JP2001072839A - Weatherproof resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a weatherproof resin composition and an optical material, which have excellent weather (light) resistance and which are excellent in transparency and heat resistance, low in dusting during molding and capable of exhibiting excellent optical properties when formed into optical components. SOLUTION: This weatherproof resin composition is characterized in that it comprises (A) a cyclic polyolefin resin, (B) a benzotriazole ultraviolet absorber having a molecular weight of >=300, a vapor pressure of <=1×10-5 Pa at 20 deg.C and a 5%-weight reducing temperature of >=200 deg.C determined by heating loss measurement and (C) a hindered amine light stabilizer having a molecular weight of >=500, a vapor pressure of <=1×10-6 Pa at 20 deg.C and a 5%-weight reducing temperature of >=250 deg.C determined by heating loss measurement.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION The present invention provides an optical component having excellent weather (light) resistance, excellent transparency and heat resistance, low dusting during molding, and excellent optical properties when molded into an optical component. The present invention relates to a good weather-resistant resin composition and a material for optical use.

[0002]

2. Description of the Related Art In recent years, a cyclic olefin polymer has attracted attention as a heat-resistant transparent thermoplastic resin.
No. 625, JP-A-1-132626, JP-A-63-218726, JP-A-2-133413, JP-A-61-120816, JP-A-61-115912 and the like. ing. The cyclic polyolefin-based resin has a high glass transition temperature due to the rigidity of the main chain structure, and has high transparency due to having a bulky group in the main chain structure, and has small anisotropy of polarizability. This has characteristics such as low birefringence. Utilizing these characteristics of the cyclic polyolefin-based resin, applications in applications such as optical discs, optical lenses, optical fibers, and optical semiconductor encapsulation are being promoted. In applications in these fields,
For example, in an environment where a large amount of ultraviolet light is radiated, such as when used outdoors or near a light source, the molded product may turn yellow, and sometimes fine cracks may occur on the surface of the molded product. A problem had arisen that needed to be improved. It is generally known that blending a UV absorber with a thermoplastic resin improves UV resistance and weather (light) resistance.
250 and JP-A-4-154862. However, when used for optical parts that require high-precision characteristics in recent years, dust often occurs during molding and precipitates in the mold or on the surface of the extruding roll, and the characteristics of the optical parts often deteriorate significantly. In addition to the above weather (light) resistance, excellent weather resistance resin composition exhibiting excellent transparency and heat resistance, and exhibiting excellent optical properties when molding optical parts with low dust generation during molding. Optical materials have been desired.

[0003]

SUMMARY OF THE INVENTION An object of the present invention is to provide a cyclic polyolefin resin having excellent weather resistance (light) without impairing the inherent transparency, heat resistance, and mechanical properties, and a dust generation property during molding. An object of the present invention is to provide a good weather-resistant resin composition and an optical material that exhibit excellent optical characteristics when molded into an optical component with little.

[0004]

That is, the present invention provides:
(A) a cyclic polyolefin resin and (B) a molecular weight of 300 or more, and a vapor pressure of 1 × 10 ⁻⁸ P at a temperature of 20 ° C.
a or less, and the 5% weight loss temperature by heat loss measurement is 20.
A benzotriazole-based ultraviolet absorber having a temperature of 0 ° C. or more and a (C) molecular weight of 500 or more, a vapor pressure at a temperature of 20 ° C. of 1 × 10 ⁻⁶ Pa or less, and a 5% weight loss temperature of 250 ° C. or more measured by loss on heating A weatherable resin composition comprising a hindered amine light stabilizer, and an optical material comprising the resin composition.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION In the weatherable resin composition of the present invention, a cyclic polyolefin resin is used as the component (A). Examples of the cyclic polyolefin resin used in the present invention include the following polymers. A ring-opening polymer of a specific monomer represented by Chemical Formula 1, a ring-opening copolymer of a specific monomer represented by Chemical Formula 1 and a copolymerizable monomer, the above-mentioned ring-opening (co) polymer The above-mentioned ring-opened (co) polymer is cyclized by a Friedel-Crafts reaction, and then hydrogenated (co) polymer. An addition type (co) polymer of one or more monomers selected from a saturated copolymer with a bond-containing compound, a specific monomer, a vinyl-based cyclic hydrocarbon-based monomer, and a cyclopentadiene-based monomer; The hydrogenated (co) polymer.

[0006]

Embedded image

In the formula, R ^{1 to} R ⁴ are each a hydrogen atom, a halogen atom, a hydrocarbon group having 1 to 10 carbon atoms, or another monovalent organic group. Is also good. R ¹ and R ² or R ³ and R ⁴ may be combined to form a divalent hydrocarbon group, and R ¹ or R ² and R ³ or R ⁴ are bonded to each other to form a monocyclic or It may form a polycyclic structure. m is 0 or a positive integer, and p is 0 or a positive integer. ]

<Specific monomer> Among the specific monomers represented by the above formula ( ¹⁾ , R ¹ and R ³ are preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms. , R ² and R ⁴ are a hydrogen atom or a monovalent organic group, and at least one of R ² and R ⁴ represents a polar group having a polarity other than a hydrogen atom and a hydrocarbon group; An integer,
p is an integer of 0 to 3, more preferably m + p = 0 to 0
4, more preferably 0 to 2, particularly preferably 1. Of specific monomers, polar group is particularly formula - (CH ₂₎ nC
The specific monomer which is a specific polar group represented by OOR is preferable in that a hydrogenated product of the obtained cyclic polyolefin polymer has a high glass transition temperature and a low hygroscopicity. In the above formula for the specific polar group, R is a hydrocarbon group having 1 to 12 carbon atoms, preferably an alkyl group. In addition, n is generally 0 to 5, but a smaller value of n is preferable because the glass transition temperature of the obtained cyclic polyolefin-based polymer becomes higher.
Is preferred in that the synthesis is easy and the obtained cyclic polyolefin-based polymer has a high glass transition temperature. Further, in the general formula 1, R ¹ or R ³ is preferably an alkyl group, and is preferably an alkyl group having 1 to 4 carbon atoms, more preferably 1 alkyl group.
To 2, it is preferred, the alkyl group is the above formula is especially a methyl group - is preferably coupled to (CH ₂₎ a particular of the same carbon atom and the carbon atom to which the polar group is bonded representable nCOOR . Moreover, the specific monomer in which m is 1 in the general formula 1 is preferable in that a cyclic polyolefin-based polymer having a high glass transition temperature can be obtained.

Specific examples of the specific monomer represented by the above formula (1)
Examples include the following compounds. Bicyclo
[2.2.1] Hept-2-ene, tricyclo [5.
2.1.0^2,6 ] -8-decene, tetracyclo [4.
4.0.1.^2,5 . 1^7,10] -3-dodecene, pentacyclo
B [6.5.1.1^3,6 . 0^2,7 . 0^9,13] -4-Pen
Tadecene, pentacyclo [7.4.0.1^2,5 .
1^9,12. 0^8,13] -3-pentadecene, tricyclo
[4.4.0.1^2,5 ] -3-undecene, 5-methyl
Bicyclo [2.2.1] hept-2-ene, 5-ethyl
Bicyclo [2.2.1] hept-2-ene, 5-methoxy
Cycarbonylbicyclo [2.2.1] hept-2-e
5-methyl-5-methoxycarbonylbicyclo
[2.2.1] Hept-2-ene, 5-cyanobicyclo
[2.2.1] Hept-2-ene, 8-methoxycarbo
Nyltetracyclo [4.4.0.1^2,5 . 1^7,10] -3
-Dodecene, 8-ethoxycarbonyltetracyclo
[4.4.0.1^2,5 . 1^7,10] -3-dodecene, 8-
n-propoxycarbonyltetracyclo [4.4.0.
1^2,5 . 1^7,10] -3-dodecene, 8-isopropoxy
Carbonyltetracyclo [4.4.0.1^2,5 .
1^7,10] -3-dodecene, 8-n-butoxycarbonyl
Tetracyclo [4.4.0.1^2,5 . 1^7,10] -3-do
Decene, 8-methyl-8-methoxycarbonyltetracy
Black [4.4.0.1^2,5 . 1^{7, Ten}-3-dodecene,
8-methyl-8-ethoxycarbonyltetracyclo
[4.4.0.1^2,5 . 1^{7, Ten}] -3-dodecene, 8-
Methyl-8-n-propoxycarbonyltetracyclo
[4.4.0.1^2,5. 1^7,10] -3-dodecene, 8-
Methyl-8-isopropoxycarbonyltetracyclo
[4.4.0.1^2,5. 1^7,10] -3-dodecene, 8-
Methyl-8-n-butoxycarbonyltetracyclo
[4.4.0.1^2,5 . 1^7,10] -3-dodecene, dime
Tanooctahydronaphthalene, ethyl tetracyclodode
Sen, 6-ethylidene-2-tetracyclododecene,
Limethanooctahydronaphthalene, pentacyclo [8.
4.0.1.^2,5 . 1^9,12. 0^8,13] -3-Hexadece
Heptacyclo [8.7.0.1^3,6 . 1^10,17 . 1
^12,15 . 0^2,7 . 0^11,16 -4-Eicosene, hepta
Cyclo [8.8.0.1^4,7 . 1^11,18 . 1^13,16 . 0
^3,8 . 0^12,17 ] -5-Hen-eicosene, 5-ethylidene
Bicyclo [2.2.1] hept-2-ene, 8-ethyl
Lidentetracyclo [4.4.0.1^2,5 . 1^7,10]-
3-dodecene, 5-phenylbicyclo [2.2.1]
Put-2-ene, 8-phenyltetracyclo [4.4.
0.1^2,5 . 1^7,10] -3-dodecene, 5-fluorobi
Cyclo [2.2.1] hept-2-ene, 5-fluoro
Methylbicyclo [2.2.1] hept-2-ene, 5-
Trifluoromethylbicyclo [2.2.1] hept-2
-Ene, 5-pentafluoroethylbicyclo [2.2.
1] Hept-2-ene, 5,5-difluorobicyclo
[2.2.1] Hept-2-ene, 5,6-difluoro
Bicyclo [2.2.1] hept-2-ene, 5,5-bi
(Trifluoromethyl) bicyclo [2.2.1] hep
To-2-ene, 5,6-bis (trifluoromethyl) bi
Cyclo [2.2.1] hept-2-ene, 5-methyl-
5-trifluoromethylbicyclo [2.2.1] hept
-2-ene, 5,5,6-trifluorobicyclo [2.
2.1] Hept-2-ene, 5,5,6-tris (full
Oromethyl) bicyclo [2.2.1] hept-2-e
5,5,6,6-tetrafluorobicyclo [2.
2.1] Hept-2-ene, 5,5,6,6-tetraki
(Trifluoromethyl) bicyclo [2.2.1] hep
To-2-ene, 5,5-difluoro-6,6-bis (to
(Fluoromethyl) bicyclo [2.2.1] hept-2
-Ene, 5,6-difluoro-5,6-bis (trifur
Oromethyl) bicyclo [2.2.1] hept-2-e
, 5,5,6-trifluoro-5-trifluoromethyl
Rubicyclo [2.2.1] hept-2-ene, 5-fur
Oro-5-pentafluoroethyl-6,6-bis (tri
Fluoromethyl) bicyclo [2.2.1] hept-2-
Ene, 5,6-difluoro-5-heptafluoro-is
o-propyl-6-trifluoromethylbicyclo [2.
2.1] Hept-2-ene, 5-chloro-5,6,6-
Trifluorobicyclo [2.2.1] hept-2-e
, 5,6-dichloro-5,6-bis (trifluorome
Tyl) bicyclo [2.2.1] hept-2-ene, 5,
5,6-trifluoro-6-trifluoromethoxybis
Black [2.2.1] hept-2-ene, 5,5,6-to
Trifluoro-6-heptafluoropropoxybicyclo
[2.2.1] Hept-2-ene, 8-fluorotetra
Cyclo [4.4.0.1^2,5 . 1^7,10] -3-Dodece
8-fluoromethyltetracyclo [4.4.0.1
^2,5 . 1^7,10] -3-dodecene, 8-difluoromethyl
Tetracyclo [4.4.0.1^2,5 . 1^7,10] -3-do
Decene, 8-trifluoromethyltetracyclo [4.
4.0.1.^2,5 . 1^7,10] -3-dodecene, 8-pentane
Fluoroethyltetracyclo [4.4.0.1^2,5 . 1
^7,10] -3-dodecene, 8,8-difluorotetracycline
B [4.4.0.1^2,5 . 1^7,10-3-dodecene,
8,9-difluorotetracyclo [4.4.0.1
^2,5 . 1^7,10] -3-dodecene, 8,8-bis (trif
Fluoromethyl) tetracyclo [4.4.0.1^2,5 . 1
^{7, Ten}] -3-Dodecene, 8,9-bis (trifluorome
Tyl) tetracyclo [4.4.0.1^2,5 . 1^{7, Ten}]-
3-dodecene, 8-methyl-8-trifluoromethyl
Toracyclo [4.4.0.1^2,5 . 1^{7, Ten}] -3-Dode
Sen, 8,8,9-trifluorotetracyclo [4.
4.0.1.^2,5 . 1^7,10] -3-dodecene, 8,8,9
-Tris (trifluoromethyl) tetracyclo [4.
4.0.1.^2,5. 1^7,10-3-dodecene, 8,8,
9,9-tetrafluorotetracyclo [4.4.0.1
^2,5 . 1^7,10] -3-dodecene, 8,8,9,9-tetra
Laquis (trifluoromethyl) tetracyclo [4.4.
0.1^2,5 . 1^7,10] -3-dodecene, 8,8-diflu
Oro-9,9-bis (trifluoromethyl) tetracycl
B [4.4.0.1^2,5 . 1^7,10-3-dodecene,
8,9-difluoro-8,9-bis (trifluoromethyl
Le) tetracyclo [4.4.0.1^2,5 . 1^7,10] -3
-Dodecene, 8,8,9-trifluoro-9-trifur
Oromethyltetracyclo [4.4.0.1^2,5 .
1^7,10] -3-dodecene, 8,8,9-trifluoro-
9-trifluoromethoxytetracyclo [4.4.0.
1^2,5 . 1^7,10] -3-dodecene, 8,8,9-triff
Fluoro-9-pentafluoropropoxytetracyclo
[4.4.0.1^2,5 . 1^7,10] -3-dodecene, 8-
Fluoro-8-pentafluoroethyl-9,9-bis
(Trifluoromethyl) tetracyclo [4.4.0.1
^2,5 . 1^7,10] -3-dodecene, 8,9-difluoro-
8-heptafluoroiso-propyl-9-trifluoro
Romethyltetracyclo [4.4.0.1^2,5 . 1^7,10]
-3-dodecene, 8-chloro-8,9,9-trifluoro
Rotetracyclo [4.4.0.1^2,5 . 1 ^7,10] -3-
Dodecene, 8,9-dichloro-8,9-bis (triflu
(Oromethyl) tetracyclo [4.4.0.1^2,5 . 1
^7,10] -3-dodecene, 8- (2,2,2-trifluoro)
Roethoxycarbonyl) tetracyclo [4.4.0.1
^2,5 . 1^7,10] -3-dodecene, 8-methyl-8-
(2,2,2-trifluoroethoxycarbonyl) tetra
Lacyclo [4.4.0.1^2,5 . 1^7,10] -3-Dodece
And the like. Of these, you get
From the viewpoint of the heat resistance of the polymer, 8-methyl-8-methoxycap
Rubonyltetracyclo [4.4.0.1^2,5. 1^{7,1 0}]
-3-dodecene, 8-ethylidenetetracyclo [4.
4.0.1.^2,5. 1^7,10] -3-dodecene, 8-ethyl
Tetracyclo [4.4.0.1^2,5. 1^7,10] -3-do
Decene, pentacyclo [7.4.0.1^2,5. 1^9,12.
0^8,13] -3-pentadecene is preferred. In addition, the present invention
After forming the weather resistant resin composition into an optical component
In addition, a layer such as an anti-reflection film or hard coat is formed on the component surface
In this case, adhesion to these layers is particularly excellent.
Therefore, the polar group, especially the formula-(CH_Two) Table by nCOOR
Specific monomers having specific polar groups are preferred.
Such examples include, for example, 5-methoxycarbonylbi
Cyclo [2.2.1] hept-2-ene, 5-methyl-
5-methoxycarbonylbicyclo [2.2.1] hept
-2-ene, 8-methoxycarbonyltetracyclo
[4.4.0.1^2,5 . 1^7,10] -3-dodecene, 8-
Ethoxycarbonyltetracyclo [4.4.0.1
^2,5 . 1^7,10] -3-dodecene, 8-n-propoxyca
Rubonyltetracyclo [4.4.0.1^2,5 . 1^7,10]
-3-dodecene, 8-isopropoxycarbonyltetra
Cyclo [4.4.0.1^2,5 . 1^7,10] -3-Dodece
8-n-butoxycarbonyltetracyclo [4.
4.0.1.^2,5 . 1^7,10] -3-dodecene, 8-methyl
-8-methoxycarbonyltetracyclo [4.4.0.
1^2,5 . 1^{7, Ten}3-Dodecene, 8-methyl-8-e
Toxicarbonyltetracyclo [4.4.0.1^2,5 .
1^{7, Ten}] -3-dodecene, 8-methyl-8-n-propo
Xycarbonyltetracyclo [4.4.0.1^2,5. 1
^7,10] -3-dodecene, 8-methyl-8-isopropoxy
Cycarbonyltetracyclo [4.4.0.1^2,5. 1
^7,10] -3-dodecene, 8-methyl-8-n-butoxy
Carbonyltetracyclo [4.4.0.1^2,5 .
1^7,10] -3-dodecene is preferred, and particularly preferred
Is 8-methyl-8-methoxycarbonyltetracyclo
[4.4.0.1^2,5 . 1^{7, Ten}] -3-dodecene, 8-
Methyl-8-ethoxycarbonyltetracyclo [4.
4.0.1.^2,5 . 1^{7, Ten}] -3-dodecene.

<Copolymerizable Monomer> In the ring-opening polymerization step, the above-mentioned specific monomer may be independently subjected to ring-opening polymerization. Ring-opening copolymerization may be performed. Specific examples of the copolymerizable monomer used in this case include cyclobutene, cyclopentene, cycloheptene, cyclooctene, and tricyclo [5.2.1.
0 ^{2, 6]} -3-decene, 5-ethylidene-2-norbornene, it can be mentioned cycloolefins such as dicyclopentadiene. The carbon number of the cycloolefin is preferably from 4 to 20, more preferably from 5 to 12.
It is. Further, unsaturated hydrocarbons having two or more carbon-carbon double bonds in the main chain thereof, such as conjugated diene compounds such as polybutadiene and polyisoprene, styrene-butadiene copolymer, ethylene-nonconjugated diene copolymer, and polynorbornene. The specific monomer may be subjected to ring-opening polymerization in the presence of a system polymer or the like. The ring-opened copolymer obtained in this case can be used as it is, but a hydrogenated product obtained by further hydrogenating the copolymer is useful as a raw material for a resin having high impact resistance.

<Unsaturated Double Bond-Containing Compound Constituting Saturated Copolymer> Unsaturated double bond-containing compound used together with the specific monomer in order to obtain a cyclic polyolefin-based resin composed of a saturated copolymer. As, for example, ethylene,
Olefinic compounds having preferably 2 to 12 carbon atoms, more preferably 2 to 8 carbon atoms, such as propylene and butene, can be mentioned. These unsaturated double bond-containing compounds are:
"Specific monomer / unsaturated double bond-containing compound (weight ratio)"
However, the ratio is preferably 90/10 to 40/60, and more preferably 85/15 to 50/50.

<Cyclopentadiene-based monomer> Examples of the cyclopentadiene-based monomer used in the addition polymer monomer of the present invention include cyclopentadiene, 1-methylcyclopentadiene, and 2-methylcyclopentadiene. , 2-ethylcyclopentadiene, 5-methylcyclopentadiene, 5,5-methylcyclopentadiene and the like.

<Vinylated Cyclic Hydrocarbon Monomer> Examples of the vinylated cyclic hydrocarbon monomer used in the addition-type polymer monomer of the present invention include, for example, 4-vinylcyclopentene and 2-methyl- 5-membered ring hydrocarbon monomers such as vinylcyclopentene monomers such as 4-isopropenylcyclopentene, and vinylcyclopentane monomers such as 4-vinylcyclopentane and 4-isopropenylcyclopentane; Vinylcyclohexene monomers such as -vinylcyclohexene, 4-isopropenylcyclohexene, 1-methyl-4-isopropenylcyclohexene, 2-methyl-4-vinylcyclohexene, 2-methyl-4-isopropenylcyclohexene, 4-vinyl Bihexane such as cyclohexane and 2-methyl-4-isopropenylcyclohexane Le cyclohexane monomer, styrene, alpha-methyl styrene, 2-methylstyrene, 3-methylstyrene, 4-methylstyrene, 1-vinylnaphthalene, 2-vinylnaphthalene, 4-phenyl styrene,
Styrene monomers such as p-methoxystyrene, d-terpene, 1-terpene, diterpene, d-limonene, 1-
Terpene monomers such as limonene and dipentene; vinylcycloheptene monomers such as 4-vinylcycloheptene and 4-isopropenylcycloheptene; 4-vinylcycloheptane and 4-isopropenylcycloheptane; And vinylcycloheptane-based monomers.

<Polymerization catalyst> In the present invention, the ring-opening polymerization reaction
The reaction is performed in the presence of a metathesis catalyst. This metathesis
The catalyst is selected from (a) compounds of W, Mo and Re.
(B) Deming periodic table IA
Group elements (eg, Li, Na, K, etc.), Group IIA elements
(Eg, Mg, Ca, etc.), Group IIB elements (eg, Z
n, Cd, Hg, etc.), Group IIIA elements (eg, B,
Al), IVA group elements (eg, Si, Sn, Pb
) Or IVB group elements (eg, Ti, Zr, etc.)
A compound comprising at least one element-carbon bond
Or a small element selected from those having the element-hydrogen bond.
It is a catalyst composed of at least one combination. Also this
In order to increase the activity of the catalyst in some cases, the additive (c) described below
May be added. Suitable as component (a)
Representative examples of such W, Mo or Re compounds include:
WCl₆ , MoCl_Five , ReOCl_Three JP-A 1-2
No. 40517 can be mentioned.
You. Specific examples of the component (b) include nC_Four H₉ Li,
(C_Two H_Five )_Three Al, (C _Two H_Five )_Two AlCl, (C_Two
H_Five )_1.5 AlCl_1.5 , (C_Two H_Five ) AlCl_Two,
JP-A-1-240517 such as tilalumoxane and LiH
Can be mentioned. With additives
Representative examples of the component (c) include alcohols and alcohols.
Preferably use aldehydes, ketones, amines, etc.
Can be obtained, and further disclosed in JP-A-1-240517.
Compounds can be used.

The amount of the metathesis catalyst used is such that the molar ratio of the component (a) to the specific monomer is such that “component (a): specific monomer” is usually 1: 500 to 1: 50000. , Preferably in the range of 1: 1000 to 1: 10000. A preferable ratio of the component (a) to the component (b) is such that (a) :( b) is 1: 1 to 1: 5 in terms of metal atomic ratio.
0, more preferably in the range of 1: 2 to 1:30.
A preferable ratio of the component (a) to the component (c) is a molar ratio of (c) :( a) in the range of 0.005: 1 to 15: 1, more preferably 0.05: 1 to 7: 1. It is.

In the present invention, as a catalyst for synthesizing a saturated copolymer of the monomer represented by the formula 1 and an unsaturated double bond-containing compound, a catalyst comprising a vanadium compound and an organoaluminum compound is used. Is used. As the vanadium compound, the general formula VO (OR) _{a Xb} or V
(OR) _c X _d (however, RHA hydrocarbon group, 0 ≦ a ≦
3, 0 ≦ b ≦ 3, 2 ≦ a + b ≦ 3, 0 ≦ c ≦ 4, 0 ≦ d
≦ 4, 3 ≦ c + d ≦ 4) a vanadium compound represented by the following formula:
Alternatively, these electron donor adducts are used. Examples of electron donors include alcohols, phenols, ketones, aldehydes, carboxylic acids, esters of organic or inorganic acids, ethers, acid amides, acid anhydrides, oxygen-containing electron donors such as alkoxysilanes, ammonia, amines, nitriles, Examples include nitrogen-containing electron donors such as isocyanates. As the organoaluminum compound catalyst component, at least one selected from those having at least one aluminum-carbon bond or aluminum-hydrogen bond
Seeds are used. As for the ratio of the catalyst component, the preferred ratio of aluminum atoms to vanadium atoms (Al / V) is 2 or more, more preferably 2 to 50, and particularly preferably 3 to 2.
It is in the range of 0.

<Solvent for Ring-Opening Polymerization Reaction> Solvent used in ring-opening polymerization reaction (solvent constituting molecular weight regulator solution, solvent for specific monomer and / or metathesis catalyst)
Examples thereof include alkanes such as pentane, hexane, heptane, octane, nonane, and decane; cycloalkanes such as cyclohexane, cycloheptane, cyclooctane, decalin, and norbornane; and aromatics such as benzene, toluene, xylene, ethylbenzene, and cumene. Hydrocarbons, chlorobutane, bromohexane, methylene chloride, dichloroethane, hexamethylenedibromide, chlorobenzene, chloroform, compounds such as halogenated alkanes such as tetrachloroethylene, aryl, ethyl acetate, n-butyl acetate, iso-butyl acetate, methyl propionate And saturated carboxylic esters such as dimethoxyethane, and ethers such as dibutyl ether, tetrahydrofuran and dimethoxyethane. There can be used as a mixture. Of these, aromatic hydrocarbons are preferred. As the amount of the solvent used, “solvent: specific monomer (weight ratio)”
The amount is usually 1: 1 to 10: 1, preferably 1:
The amount is 1 to 5: 1.

<Molecular Weight Controlling Agent> The molecular weight of the ring-opened polymer can be controlled by the polymerization temperature, the type of catalyst, and the type of solvent. In the present invention, the molecular weight controlling agent must be present in the reaction system. Adjust with. Here, suitable molecular weight regulators include, for example, ethylene, propene,
Α- such as butene, 1-pentene, 1-hexene, 1-heptene, 1-octene, 1-nonene and 1-decene
Olefins and styrene can be mentioned, of which 1-butene and 1-hexene are particularly preferred.
These molecular weight regulators can be used alone or in combination of two or more. The preferred amount of the molecular weight modifier used is 0.005 to 0.6 mol, more preferably 0.02 to 0.5 mol, per 1 mol of the specific monomer subjected to the ring-opening polymerization reaction. .

The preferred molecular weight of the cyclic olefin polymer used in the present invention is from 0.2 to intrinsic viscosity (ηinh).
5. Gel permeation chromatography (GP
C) Number average molecular weight (M
n) is preferably from 8,000 to 100,000, and the weight average molecular weight (Mw) is preferably from 20,000 to 300,000.

<Hydrogenation catalyst> The ring-opened polymer obtained as described above can be hydrogenated using a hydrogenation catalyst. The hydrogenation reaction is carried out in a conventional manner, that is, a hydrogenation catalyst is added to a solution of the ring-opening polymer, and a normal pressure to 300
Atmospheric pressure, preferably 3 to 200 atm.
The reaction is carried out at 0 ° C, preferably at 20 to 180 ° C. As the hydrogenation catalyst, those used in ordinary hydrogenation reactions of olefinic compounds can be used. As the hydrogenation catalyst, a heterogeneous catalyst and a homogeneous catalyst are known. Examples of the heterogeneous catalyst include a solid catalyst in which a noble metal catalyst substance such as palladium, platinum, nickel, rhodium and ruthenium is supported on a carrier such as carbon, silica, alumina and titania. Examples of the homogeneous catalyst include nickel / naphthenate / triethylaluminum, nickel acetylacetonate / triethylaluminum, cobalt octanoate / n-butyllithium, titanocene dichloride /
Examples include diethylaluminum monochloride, rhodium acetate, rhodium chlorotris (triphenylphosphine), ruthenium dichlorotris (triphenylphosphine), ruthenium chlorohydrocarbonyltris (triphenylphosphine), and ruthenium dichlorocarbonyltris (triphenylphosphine). it can. The form of the catalyst may be powdery or granular. These hydrogenation catalysts are preferably used at a ratio of a ring-opening polymer: hydrogenation catalyst (weight ratio) of 1: 1 × 10 ⁻⁶ to 1: 2. As described above, the hydrogenated polymer obtained by hydrogenation has excellent thermal stability, and its properties are not deteriorated by heating at the time of molding or use as a product. Here, the hydrogenation rate is usually 50% or more, preferably 70% or more, and more preferably 90% or more.
% Or more, more preferably 95% or more, particularly preferably 9% or more.
7% or more.

The benzotriazole ultraviolet absorber used as the component (B) of the present invention will be described below. The component (B) used in the present invention has a molecular weight of 300.
Or more, preferably 350 or more and 5000 or less, more preferably 400 or more and 3000 or less, and most preferably 500 or more.
It is a benzotriazole-based ultraviolet absorber of 2000 or more. When the molecular weight of the ultraviolet absorbent is less than 300, the weather resistance is not sufficient, and when the molecular weight exceeds 5,000, transparency may be impaired when the added amount is increased. The component (B) of the present invention has a vapor pressure at a temperature of 20 ° C. of 1 × 10 ⁻⁸ Pa or less, preferably 1 × 10 ⁻⁸ Pa.
^-9 Pa or less, more preferably 1 × 10 ^-10 Pa or less,
Most preferably, it is 1 × 10 ⁻¹¹ Pa or less. Temperature 20
If the vapor pressure at 1 ° C. exceeds 1 × 10 ⁻⁸ Pa, the weather resistance (light), especially the weather resistance (light) at high temperatures, is not sufficient, and the dust generation during molding is increased, resulting in molding into optical parts. In such a case, it may precipitate on the inside of the mold or on the surface of the extruding roll, thereby lowering the characteristics of the optical component.

The component (B) of the present invention has a 5% weight loss temperature of 200 ° C. or more, preferably 300 ° C. or more, particularly preferably 300 ° C. or more, as measured by a weight loss measurement in heat (in air: at a heating rate of 10 ° C./min). 350 ° C. or higher. If the 5% weight loss temperature in the heating weight loss measurement (in air: heating rate 10 ° C./min) is less than 200 ° C., dust generation during molding is increased, and mold contamination and cleanliness of the molding environment are increased. In addition to the decrease, the characteristics of the optical component are deteriorated, and the weather (light) resistance, particularly the weather (light) resistance at high temperatures is not sufficient. Further, the melting point (Tm) of the component (B) of the present invention is preferably 100 ° C. or higher, more preferably 130 ° C. or higher, particularly preferably 160 ° C. or higher, and most preferably 190 ° C. or higher. By setting the melting point within the above range, the heat resistance of the obtained weatherable resin composition is further improved. As the benzotriazole-based ultraviolet absorber as the component (B) of the present invention, any one that satisfies the above range can be used, but particularly preferred is 2- [2-
Hydroxy-3,5-bis (α, α-dimethylbenzyl) phenyl] 2H-benzotriazole, 2,2′-
Methylene bis [4- (1,1,3,3-tetramethylbutyl) -6-[(2H-benzotriazol-2-yl) phenol]] can be mentioned. The component (B) of the present invention, which satisfies the above range, may be used alone or in combination of two or more.

The hindered amine light stabilizer used as the component (C) of the present invention will be described below. The component (C) used in the present invention has a molecular weight of 500 or more,
Preferably, the hindered amine light stabilizer (HAL) has a molecular weight of 800 to 5000, more preferably 1500 to 4000, and most preferably 2000 to 3500.
S). When the molecular weight of the hindered amine-based light stabilizer is less than 500, improvement in weather resistance is not sufficient, and when the molecular weight exceeds 5,000, transparency may be impaired when the added amount is increased.

The component (C) of the present invention has a temperature of 20 ° C.
Is 1 × 10 ⁻⁶ Pa or less, preferably 1 × 10 ⁻⁶ Pa
The ^{pressure is} 10 ⁻⁷ Pa or less, more preferably 1 × 10 ⁻⁸ Pa or less, particularly preferably 1 × 10 ⁻⁹ Pa or less, and most preferably 1 × 10 ⁻¹⁰ Pa or less. If the vapor pressure at a temperature of 20 ° C. exceeds 1 × 10 ⁻⁶ Pa, weathering (light) resistance, particularly weathering (light) resistance at high temperatures, cannot be sufficiently improved, and dust generation during molding processing becomes poor. When formed into an optical component, it becomes large and precipitates in a mold or on the surface of an extrusion roll, thereby deteriorating the characteristics of the optical component. In addition, the component (C) of the present invention has a 5% weight loss temperature of 250 ° C. or higher, preferably 280 ° C. in a loss on heating measurement (in air: heating rate of 10 ° C./min).
C. or higher, more preferably 300.degree. C. or higher, particularly preferably 320.degree. C. or higher. If the 5% weight loss temperature in the measurement of loss on heating (in air: heating rate 10 ° C./min) is less than 250 ° C., dust generation during molding is increased, mold contamination and cleanliness of the molding environment are increased. In addition to causing the deterioration, the characteristics of the optical component are remarkably deteriorated, and the weather (light) resistance, particularly the weather (light) resistance at a high temperature, is not sufficiently improved. The melting point (Tm) of the component (C) of the present invention is preferably 50 ° C. or higher,
More preferably 80 ° C. or higher, particularly preferably 100 ° C.
That is all. By setting the melting point within the above range, the heat resistance of the obtained weatherable resin composition is further improved.

As the hindered amine-based light stabilizer of the component (C) of the present invention, any one that satisfies the above range can be used. Particularly preferred is a poly [｛6- (1,1,1)
3,3-tetramethylbutyl) amino-1,3,5-triazine-2,4-diyl {(2,2,6,6-tetramethyl-4-piperidyl) imino} hexamethylene} (2,2 , 6,6-tetramethyl-4-hyperidyl)
Imino}], N, N'-bis (3-aminopropyl) ethylenediamine-2,4-bis [N-butyl-N-
(1,2,2,6,6-pentamethyl-4-piperidyl) amino] -6-chloro-1,3,5-triazine condensate, tetrakis (1,2,2,6,6-pentamethyl-4- Piperidyl) 1,2,3,4-butanetetracarboxylate. Further, the component (C) of the present invention, which satisfies the above range, may be used alone or in combination of two or more.

The proportion of component (B) used in the weatherable resin composition of the present invention is preferably 0.00001 to 10 parts by weight, more preferably 0.1 to 100 parts by weight, per 100 parts by weight of component (A).
0001-5 parts by weight, more preferably 0.001-3
Parts by weight, particularly preferably 0.01 to 1 part by weight. When the amount of the component (B) is less than 0.00001 part by weight per 100 parts by weight of the component (A), it is difficult to obtain the effect of weather resistance (light). There is.

The proportion of the component (C) in the weatherable resin composition of the present invention is preferably 0.00001 to 10 parts by weight, more preferably 0.0001 to 100 parts by weight, per 100 parts by weight of the component (A). 5 parts by weight, more preferably 0.1 part by weight.
001 to 3 parts by weight, particularly preferably 0.01 to 1 part by weight. When the amount of the component (C) is less than 0.00001 part by weight per 100 parts by weight of the component (A), it is difficult to obtain the effect of weather resistance (light). There is. Further, the usage ratio of the component (B) and the component (C) in the weatherable resin composition of the present invention [(B) / (C): weight ratio] is preferably 0.0.
01 to 1000, more preferably 0.01 to 100, still more preferably 0.1 to 10, particularly preferably 0.1 to 0.1.
2-5. By setting the use ratio of the component (B) and the component (C) within the above range, the weather (light) resistance, particularly the weather (light) resistance at a high temperature, is further improved.

A hydrocarbon resin, a polystyrene oligomer, a rosin resin and the like can be added to the composition of the present invention for the purpose of improving fluidity. As the hydrocarbon resin, polystyrene oligomer, and rosin resin used in the present invention,
It has a weight average molecular weight in terms of polystyrene of 2 × 10 ⁴ or less, preferably 2 × 10 ^{4 to} 100, and is solid at ordinary temperature. Examples, C ₅ resins, C ₉ resins, C ₅ based / C ₉ based mixed resin, cyclopentadiene resin, polymer-based resin of a vinyl-substituted aromatic compound, olefin / vinyl substituted aromatic compound Copolymer resins, copolymer resins of cyclopentadiene compounds / vinyl-substituted aromatic compounds, and hydrogenated products of the above resins can be mentioned.

Examples of the rosin resin include apietic acid, pimaric acid and derivatives thereof (hydrogenated, disproportionated, polymer, esterified, etc.). If these hydrocarbon resins, polystyrene oligomers, and rosin resins have too high a weight-average molecular weight in terms of polystyrene, the compatibility with the cyclic polyolefin resin becomes poor, and the transparency is undesirably reduced. It is not preferable to use a hydrocarbon resin or the like which is liquid at normal temperature, because the strength of the resin is easily reduced and bleeds on the surface of the resin. The mixing ratio of the hydrocarbon resin and the like is as follows.
The amount is usually 0.01 to 60 parts by weight, preferably 0.1 to 30 parts by weight based on 00 parts by weight.

The method for compounding the weatherable resin composition of the present invention is as follows.
For example, a method of blending with a twin-screw extruder, a roll kneader, or the like, a method of blending a solution of a hydrocarbon resin or the like with a solution of a cyclic polyolefin-based resin, and pelletizing the solution are exemplified. In addition, the weatherable resin composition of the present invention includes, for the purpose of improving mechanical properties, glass fiber, carbon fiber, metal fiber, metal flake, glass beads, wollastonite, rock filler, calcium carbonate, talc, silica. , Mica, glass flakes, milled fiber, kaolin, barium sulfate, graphite, molybdenum disulfide, magnesium oxide, zinc oxide whiskers, potassium titanate whiskers, etc., can be used alone or in combination of two or more Can also be used as a mixture.

Next, the weather-resistant resin composition of the present invention contains known flame retardants, antibacterial agents, wood flour, coupling agents, antioxidants, plasticizers, coloring agents, lubricants, silicone oil, foaming agents,
Additives such as antistatic agents can be blended.

The weatherable resin composition of the present invention comprises a method of blending the component (B) and / or the component (C) or a solution thereof with the cyclic polyolefin resin (A) or a solution thereof to form a pellet, Alternatively, it can be obtained by kneading the components using various melt kneading machines, for example, a Banbury mixer, a kneader, a roll, a feeder ruder, or the like. The kneading temperature is preferably 1
The temperature is from 00 to 350 ° C, more preferably from 150 to 300 ° C. When kneading each component, each component may be kneaded at once, or may be added and kneaded in several times. For kneading, kneading may be carried out in a multistage addition system using an extruder, or kneading may be carried out using a Banbury mixer, a kneader or the like, followed by pelletization using an extruder. From the composition produced by the production method of the present invention, a molded article can be produced by known molding means, for example, injection molding, compression molding, injection compression molding, extrusion molding, and the like.

On the surface of the prepared composition, an inorganic compound, an organic silicon compound such as a silane coupling agent, an acrylic resin, a vinyl resin, a melamine resin, an epoxy resin, a fluorine resin, a silicone resin, etc. A hard coat layer can be formed. Examples of the means for forming the hard coat layer include known methods such as a thermosetting method, an ultraviolet curing method, a vacuum deposition method, a sputtering method, and an ion plating method. Thereby, the heat resistance, optical properties, chemical resistance, abrasion resistance, moisture permeability and the like of the molded product can be improved.

The application of the weatherable resin composition of the present invention is not particularly limited, and it can be used, for example, as an optical material over a wide range. For example, lenses such as spectacle lenses, general camera lenses, pickup lenses, video camera lenses, telescope lenses, laser beam lenses, optical video discs, compact discs (CD), mini discs (MD), DVD discs, etc. Optical disks, memory disks such as audio disks, phase change disks, magneto-optical disks (MO), CD-ROM disks, CD-R disks, DVD-RAM disks, retardation films and polarizing films, and transparent conductive films Optical films such as films, OHP films, optical diffusion plates, light guide plates, optical materials such as liquid crystal display substrates, optical interrupters, photocouplers, optical semiconductor sealing materials such as LED lamps, and sealing of IC memories such as IC cards. Especially suitable for use as materials, optical fibers, etc. Can.

Hereinafter, embodiments of the present invention will be described, but the present invention is not limited thereto.

Reference Example 1 As a specific monomer, 8-methyl-8-methoxycarbonyltetracyclo [4.4.0.1 ^2,5 . 1 ^7,10 ] -3 rd decene
250 parts and 41 parts of 1-hexene were charged into a nitrogen-purged reaction vessel with 750 parts of toluene and heated to 60 ° C. To this, triethylaluminum (1.5 mol /
0.62 parts of a toluene solution of l), t-BuOH / M
Denatured with MeOH (t-BuOH / MeOH / W = 0.35
/0.3/1; molar ratio) WCl ₆ solution (concentration 0.0
(5 mol / l), and the mixture was heated and stirred at 80 ° C. for 3 hours to obtain a ring-opened polymer solution (a). The polymerization conversion in this polymerization reaction was 97%, and the intrinsic viscosity (η
inh) was 0.45.

[0037]

Embedded image

REFERENCE EXAMPLE 2 4000 parts of the polymer solution (a) obtained in Reference Example 1 was placed in an autoclave, and R
0.48 parts of uHCl (CO) [P (C ₆ H ₅ ) ₃ ] ₃ were added, the hydrogen gas pressure was 100 kg / cm ² , and the reaction temperature was 165.
The mixture was heated and stirred for 3 hours under the condition of ° C. After cooling the obtained reaction solution, hydrogen gas was released to obtain a hydrogenated polymer solution (b). The hydrogenated polymer thus obtained was poured into a large amount of methanol to coagulate the polymer. The hydrogenation rate of the hydrogenated polymer A-1 thus obtained was substantially 100%.

Reference Example 3 8-ethylidenetetracyclo [4.4.0.1 ^2,5 . 1 ^7,10 ] -3
A ring-opening polymerization reaction was performed in the same manner as in Reference Example 1 except that 200 parts of dodecene was used to obtain a polymer solution (c). [Reference Example 4] A hydrogenation reaction was carried out in the same manner as in Reference Example 2 except that the polymer solution (c) was used instead of the polymer solution (a) to obtain a hydrogenated polymer A-2.

Reference Example 5 A reaction vessel equipped with a stirring blade, a gas inlet tube, a thermometer, and a dropping funnel was sufficiently replaced with nitrogen gas, and 2,000 parts of cyclohexane dehydrated and dried with a molecular sieve was placed in the reaction vessel. Under an atmosphere of nitrogen, 75 parts of tetracyclododecene, n-hexane solution of ethyl aluminum sesquichloride (1 mol /
l) 6.6 parts were added. Then, the internal temperature of the reaction vessel was set at 10
While maintaining the temperature at ° C., a mixed gas of ethylene and nitrogen (ethylene: 10 l / Hr, nitrogen: 40 l / Hr) was passed through the gas introduction tube for 10 minutes. VO in this solution
(OC ₂ H ₅₎ Cl ₂ in n- hexane (0.07Mo
1 / l) 23 parts was dropped from a dropping funnel to start a copolymerization reaction, and the reaction was carried out while passing the mixed gas. After a lapse of 30 minutes from the start of the reaction, a small amount of methanol was added to the reaction solution to stop the polymerization reaction, and then the polymerization solution was poured into a large amount of methanol to coagulate and collect the polymer A-3.

[0041]

EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist thereof. In the examples, parts and% are by weight unless otherwise specified. Various evaluations in the examples are values measured as follows. The heat deflection test piece shape was 125 × 12.5 × 6.4 (mm), and the deflection temperature under load (° C.) at a load of 1,820 kPa was measured. Transparency The total light transmittance (%) in the visible light region was measured on a flat plate having a thickness of 3.2 mm.

Weather resistance According to JIS K5400, using a sunshine weather meter, the black panel temperature was 83 ° C., and there was rain (1
The test piece was irradiated under the conditions of (8 minutes / 120 minutes), and the change in hue (ΔYI) after 400 hours was measured with a color difference meter (manufactured by Suga Test Instruments Co., Ltd.). Using a light-fast fade meter, the change in hue (ΔYI) after irradiation for 200 hours with an ultraviolet long-life carbon arc lamp at an illuminance of ² mJ / m ² was measured with a color difference meter (manufactured by Suga Test Instruments Co., Ltd.) The number of dust particles of 1 μm or more was determined per cubic meter volume by using a particle counter (Model 227) manufactured by Transtech Co., Ltd. beside the mold during dust- forming injection molding.

Molding Processing Example A As an example of molding processing of an optical component, a CD objective pickup lens was set at a cylinder temperature of 280 ° C. and a mold temperature of 120 ° C.
(However, injection molding was performed at a mold temperature of 90 ° C. only in Comparative Example 3). After continuous molding for 1 hour, the presence or absence of microscopic irregularities of several microns on the lens surface was observed with an optical microscope. Was evaluated. : Good optical characteristics without any occurrence. : Occurrence was found in a very small part, and the optical characteristics were relatively good, but the characteristics were partially deteriorated. X: Occurrence occurred on the whole, and the optical characteristics were poor, making it unsuitable for use. Forming Example B As an example of forming processing of an optical component, an optical sheet used for a liquid crystal substrate or the like is attached to a vented single-screw extruder with a 25 cm long T-die, a cylinder temperature of 300 ° C., and a degree of vacuum of 7 ° C.
It was prepared at 50 mmHg, discharge rate of 25 kg / h, take-up roll temperature of 120 ° C., and visually observed the presence or absence of cloudy precipitate generated on the roll surface after 2 hours and the occurrence of peeling unevenness generated on the sheet surface due to the cloudy precipitate. Evaluation was made in the following three stages. ：: No occurrence at all, showing good optical properties. ：: Occurrence was found in a very small portion, and the optical characteristics were relatively good, but the characteristics were partially deteriorated. X: Occurrence occurred on the whole, and the optical characteristics were poor, making it unsuitable for use.

[0044] as an evaluation of the hard coat adhesion of the adhesive optical components, width 40m
A flat plate having a smooth surface of mx 80 mm x 3.2 mm in thickness was injection-molded, immersed in isopropyl alcohol for 1 minute, dried with hot air at 80 ° C for 1 hour, and then manufactured by Shin-Etsu Chemical Co., Ltd. Silicone hard coating agent X-1
After coating 2-2206 and drying at room temperature for 30 minutes, 8
The coat was dried at 0 ° C. for 2 hours. The surface of the coated product was subjected to a cross-cut peeling test, and evaluated in the following two stages. ：: There was no peeling at all. ×: Peeling was observed.

(B) Component The following was used as the component (B). B-1: 2- [2-hydroxy-3,5-bis (α,
α-Dimethylbenzyl) phenyl] 2H-benzotriazole. It has a molecular weight of 448 and a temperature of 20 ° C.
, The vapor pressure at 2 × 10 ⁻¹⁰ Pa, the 5% weight loss temperature is 305 ° C. (in air: heating rate 10 ° C./min), and the melting point (T
m) was 140 ° C. B-2: 2,2′-methylenebis [4- (1,1,1
3,3-Tetramethylbutyl) -6-[(2H-benzotriazol-2-yl) phenol]]. Its molecular weight is 659 and its vapor pressure at a temperature of 20 ° C. is 5
× 10 ^-12 Pa, 5% weight loss temperature was 370 ° C (in air: heating rate 10 ° C / min), and melting point (Tm) was 196 ° C.

(B) Component Used in Comparative Example The following component was used as the (B) component used in the comparative example. B-3: 2- (5-methyl-2-hydroxyphenyl) benzotriazole. Its molecular weight is 225 and its vapor pressure at a temperature of 20 ° C. is 2 × 10 ⁻⁴ Pa, 5
% Weight loss temperature is 190 ° C (in air: heating rate 10 ° C /
Min) and the melting point (Tm) was 126 ° C.

(C) Component The following was used as the component (C). C-1: poly [{6- (1,1,3,3-tetramethylbutyl) amino-1,3,5-triazine-2,4-
Diyl {(2,2,6,6-tetramethyl-4-piperidyl) imino} hexamethylene} (2,2,6,6-
Tetramethyl-4-hyperidyl) imino}]. It has a molecular weight of 2,400, a vapor pressure of 6 × 10 ⁻¹⁰ Pa at a temperature of 20 ° C., a 5% weight loss temperature of 330 ° C. (in air: heating rate of 10 ° C./min), and a melting point (Tm) of 125 ° C.
Met. C-2: N, N'-bis (3-aminopropyl) ethylenediamine-2,4-bis [N-butyl-N- (1,
2,2,6,6-pentamethyl-4-piperidyl) amino] -6-chloro-1,3,5-triazine condensate. It has a molecular weight of 2500, a vapor pressure at a temperature of 20 ° C. of 5 × 10 ⁻¹¹ Pa, and a 5% weight loss temperature of 325.
° C (in air: heating rate 10 ° C / min), melting point (Tm) 1
35 ° C. C-3: tetrakis (1,2,2,6,6-pentamethyl-4-piperidyl) 1,2,3,4-butanetetracarboxylate. Its molecular weight is 847,
The vapor pressure at a temperature of 20 ° C. is 1 × 10 ⁻⁹ Pa, the 5% weight loss temperature is 285 ° C. (in air: heating rate 10 ° C./min)
Melting point (Tm) was 78 ° C.

(C) Component Used in Comparative Example The following component was used as the (C) component used in the comparative example. C-4: Dimethyl succinate-1- (2-hydroxyethyl) -4-hydroxy-2,2,6,6-tetramethylpiperidine polycondensate. It has a molecular weight of 3600 and a vapor pressure at a temperature of 20 ° C. of 3 × 10 ⁻⁶ Pa, 5
% Weight loss temperature is 310 ° C (in air: heating rate 10 ° C /
Min) and the melting point (Tm) was 65 ° C. C-5: bis (2,2,6,6-tetramethyl-4-
Piperidyl) sebacate. It has a molecular weight of 481 and a vapor pressure at a temperature of 20 ° C. of 1 × 10 ⁻⁸ Pa, 5
% Weight loss temperature is 240 ° C (in air: heating rate 10 ° C /
Min) and the melting point (Tm) was 83 ° C.

Examples 1 to 5 and Comparative Examples 1 to 5 According to the formulation shown in Table 1, a kneader was used at a set temperature of 26.
The mixture was melt-kneaded at 0 ° C., and then pelletized with a feeder ruder. At this time, the amount of the additive in the pellet was extracted with a solvent, and it was confirmed whether or not the prescribed amount was blended. Using the weather-resistant optical material thus produced, a test piece was injection molded at 280 ° C., and various evaluations were performed, and the above evaluations were also performed. Table 1 shows the evaluation results.

[0050]

[Table 1]

As can be seen from Examples 1 to 5, the weather-resistant optical material of the present invention has excellent weather (light) resistance, excellent transparency and heat resistance, and low dusting during molding. It can be seen that this is a good weather-resistant optical material that exhibits excellent optical characteristics when performing. The mechanical strength (bending strength, before and after the weather resistance (light) test of each sample of Examples 1 to 5 was measured.
It has been confirmed that all of the changes in the Izod impact value show good characteristics of less than 10%. On the other hand, Comparative Example 1
The component (B) is out of the range of the present invention, and has weather resistance (light) resistance,
Poor dust generation, not suitable as optical parts when molded. In Comparative Example 2, the component (C) is out of the range of the present invention, and is inferior in weather resistance (light) and dust generation, and is not suitable as an optical component when molded. Comparative Example 3 has a relatively large amount of the component (C), is inferior in heat resistance, transparency, and dust generation, and is not suitable as an optical component when molded. Comparative Example 4 is inferior in weather (light) resistance because the component (B) does not exist. Comparative Example 5 is (C)
Since there are no components, the weather (light) resistance is poor. Also,
Changes in mechanical strength (bending strength, Izod impact value) before and after the weather resistance (light) test of each of the samples of Comparative Examples 1 to 5 were all 30% or more, and it was confirmed that the properties were significantly reduced.

[0052]

Industrial Applicability The weatherable resin composition of the present invention is useful as a weatherable optical material, while maintaining the excellent transparency, heat resistance and mechanical properties inherent in a cyclic polyolefin resin.
It has excellent weather (light) resistance, low dust generation during molding, and excellent optical properties when molded into optical parts. A good material that does not cause problems such as discoloration of the molded product to yellow or occasional occurrence of fine cracks on the surface of the molded product in an environment where a lot of ultraviolet components are irradiated, such as when used near a light source. Yes, furthermore, since it is possible to prevent the adverse effects such as a decrease in cleanliness during processing and contamination of a molding die, for example, optical discs, optical semiconductor encapsulation,
It can contribute to the expansion of the application field of the cyclic olefin polymer in the fields of optical lenses, optical fibers, optical films, optical materials, and the like, and is extremely high in industrial value.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) G02B 6/00 391 G02B 6/00 391 (72) Inventor Yoshinobu Suzuki 2-11-24 Tsukiji, Chuo-ku, Tokyo No. FSR term in JSR Co., Ltd. (reference) 2H050 AB42Z 4J002 BK001 CE001 EU087 EU176 EU187 FD047 FD056

Claims (3)

[Claims] 1. A cyclic polyolefin resin (A) and a molecular weight of (B) 300 or more, a vapor pressure at a temperature of 20 ° C. of 1 × 10 ⁻⁸ Pa or less, and a 5% weight loss temperature of 200 ° C. in loss on heating measurement. The benzotriazole-based ultraviolet absorber described above and (C) a molecular weight of 500 or more and a temperature of 20
A weather-resistant resin composition comprising a hindered amine-based light stabilizer having a vapor pressure of 1 × 10 ⁻⁶ Pa or less at 50 ° C. and a 5% weight loss temperature of 250 ° C. or more as measured by weight loss on heating. . 2. Per 100 parts by weight of component (A),
The weatherable resin composition according to claim 1, wherein the content of the component (B) is 0.00001 to 10 parts by weight, and the content of the component (C) is 0.00001 to 10 parts by weight. 3. An optical material comprising the weather-resistant resin composition according to claim 1.