JP2002128908A - Spherical molding - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a spherical molding excellent in resilience easily at low temperature in a short time. SOLUTION: The spherical molding comprises a polymer obtained by polymerizing a cycloolefin compound in the presence of a metathesis catalyst.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a spherical molded product comprising a polymer obtained by using a specific compound and a catalyst.

[0002]

2. Description of the Related Art Thermosetting resins such as silicone resins, urethane resins, acrylic resins, and epoxy resins are used as resins for producing spherical molded products. In addition, polyethylene, polyethylene terephthalate,
Thermoplastic resins represented by engineering plastics such as polycarbonate, polyphenylene ether, polyphenylene sulfide, and liquid crystal polyester,
Polybutadiene rubber and the like are also used.

[0003]

The silicone resin and the urethane resin have a problem in terms of molding accuracy due to the high viscosity of the polymerizable liquid material. A hard resin having a high elastic modulus such as an epoxy resin easily causes a problem of cracking. On the other hand, since the above-mentioned thermoplastic resins are solid at ordinary temperature, a considerably high temperature is required to make them into a polymerizable liquid material, and handling is difficult. Polybutadiene rubber is formed by vulcanization molding, and vulcanization molding requires a high temperature, and at the same time has a strong odor and has a problem in working environment. SUMMARY OF THE INVENTION An object of the present invention is to provide a spherical molded product which is excellent in resilience easily at a low temperature for a short time.

[0004]

Means for Solving the Problems The present inventors have found that the use of a cycloolefin compound and a metathesis polymerization catalyst makes it possible to easily form a spherical molded article having excellent resilience in a short time at a low temperature. The present invention has been completed based on the findings. That is, the present invention relates to a spherical molded product comprising a polymer obtained by polymerizing a cycloolefin compound using a metathesis catalyst.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION The cycloolefin compound used in the present invention includes, for example, substituted or unsubstituted norbornene, methylnorbornene, dimethylnorbornene,
Bicyclic norbornenes such as ethyl norbornene, ethylidene norbornene and butyl norbornene, tricyclic norbornenes such as dicyclopentadiene (a dimer of cyclopentadiene), dihydrodicyclopentadiene, methyldicyclopentadiene, and dimethyldicyclopentadiene, and tetracyclododecene , Tetracyclic norbornene such as methyltetracyclododecene, dimethylcyclotetradodecene,
Five or more rings of norbornene, cyclobutene, cyclopentene, cyclooctene, cyclododecene, tetrahydroindene, methyltetrahydroindene, polydicyclopentadiene such as tricyclopentadiene (trimer of cyclopentadiene) and tetracyclopentadiene (tetramer of cyclopentadiene) Molding materials (Meton: manufactured by Teijin Meton Co., Ltd., Pentam: manufactured by Nippon Zeon Co., Ltd.) and the like. Further, a compound having two or more norbornene groups, for example, tetracyclododecadiene, symmetric tricyclopentadiene, or the like can be used as the polyfunctional crosslinking agent. Further, norbornene derivatives such as high acid, high acid anhydride and norbornadiene can be used. These cycloolefin compounds can be used alone or in combination of two or more.

Of these, dicyclopentadiene, methyltetracyclododecene, ethylidene norbornene, tricyclopentadiene, cyclooctene, cyclooctadiene, cyclododecatriene and the like are preferred from the viewpoint of availability and economy.

Dicyclopentadiene is preliminarily heat-treated to convert a part of dicyclopentadiene into a cyclopentadiene oligomer such as tricyclopentadiene or tetracyclopentadiene, or to convert vinylnorbornene or methylvinylnorbornene as an impurity into tetrahydroindene. And methyltetrahydroindene. Heat treatment is usually 120-250 ° C
For about 0.5 to 10 hours.

Incidentally, these commercially available cycloolefin compounds may sometimes contain impurities. For example, dicyclopentadiene includes vinyl norbornene, tetrahydroindene, methylvinylnorbornene, methyltetrahydroindene, methyldicyclopentadiene, dimethyldicyclopentadiene, tricyclopentadiene, and the like.Unreacted butadiene and cyclooctadiene are included in cyclooctadiene. Cyclooctane and the like may be contained as impurities. Cycloolefin compounds of various purities are commercially available, but need not be particularly purified. As these raw materials used in the present invention, usually 90
A purity of at least 95% by weight, particularly preferably at least 98% by weight is used.

Among these cycloolefin compounds, a cycloolefin compound having a molecular weight of less than 300 is
The elastic modulus of the resin can be controlled by using more than one kind. For example, a resin obtained by polymerizing a bicyclic or polycyclic compound such as dicyclopentadiene or tricyclopentadiene is hard, but a resin such as cyclopentene, cyclooctene, cyclooctadiene, cyclododecatriene, cyclooctatetraene, etc. When a monocyclic compound is used in combination, the elastic modulus can be reduced.

A filler can be added to the cycloolefin compound. For example, fused silica, crystalline silica, silica sand, calcium carbonate, aluminum hydroxide, magnesium oxide,
Examples include inorganic fillers such as clay and expanded graphite, and organic fillers in the form of beads such as wood flour, polyester, silicone, and polystyrene acrylonitrile-butadiene-styrene (ABS). Further, a foamable organic filler (Expancel manufactured by Nippon Ferrite Co., Ltd.) in which isobutane gas is sealed in a core in a vinylidene chloride-polyacrylonitrile cell is also exemplified. Among them, silica and aluminum hydroxide are preferred from the viewpoint of electrical properties and thermal conductivity. Commercial products include CRT-AA, CRT-D, R
D-8 (trade name, manufactured by Tatsumori Corporation), COX-31
(Trade name of Micro Co., Ltd.), C-303H, C-31
5H, C-308 (trade name, manufactured by Sumitomo Chemical Co., Ltd.), S
L-700 (trade name, manufactured by Takehara Chemical Industry Co., Ltd.) and the like. The amount of the inorganic filler is from 0 to 95% by weight, preferably from 10 to 9% by weight, based on the cycloolefin compound.
It is 5% by weight, more preferably 30 to 95% by weight.
If the compounding amount exceeds 95% by weight, the dielectric constant exceeds 3.0, so that the electrical characteristics deteriorate. More preferably, the content is 30 to 75% by weight. The particle size, shape, quality and the like can be appropriately determined depending on the application, but the average particle size is preferably from 0.1 to 100 μm, particularly preferably from 1 to 50 μm. By combining those having different average particle sizes, the fine packing property and the fluidity can be improved. Further, the shape of the inorganic filler is preferably spherical.

In addition, milled glass, cut fiber,
Inorganic and organic fibrous fillers such as microfibers, microballoons, flaky glass powder, carbon fiber, and aramid fiber can also be used, and these can be used in combination. The aspect ratio and shape are appropriately selected according to the purpose. The amount of these fibrous fillers is from 0 to 20 parts by weight, preferably from 0 to 10 parts by weight, per 100 parts by weight of the cycloolefin compound.
Parts by weight.

The cycloolefin-based compound used in the present invention may further include a modifier, a polymerization rate regulator, a foaming agent, an antifoaming agent, a colorant, An agent, an adhesion promoter, a flame retardant, a coupling agent, an organic peroxide, and the like can be optionally added.

The modifier used in the present invention includes, for example, elastomer, natural rubber, butadiene rubber, styrene-butadiene copolymer (SBR), styrene-butadiene-styrene block copolymer (SBS), styrene-maleic Examples include acid copolymers, copolymers such as ethylene-vinyl acetate copolymers, and thermoplastic resins such as polymethyl methacrylate, polyvinyl acetate, and polystyrene. In addition, these copolymers and thermoplastic resins may be esterified or polar groups may be grafted. Further, physical properties can be improved by blending epoxy resin, urethane resin, polyester resin, silicone resin, phenol resin, polyimide resin, polyamide resin, polyamideimide resin and derivatives thereof. Further, for example, a compound obtained by reacting an epoxy with norbornene monocarboxylic acid, a compound obtained by reacting an isocyanate compound with norbornene-ol, a hymic acid-modified polyester, a petroleum resin, and the like are also included.

Examples of the petroleum resin include those produced using a known C5 or C9 fraction purified from an ethylene plant as a raw material. Examples thereof include Quinton (trade name, manufactured by Zeon Corporation) and thermoplastic polynorbornene resin Norsolex (Trade name, manufactured by Zeon Corporation). These petroleum resins preferably have a number average molecular weight of 1,000 or more, and more preferably have a functional group such as a hydroxyl group or an ester group in the resin skeleton.

Although the amount of these modifiers depends on the physical properties of the target resin, it is generally the case that the cycloolefin compound 1 is used.
It can be used in the range of 0.2 to 50 parts by weight with respect to 00 parts by weight. Preferably it is in the range of 0.5 to 40 parts by weight. If the amount is less than 0.2 parts by weight, the effect of the modifier is hardly exhibited,
If it exceeds 50 parts by weight, the polymerizability tends to decrease.

Examples of the polymerization rate regulator include phosphates such as triisopropylphosphine, triphenylphosphine and tricyclohexylphosphine, 1-hexene and allyl compounds. 0.005 to 2 parts
0 parts by weight can be used. The amount of these polymerization rate regulators is intended to control the pot life for molding. When the pot life is short, the amount used is reduced, and when it is desired to be longer, the pot amount is increased.

Examples of the antifoaming agent include known antifoaming agents such as silicone oil, fluorine oil and polycarboxylic acid polymer.
0.001 to 5 parts by weight can be added to 00 parts by weight.

Examples of the foaming agent include low-boiling hydrocarbon compounds such as pentane, propane and hexane; generally known physical foaming agents such as carbon dioxide and water vapor; azobisisobutyronitrile and N, N-dinitrosopentamethylene. General known chemical blowing agents such as compounds that generate nitrogen gas by decomposition such as azo compounds such as tetramine and nitroso compounds are exemplified.

Examples of the coloring agent include inorganic pigments such as titanium dioxide, cobalt blue and cadmium yellow, and organic pigments such as carbon black, aniline black, β-naphthol, phthalocyanine, quinacridone, azo, quinophthalone and indanthrene blue. And each is blended according to the desired color tone. These may be used in combination of two or more. Usually, the addition amount of these pigments is based on 100 parts by weight of the cycloolefin compound.
0.1 to 50 parts by weight can be added.

[0020] Examples of the stabilizer include an ultraviolet absorber, a light stabilizer and an antioxidant. Examples of the ultraviolet absorber include salicylic acid-based ultraviolet absorbers such as phenyl salicylate and para-t-butylphenyl salicylate.
Benzophenone-based ultraviolet absorbers such as 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone and 2,2'-dihydroxy-4,4'-dimethoxybenzophenone;
5'-methylphenyl) benzotriazole, 2-
(2'-hydroxy-3 ', 5'-di-tert-butylphenyl) benzotriazole, 2- (2'-hydroxy-
Benzotriazole-based ultraviolet absorbers such as 3 ', 5'-di-t-amylphenyl) benzotriazole, 2-ethylhexyl-2-cyano-3,3'-diphenylacrylate, ethyl-2-cyano-3,3' -Cyanoacrylate-based ultraviolet absorbers such as diphenylacrylate. These may be used alone or in combination of two or more. The amount of these ultraviolet absorbers is usually 0.05 to 20 parts by weight based on 100 parts by weight of the cycloolefin compound.

As a light stabilizer, bis (2,2,2)
6,6-tetramethyl-4-piperidyl) sebacate,
Bis (1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate, dimethyl succinate 1- (2-hydroxyethyl) -4-hydroxy-2,2,6,6-
Hindered amine light stabilizers such as tetramethylpiperidine polycondensate are exemplified. The light stabilizer is usually used in an amount of 0.05 to 20 parts by weight per 100 parts by weight of the cycloolefin compound.
Parts by weight can be added.

Examples of antioxidants include quinones such as parabenzoquinone, tolquinone and naphthoquinone; hydroquinones such as hydroquinone, para-t-butylcatechol and 2,5-di-t-butylhydroquinone;
Phenols such as di-t-butyl paracresol hydroquinone monomethyl ether, pyrogallol, 2,5-di-tert-butylphenol, copper salts such as copper naphthenate and copper octenoate, trimethylbenzylammonium chloride, trimethylbenzylammonium maleate Quaternary ammonium salts such as phenyltrimethylammonium chloride; oximes such as quinone dioxime and methyl ethyl ketoxime; amine hydrochlorides such as triethylamine hydrochloride and dibutylamine hydrochloride; and oils such as mineral oil, essential oil and fatty oil. No.
These antioxidants are added in different amounts and amounts depending on conditions such as compatibility with the filler, intended molding workability, and resin storage stability. Usually, the addition amount is 10 to 10,000 ppm based on 100 parts by weight of the cycloolefin-based compound.

Examples of the adhesion-imparting agent include a silane coupling agent. As the silane coupling agent, a general formula YSiX (Y is a monovalent group having a functional group and bonding to Si, X is a monovalent group having hydrolyzability and bonding to Si)
It is represented by Examples of the functional group in Y include groups such as vinyl, amino, epoxy, chloro, mercapto, methacryloxy, cyano, carbamate, pyridine, sulfonyl azide, urea, styryl, chloromethyl, ammonium salt, and alcohol. X includes, for example, chloro, methoxy, ethoxy, methoxyethoxy and the like. Specific examples include vinyltrimethoxysilane, vinyltris (2-methoxyethoxy) silane, γ- (2-
Aminoethyl) -aminopropyltrimethoxysilane,
γ-mercaptopropyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-methacryloxypropyltrimethoxysilane, N, N-dimethylaminophenyltriethoxysilane, mercaptoethyltriethoxysilane, methacryloxyethyldimethyl (3 -Trimethoxysilylpropyl) ammonium chloride, 3- (N-styrylmethyl-2-aminoethylamino) propyltrimethoxysilane hydrochloride, and the like, and these can be used in combination. The silane coupling agent is cycloolefin compound 100
Usually, 0.001 to 5 parts by weight is added to parts by weight.

As the flame retardant, hexabromobenzene,
Tetrabromobisphenol A, decabromodiphenyl oxide, tribromophenol, dibromophenyl glycidyl ether, perchloropentacyclodecane,
Halogen compounds such as heptate derivatives are used alone or in combination of two or more. Further, a phosphate compound such as tris (dichloropropyl) phosphate and tris (dibromopropyl) phosphate, a boric acid compound and the like can also be used in combination. Further, examples of the auxiliary flame retardant include antimony trioxide, iron oxide, aluminum hydride and the like. When these are used in combination with the flame retardant, the flame retardant effect is further enhanced. Usually, the halogen-based flame retardant is used in an amount of 1 to 50 parts by weight, and the auxiliary flame retardant such as antimony trioxide is used in an amount of 1 to 15 parts by weight based on 100 parts by weight of the cycloolefin compound. Hydrates such as commercially available aluminum hydroxide and magnesium hydroxide can also be used as fillers for flame retardancy as plastic fillers. The amount of these additives is 10
It is preferably used in the range of 10 to 300 parts by weight with respect to 0 parts by weight.

In addition, in order to improve the wettability of the filler, a commercially available wetting agent such as BYK series manufactured by BYK-Chemie or a coupling agent represented by a dispersing agent can be added. In order to improve workability, release agents such as silicone oil and zinc stearate, and inorganic ion exchangers (ion scavengers) that trap free ions such as chloride and sodium ions in polymers are also required. Can be added to such an extent that the curing is not inhibited.

Further, an organic peroxide can be added. Examples of the organic peroxide include cumene hydroperoxide, tert-butylperoxy 2-ethylhexanate, methyl ethyl ketone peroxide, benzoyl peroxide, acetylacetone peroxide, bis-4-tert-butylcyclohexanedicarbonate, and 2,5- Known ones such as dimethyl-2,5-bis (tert-butylperoxy) hexine-3 may be mentioned, and two or more of these may be used in combination. The addition amount is usually 0.1 to 100 parts by weight of the cycloolefin compound.
It is 1 to 10 parts by weight.

The polymerizable liquid containing a cycloolefin compound used in the present invention does not contain a solvent. The solvent is a generally known non-reactive diluting solvent such as benzene, toluene, xylene, ethyl acetate, and methyl ethyl ketone. However, among the above additives, the solvents contained in the commercial products are neglected. However, even in this case, it is preferable that the solvent is less than 2 parts by weight based on the cycloolefin-based compound in order to prevent swelling during curing.

In order to adjust the viscosity of the cycloolefin-based compound and the mechanical and electrical properties of the low-modulus resin, a low-viscosity reactive dilution such as an acrylic monomer, a methacrylic monomer, a vinyl monomer, or diallyl phthalate is usually used. Agents may be used, and these may be used alone or in combination of two or more.

The metathesis polymerization catalyst which can be used in the present invention is a metal catalyst such as WCl ₆ , MoCl ₅ , RuCl ₃ alone, or the above-mentioned catalyst component as disclosed in JP-A-59-51911. And a two-component metathesis catalyst system in which an activator such as alkyl aluminum is combined. In addition, Shock type, F
An ischer-type metal carbene catalyst, metal carbine catalyst, metallacyclobutane-based catalyst, or the like can also be used.

On the other hand, the one-component metathesis polymerization catalyst represented by the general formula (1) also metathesizes the metathesis polymerizable cycloolefin compound without easily losing its catalytic activity due to oxygen or moisture in the air ( Since the ring-opening polymerization can be carried out by a metathesis) reaction, it can be suitably used. Preferred as such a metathesis polymerization catalyst is the above-mentioned general formula (1).

Embedded imageIn the general formula (1), M represents ruthenium or osmium
You. X and X₁Each independently represents an anionic ligand
You. When an anion ligand is decoordinated to the central metal
Is a group having a negative charge. As such a group
Is, for example, hydrogen, halogen, CF₃(CO)₃, CH
₃(CO)₂, CFH₂(CO)₂, (CH ₃)₃C
O, (CF₃)₂(CH₃) CO, (CF₃) (C
H₃)₂CO, an alkyl group having 1 to 5 carbon atoms, 1 to 1 carbon atoms
5, alkoxy, phenyl, phenoxy, tosyl
Group, mesyl group, trifluoromethanesulfonate group, etc.
And particularly preferred are both halogens (especially salts
Element).

L and L ₁ each independently represent a neutral electron donating group. A neutral electron donating group is a group that has a neutral charge when decoordinated to a central metal. As such a group, for example, PR ₂ R ₃ R ₄ (here, R ₂
Is a secondary alkyl or cycloalkyl group, R ₃ and R
₄ is each independently an aryl group, 1 to 10 carbon atoms;
A secondary alkyl group, a secondary alkyl group, or a cycloalkyl group. ), Pyridine, p-fluoropyridine, imidazolylidene compounds, and the like. Preferred L and L ₁ are both P (cyclohexyl) ₃ , P (cyclopentyl) ₃ or P (isopropyl) ₃ , but L and L ₁ may be different electron donating groups. Q and Q ₁ each independently represent hydrogen, an alkyl group, an alkenyl group, or an aromatic group. As the alkyl group, an alkyl group having 1 to 20 carbon atoms,
As the alkenyl group, an alkenyl group having 2 to 20 carbon atoms,
The aromatic group includes an aryl group and the like, and the alkyl group, alkenyl group or aromatic group may have a substituent.

Specific examples of more preferred catalysts include the following formula (2) (Reference: Organometall)
ics, Vol. 16, No. 18, p. 3867 (199
7 years)), Formula (3) (Reference: Angew. Che)
m. Int. Ed. , 37, 2490 (1998))
And carbene catalysts such as those listed in formula (4).

Embedded image

Embedded image

Embedded image

The amount of the metathesis polymerization catalyst to be added is usually 0.001 to 20% by weight based on the cycloolefin compound, and is 0.01 to 5% for reasons of economy and curing speed.
A range of weight% is preferred.

The mechanical properties of the cycloolefin compound polymer used in the present invention can be arbitrarily controlled by the type, combination and blending amount of the cycloolefin compound, and the addition of a modifier. Characteristic is 2
The elastic modulus at 3 ° C. is preferably in the range of 0.01 MPa to 10 GPa. More preferably, 0.1 MPa to 3 G
Pa, more preferably in the range of 1 MPa to 2 GPa. If the elastic modulus is less than 0.01 MPa, no strength is exhibited. On the other hand, if it exceeds 2 GPa, defects are likely to occur on the surface.

The cycloolefin-based compound polymer is obtained as a cured product (molded product) by adding a predetermined amount of a metathesis polymerization catalyst to a cycloolefin compound which is generally liquid at room temperature and causing a metathesis polymerization reaction. In this case, specific molding methods include, for example, injection molding at atmospheric pressure, vacuum injection molding, pressure injection molding, impregnation molding,
RTM molding method, lamination molding method such as dipping, hand lay-up and spray-up, press molding method, filament winding method, centrifugal molding method, vacuum or pressure back method, continuous molding method, pultrusion molding method, injection molding method, transfer A generally known method of molding a thermosetting or thermoplastic resin, such as molding, may be used.

The above metathesis polymerization reaction can be carried out by leaving it at room temperature, but generally heating is carried out. The temperature at which the metathesis polymerization catalyst is added to the cycloolefin-based compound is usually from 0 to 80 ° C, preferably from room temperature to 50 ° C.
° C. The heating operation for obtaining the cured product may be one-stage heating, two-stage heating, or multi-stage heating. In the case of one-stage heating, the temperature is usually 0 to 250 ° C, preferably 20 to 200 ° C.
The temperature of the first stage is usually 0 to 150 ° C, preferably 1 to 150 ° C.
0 to 100 ° C., and the second stage temperature is usually 20 to 100 ° C.
The temperature is 200 ° C, preferably 30 to 180 ° C. The polymerization time can be appropriately determined depending on the amount of the catalyst and the polymerization temperature, and is usually 1 minute to 50 hours.

The spherical molded article of the present invention can be used for any purpose such as a golf ball core ball and a toy. When used as a golf ball, it can be used as a whole, as a core ball, or as an exterior material. The spherical molded product of the present invention has a weight of 45.93 g or less and a diameter of 42.67 mm or more, and is suitable as a golf ball. Excellent resilience when used as a golf ball.

[0038]

The present invention will be described below with reference to examples.
The present invention is not limited to this. In the examples, “parts” means “parts by weight” unless otherwise specified. <Resin 1: Soft cycloolefin-based compound> High-purity dicyclopentadiene (Maruzen Petrochemical, purity 99% or more)
50 parts by weight, 50 parts by weight of cyclooctadiene (purity 98.5% or more, manufactured by HULS), 0.1 part by weight of triphenylphosphine, and 1 part by weight of 2,5-di-tert-butylphenol were blended. <Resin 2: Hard cycloolefin-based compound> High-purity dicyclopentadiene (purity 99% or more, manufactured by Maruzen Petrochemical)
100 parts by weight, 0.1 part by weight of triphenylphosphine and 1 part by weight of 2,5-di-tert-butylphenol were mixed. <Resin 3: cycloolefin compound containing filler> 100 parts by weight of high-purity dicyclopentadiene similar to resin 1;
And silane coupling agent (Nippon Unicar FZ-37)
78) 0.1 part by weight was mixed while heating to about 35 ° C. Next, 50 parts by weight of fused silica having an average particle size of 7 μm (EC-100 manufactured by Tokai Minerals Co., Ltd.) was stirred and mixed to obtain a compound.

<Test Method> Rebound: A spherical molded product was dropped on a steel floor from a height of 120 cm, and the rebound height was measured. Example 1 Resin 1 was added with 0.1 part by weight of the metathesis polymerization catalyst represented by the above formula (4), poured into a spherical mold, and cured. The curing conditions were 38 ° C. × 2 hours + 100 ° C. × 1 hour. The spherical hard material thus produced had a weight of 45 g, a diameter of 43 mm, and a rebound of 113 cm. Example 2 0.1 parts by weight of the metathesis polymerization catalyst represented by the above formula (4) was added to resin 2, and the mixture was poured into a spherical mold and cured. The curing conditions were 38 ° C. × 2 hours + 100 ° C. × 1 hour. The spherical hard material thus produced had a weight of 45 g, a diameter of 43 mm, and a rebound of 106 cm. Example 3 The metathesis polymerization catalyst 0.1 represented by the formula (4)
A part by weight was added, and the mixture was poured into a spherical mold and cured. The curing conditions were 38 ° C. × 2 hours + 100 ° C. × 1 hour. The produced spherical hard material weighed 45 g, had a diameter of 43 mm, and had a rebound of 1
06 cm.

[0040]

The spherical molded article of the present invention is easy to mold, has tough and soft properties, has excellent resilience, and can be suitably used for golf balls such as core balls and toys.

Claims (3)

[Claims] 1. A spherical molded product comprising a polymer obtained by polymerizing a cycloolefin compound using a metathesis catalyst. 2. Weight less than 45.93 g and diameter of 42.93 g.
The spherical molded product according to claim 1, which is 67 mm or more. 3. A golf ball comprising the spherical molded product according to claim 1.