, and it will become brittle.
,',' 1 ■,: , Table 4 - Example 4 Ethylene-vinyl acetate 100 parts by weight 2, 6-di-tert-butyl--cresol o, i
C&-stearate 0.1・
:'Zn-stearate' 0
1 diisodecyl phenyl phosphite 0.2
Stabilizer (Sample Table-5) '・0. A press sheet (thickness: 0.4 vm) was prepared from the above blend at 150°C on a roll and at 14'0°C after cross-wiring.

The residual tensile strength of this sheet was measured after irradiation for 500 hours in a weather offter. The results are shown in Table-5.

Table -5 36- Example 5 Polyvinyl chloride 100 parts by weight 8 1 Epoxidized soybean oil 2
.

Trisnonylphenyl phosphite 0.2Ca-stearate 1.0 □ Zn-stearate 0°
1) The above mixture was kneaded on a roll to form a sheet with a thickness of 11. Using this sheet, a light resistance test was conducted in the weather and off-season. The results are shown in Table 7.6.
-Table -6"□ Example 6 AB white resin """ 100 parts by weight ・8,4′-butylidene bis(2,-3rd・・0.
□, 11-butyl-cresol)
1 1: Two children: two, x, l'
,l D:*”7',l /<Word11□83□.

tm(D'/ men...3゜7-11yol,'
IA,fy,=c 17oi-p”r8o
"(l fRm□, 1.ka, 8) was measured. The results are shown in Table 7.

・: 1 'Table -7' 40- Real □ Flow side '71 Polyurethane resin ml (Asahi Denka U-10[]') 1
o'o ''parts by weight (Ba-steer l;lt 0.7'''''
1'zn-steerleyh"""'0
．． 5 2.6-di-tert-butyl-p-frezi disease '6.1'
"Stabilizer (Sample Table-8) 0.
3 The above formulation was mixed on a roll for 5 minutes at 70°C,
It was pressed at 0° C. for 5 minutes to create a square sheet with a thickness of 0.5'wm. □The remaining elongation rate of the stopper sheet after firing for 5'm at 30 o'clock was measured using a fade meter.

The results are shown in Table d. □:□-:11
1
1 Table 8 Example 8 The compounds of the present invention are also useful as light stabilizers for paints. In this example, the effect was examined for a two-layer metal pigment-containing paint consisting of a base coat and a transparent top coat.

a) -<-7:7-)0. 'Methyl methacrylate 100F, n-butyl acrylate 66v1 2-hydroxyethyl methacrylate"'5'Of, methacrylic acid 4f, xylene 80v and n-butanol 20'
Take f and heat to 1110°C while stirring, add 2f of azobis isoptiwanitrile and 0.5 of dodecyl mercaptan.
A solution of: 1, xylene 802 and n-butanol 20f was added dropwise over 3 hours. Thereafter, the mixture was stirred at the same temperature for 2 hours to prepare a base resin solution with a resin solid content of 50 & (7).

12 parts by weight of the above acrylic resin, 2.5 parts by weight of butoxylated methylolmelamine (manufactured by Mitsui Toatsu Co., Ltd.; Knee Buff 20SB60; resin solid content 60%), cellulose acetate petite) $j JAW, (,20 thiacetate, chill solution) 500 parts by weight A, lumi, nium pigment (manufactured by Toyo Aluminum Co., Ltd. 1; Alpaste 1123N) 5.5 parts by weight,
Add 2,710 parts by weight of kid, butyl acetate, 20 parts of copper phthalocyanine blue, and 9 parts of coating paint. , ,b)) 48 parts by weight of the above acrylic resin, 7'), methyloxylated paint
, i part of lylamine 1o, 10 parts by weight of xylene, 4 parts by weight of butyl glycol acetenide, and 0.15 parts by weight of the sample compound.
Part by weight (0.5 inch based on the solid content) was used as a top coat paint.

A base coat paint was sprayed onto the primer-treated steel plate to give a dry film thickness of 20 μm, and after being left for 10 minutes, a top coat paint was sprayed to a dry film thickness of 30 μm. After leaving it for 15 minutes, it was baked at 140° C. for 30 minutes to obtain a test piece.

Put the above sample into a weather meter and see if the coating film is 45= The time until cracks appeared was measured.

Table 9 shows the amount of snow and snow.

46- Table-9 Patent Applicant Adeca Argus Chemical Co., Ltd. 47- 455-

Claims (1)

[Scope of Claims] A stabilized synthetic resin composition obtained by adding 0.0'01 to 11 parts by weight of a compound represented by the following general formula (I) to 100 parts by weight of a synthetic resin. Ginyl group, cyanyl group, dicarba, moic group,
show. A is a hydrogen atom, a... syl group, or R3-〇-
Indicates Y-. B is -0-R3', '''
□１１、、 □１・ --
L-x, l represents an alkyl group or a halogen □ atom. R2Fi represents a lower alkyl group. R5 represents an alkyl group or an aryl group. 'n represents 1 to 50. )