JPH0987507A - Polycarbonate resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To prepare a polycarbonate compsn. which is less likely to cause a change in color tone or a deterioration in properties upon exposure to an ionizing radiation for sterilization by incorporating predetermined amts. of a particular resin and a particular compd. into a polycarbonate resin. SOLUTION: 0.01 to 5 pts.wt. arom. hydrocarbon-aldehyde resin and 0.01 to 5 pts.wt. sulfoxide compd. or sulfone compd. (e.g., diphenyl sulfoxide or bis(methylsulfinyl)methane) are incorporated into 100 pts.wt. polycarbonate resin. The arom. hydrocarbon-aldehyde resin is pref. a resin prepd. by reacting at least one arom. hydrocarbon selected from among toluene, xylene, mesitylene, pseudocumene, and naphthalene with at least one aldehyde selected from HCHO, trioxane, paraformaldehyde, and acetaldehyde in the presence of an acid catalyst.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a polycarbonate resin composition containing an aromatic hydrocarbon-aldehyde resin and a sulfoxide compound or a sulfone compound. In particular, the present invention relates to a polycarbonate resin composition excellent in ionizing radiation resistance, with little change in color tone and deterioration in physical properties due to ionizing radiation irradiated for sterilization.

[0002]

2. Description of the Related Art Polycarbonate resins are widely used as medical products because of their excellent mechanical strength, impact strength, heat resistance, transparency and high safety. When used, these medical products are usually completely sterilized.
Specifically, there are a high-pressure steam sterilization method, an ethylene oxide gas (EOG) sterilization method, a sterilization method by irradiation with ionizing radiation such as gamma rays and electron beams. Among them, the high-pressure steam sterilization method has a high energy cost and requires a drying step after the sterilization treatment. In addition, EOG sterilization has toxicity of EOG itself and environmental problems related to disposal. Accordingly, recently, ionizing radiation (generally gamma rays) irradiation sterilization, which is relatively inexpensive and can be processed at a low temperature and in a dry manner, has been frequently used. However,
Polycarbonate resin has the drawback that it discolors yellow when exposed to ionizing radiation during sterilization, impairing the product value especially in medical applications.

As a method for solving such a disadvantage, for example, Japanese Patent Application Laid-Open No. 2-55062 discloses a method in which a halogen-containing polycarbonate resin is blended.
No. 9127 discloses a method of blending a nuclear brominated phthalic acid derivative, respectively.However, since metal is contained in the composition, metal corrosion is apt to occur, and metal of a special material is used for a molding machine or the like. Needed to use.

Further, in JP-A-61-215651, a method of blending a boron compound is disclosed in JP-A-62-135.
Japanese Patent Laid-Open No. 23225/1990 discloses a method of blending a polyether polyol or its alkyl ether.
In JP-A-2-132147, a method of blending a benzyl alcohol derivative is disclosed in JP-A-2-132147.
The method of blending benzaldehyde dimethyl acetal, benzaldehyde propylene glycol acetal, etc. is described respectively, but the yellowing inhibitory effect is insufficient, and increasing the amount added to obtain a sufficient effect adversely affects other physical properties. There was a problem such as that.

As a method of using a sulfur compound, Japanese Patent Application Laid-Open No. 1-229052 discloses a method of blending thioalcohols, and Japanese Patent Application Laid-Open No. 2-115260 discloses a method of blending thioethers. ,
JP-A-4-36343 and JP-A-6-166807 disclose a method of blending a compound having a mercapto group, and JP-A-6-93192 discloses a method of blending a compound having a sulfide group. 5-20
No. 9120 describes a method of using a polyalkylene oxide and an aromatic compound having a sulfonic acid ester substituent in combination, but in any case, the yellowing inhibiting effect is insufficient, or a bad odor occurs during use, There is a problem that the environment during molding is deteriorated.

[0006]

SUMMARY OF THE INVENTION An object of the present invention is to provide a polycarbonate resin composition which has little deterioration in physical properties and very little yellowing upon sterilization by irradiation with ionizing radiation.

[0007]

The present invention has been made to solve the above-mentioned problems, and the gist thereof is to add 0.01 to 5 parts by weight of an aromatic hydrocarbon-aldehyde resin to 100 parts by weight of a polycarbonate resin. Parts, and 0.01 to 5 parts by weight of a sulfoxide compound or a sulfone compound.

The present invention will be described in detail below. The polycarbonate resin in the present invention is a polymer or copolymer of an optionally branched thermoplastic aromatic polycarbonate obtained by reacting an aromatic dihydroxy compound or a small amount of this polyhydroxy compound with phosgene or a diester of carbonic acid. Is.

One example of the aromatic dihydroxy compound is 2,2.
2-bis (4-hydroxyphenyl) propane (= bisphenol A), 2,2-bis (3,5-dibromo-4)
-Hydroxyphenyl) propane (= tetrabromobisphenol A), bis (4-hydroxyphenyl) methane, 1,1-bis (4-hydroxyphenyl) ethane,
2,2-bis (4-hydroxyphenyl) butane, 2,
2-bis (4-hydroxyphenyl) octane, 2,2
-Bis (4-hydroxy-3-methylphenyl) propane, 1,1-bis (3-t-butyl-4-hydroxyphenyl) propane, 2,2-bis (4-hydroxy-
3,5-dimethylphenyl) propane, 2,2-bis (3-bromo-4-hydroxyphenyl) propane,
2,2-bis (3,5-dichloro-4-hydroxyphenyl) propane, 2,2-bis (3-phenyl-4-hydroxyphenyl) propane, 2,2-bis (3-cyclohexyl-4-hydroxyphenyl) ) Propane, 1,
Bis (hydroxyaryl) alkanes exemplified by 1-bis (4-hydroxyphenyl-1-phenylethane, bis (4-hydroxyphenyl) diphenylmethane, etc .; 1,1-bis (4-hydroxyphenyl) cyclopentane, 1 Bis (hydroxyaryl) cycloalkanes exemplified by 1,1-bis (4-hydroxyphenyl) cyclohexane and the like; exemplified by 4,4'-dihydroxydiphenylether 4,4'-dihydroxy-3,3'-dimethyldiphenylether and the like Dihydroxy diaryl ethers; dihydroxy diaryl sulfides exemplified by 4,4'-dihydroxy diphenyl sulfide, 4,4'-dihydroxy-3,3'-dimethyl diphenyl sulfide; 4,4'-dihydroxy diphenyl sulphoxide; 4,4 ' Dihydroxy -3,
Dihydroxydiaryl sulfoxides exemplified by 3'-dimethyldiphenyl sulfoxide and the like; Dihydroxydiaryl sulfones exemplified by 4,4'-dihydroxydiphenyl sulfone, 4,4'-dihydroxy-3,3'-dimethyldiphenyl sulfone and the like; Examples thereof include hydroquinone, resorcin, 4,4′-dihydroxydiphenyl and the like. These aromatic dihydroxy compounds may be used alone or in combination of two or more. Among them, 2,2-bis (4-hydroxyphenyl) propane is particularly preferably used.

In order to obtain a branched aromatic polycarbonate resin, phloroglysin, 2,6-dimethyl-2,
4,6-tri (4-hydroxyphenyl) -3-heptene, 4,6-dimethyl-2,4,6-tri (4-hydroxyphenyl) -2-heptene, 1,3,5-tri (2
-Hydroxyphenyl) benzol, 1,1,1-tri (4-hydroxyphenyl) ethane, 2,6-bis (2
Polyhydroxy compounds exemplified by -hydroxy-5-methylbenzyl) -4-methylphenol, α, α ', α "-tri (4-hydroxyphenyl) -1,3,5-triisopropylbenzene, or 3 , 3-Bis (4-hydroxyaryl) oxindole (= isatin bisphenol), 5-chlorisatin bisphenol, 5,7-dichloroisatin bisphenol, 5-
Bromoisatin bisphenol may be used.

In the case of the phosgene method polycarbonate, a terminal terminator or a molecular weight regulator may be used. Examples of the terminal terminator or the molecular weight regulator include compounds having a monovalent phenolic hydroxyl group.
-In addition to butylphenol, tribromophenol and the like,
Examples include long-chain alkyl phenols, aliphatic carboxylic acid chlorides, aliphatic carboxylic acids, hydroxybenzoic acid alkyl esters, alkyl ether phenols and the like.
In the polycarbonate resin used in the present invention, one kind may be used, or two or more kinds may be mixed and used.

The molecular weight of the polycarbonate resin in the present invention is determined by using methylene chloride as a solvent at a temperature of 2
The viscosity average molecular weight converted from the solution viscosity measured at 5 ° C. is 10,000 to 100,000, preferably 15,000 to 50,000.

The aromatic hydrocarbon-aldehyde resin in the present invention is a resin obtained by reacting an aromatic hydrocarbon with an aldehyde in the presence of an acid catalyst. Specific examples of the aromatic hydrocarbon include benzene, toluene, ethylbenzene, xylene, methylethylbenzene, trimethylbenzene, tetramethylbenzene, monocyclic aromatic hydrocarbon compounds such as cumene, naphthalene, methylnaphthalene, ethylnaphthalene, dimethylnaphthalene, And polycyclic aromatic hydrocarbon compounds such as acenaphthene and anthracene. The aromatic hydrocarbon compounds may be used alone or in combination of two or more. Among these, especially toluene,
Xylene, mesitylene, pseudocumene, naphthalene and the like are preferably used.

Specific examples of aldehydes include saturated aliphatic aldehydes such as formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, isobutyraldehyde, valeraldehyde, laurinaldehyde and stearaldehyde; glucoxal,
Aliphatic polyaldehydes such as succindialdehyde; unsaturated aliphatic aldehydes such as acrolein, crotonaldehyde, propiolaldehyde; benzaldehyde, tolualdehyde, salicylaldehyde, cinnamaldehyde, naphthaldehyde, etc. Aromatic aldehydes exemplified; heterocyclic aldehydes exemplified by furfural; aldehyde derivatives exemplified by methylal, dioxolane, trioxane, tetraoxane, paraformaldehyde, paraaldehyde, metaaldehyde and the like. The aldehydes may be used alone or as a mixture of two or more. Among these, formaldehyde, trioxane, paraformaldehyde and acetaldehyde are particularly preferably used.

The aromatic hydrocarbon-aldehyde resin in the present invention is preferably an aromatic hydrocarbon-aldehyde resin which does not substantially contain an acetal group and whose aromatic ring is mainly bonded with an alkylene group or an alkylene ether group. Here, not containing an acetal group means that the average number of acetal groups in one molecule is 0.1 mol or less.

Such an aromatic hydrocarbon-aldehyde resin containing no acetal group can be easily obtained as a commercial product. Specific examples include those offered by Mitsubishi Gas Chemical Co., Inc. under trade names such as Nicanol DS, Nicanol S, and Nicanol K. Also,
For example, JP-A-60-51133 and JP-A-61-222.
3016, JP-A-61-213216, JP-A-63
It can also be produced by the methods described in JP-A-6-196616, JP-A-4-224825, JP-A-4-335014, JP-A-5-186544 and JP-A-6-136081.

Further, the aromatic hydrocarbon-aldehyde resin in the present invention preferably has an oxygen content of at least 8% by weight. Such an aromatic hydrocarbon-aldehyde resin can be easily obtained as a commercial product. Specifically, from Mitsubishi Gas Chemical Co., Inc., Nikanol H, Nikanol L, Nikanol G, Nikanol Y
And those provided by General Petrochemical Co., Ltd. under the trade names of Generalite 6010 and Generalite 5100.

In the present invention, these aromatic hydrocarbon-aldehyde resins may be used alone or in combination of two or more. The amount of the aromatic hydrocarbon-aldehyde resin used in the present invention is the same as that of the polycarbonate resin 1
The amount is 0.01 to 5 parts by weight, preferably 0.1 to 2 parts by weight, based on 00 parts by weight. If the blending amount is less than 0.01 part by weight, the effect of improving the yellowing degree by the target irradiation of ionizing radiation is insufficient,
If it exceeds 5 parts by weight, mechanical properties, heat resistance, etc. are deteriorated, which is not preferable. The sulfoxide compound in the present invention is a compound represented by the following general formula (1) or (2).

[0019]

Embedded image

In the formula, R ¹ , R ² , R ³ and R ⁵ are each a C 1-30 alkyl group, cycloalkyl group, alkenyl group, aryl group, arylalkyl group, arylalkenyl group, acylalkyl group. , An alkoxyalkyl group, an arylalkoxyalkenyl group, an arylalkoxyalkyl group, an alkoxy group, an alkoxycarbonyl group or a pyridyl group, which is the core of an aryl group, an arylalkyl group, an arylalkenyl group, an arylalkoxyalkenyl group or an arylalkoxyalkyl group. Is a C1-4 alkyl group, a halogen group,
-NO ₂ group, -NH ₂ group, -COOH group, -COOCH ₃
A group, —OH group or —OCH ₃ group,
Acyl group, an alkoxyalkyl group, an arylalkoxy alkenyl group and arylalkoxy group are each an acyl group, an alkoxy group or an arylalkoxy group which may have a plurality alkyl stem or alkenyl stem, and R ¹ R ² and R ³ and R ⁵ are
It may be linked by a covalent bond. R4 is an alkylene group of C1～15, alkenylene or arylene group, as a substituent on the nucleus of the arylene group, an alkyl group of C1 -4, halogen group, -NO ₂ group, -NH ₂ group, -CO
It may have an OH group, a —COOCH ₃ group, an —OH group or a —OCH ₃ group. n is an integer of 1 to 100. The sulfoxide compounds may be used alone or in combination of two or more.

Specific examples of the compound represented by the general formula (1) include dimethyl sulfoxide, dibutyl sulfoxide, diphenyl sulfoxide, dihydroxyphenyl sulfoxide, ditolyl sulfoxide, dibenzyl sulfoxide, divinyl sulfoxide, dixylyl sulfoxide, dimesityl sulfoxide. , Dinitrophenyl sulfoxide, diaminophenyl sulfoxide, dichlorophenyl sulfoxide, dimethoxyphenyl sulfoxide,
Dicyclohexylsulfoxide, 1-propenylmethylsulfoxide, methylcyclohexylsulfoxide, methylphenylsulfoxide, methyltolylsulfoxide, methylmethoxyphenylsulfoxide, methylchlorophenylsulfoxide, methylcarboxyphenylsulfoxide, methylallylsulfoxide, methylbenzylsulfoxide, phenylallylsulfoxide, phenyltolylsulfoxide , Phenylxylylsulfoxide, phenylmethoxyphenylsulfoxide, phenylvinylsulfoxide, phenylbenzylsulfoxide,
Phenylstyrylsulfoxide, phenylcinnamylsulfoxide, trimethyl-3- (phenylsulfinyl) orthopropionate, phenylmethoxymethylsulfoxide, phenylphenoxymethylsulfoxide,
Phenylacetonylsulfoxide, phenylphenacylsulfoxide, phenylcyclohexylsulfoxide,
Phenylmethylbenzylsulfoxide, phenylmethoxycarbonylsulfoxide, tolylbenzylsulfoxide, tolylbutylsulfoxide, tolylphenacylsulfoxide, tolybutoxysulfoxide, tolylsulfoxide, tolylaminophenylsulfoxide, tolylchlorobenzylsulfoxide, 4- (toluenesulfinyl) butane-2 -One, benzylallyl sulfoxide, 2-pyridylbenzyl sulfoxide, acetonyl nitrophenyl sulfoxide, trimethylene sulfoxide, tetramethylene sulfoxide, pentamethylene sulfoxide, benzothiophen-1-oxide, dibenzothiophen-1-oxide, thioxancene-9-oxide 2,2,5-dihydrothiophene-1-oxide, 4
-Butylthian-1-oxide and the like.

Specific examples of the compound represented by the general formula (2) include bis (methylsulfinyl) methane, 2,2-
Bis (methylsulfinyl) propane, bis (phenylsulfinyl) methane, 1,2-bis (phenylsulfinyl) ethane, 1,2-bis (phenylsulfinyl) ethylene, phenylsulfinylbenzylsulfinylphenylmethane, 1,4-dithiane-1 , 4-dioxide and the like.

The content of the sulfoxide compound in the present invention is 100 parts by weight of the polycarbonate resin.
It is 0.01 to 5 parts by weight. If the blending amount is less than 0.01 part by weight, the desired effect of improving the yellowing degree by irradiation with ionizing radiation is insufficient, and if it exceeds 5 parts by weight, mechanical properties are deteriorated, which is not preferable. From the viewpoint of improving the yellowing degree and preventing the deterioration of mechanical properties, the preferable compounding amount is 0.05 to 3
Parts by weight. The sulfone compound in the present invention is a compound represented by the following general formula (3), (4) or (5).

[0024]

Embedded image

In the formula, R ⁶ , R ⁷ , R ⁸ and R ¹⁰ are each a C 1-30 alkyl group, cycloalkyl group, alkenyl group, aryl group, arylalkyl group, arylalkenyl group, acylalkyl group. , An alkoxyalkyl group, an arylalkoxyalkenyl group or an arylalkoxyalkyl group, wherein the aryl group, the arylalkyl group, the arylalkenyl group, the arylalkoxyalkenyl group and the arylalkoxyalkyl group have a C1-4 alkyl group as a substituent in the nucleus thereof. Group, halogen group,
-NO ₂ group, -NH ₂ group, may have a -OH group or -OCH ₃ group. Acyl group, an alkoxyalkyl group, an arylalkoxy alkenyl group and arylalkoxy group are each an acyl group, an alkoxy group or an arylalkoxy group which may have a plurality alkyl stem or alkenyl stem, and R ⁶ R ⁷ and R ⁸ and R ¹⁰ may be linked by a covalent bond. R ⁹ , R ¹¹ and R ¹² are a C1-15 alkylene group, an alkenylene group or an arylene group, and the nucleus of the arylene group has, as a substituent, a C1-4 alkyl group, a halogen group or a -NO ₂ group. , —NH ₂ group, —OH group or —OCH ₃ group. m is 1 to 10
It is an integer of 0. The sulfone compounds may be used alone or in combination of two or more.

Specific examples of the compound represented by the general formula (3) include dimethyl sulfone, dibutyl sulfone, diphenyl sulfone, dihydroxyphenyl sulfone, ditolyl sulfone, dixylyl sulfone, dimesityl sulfone, dinitrophenyl sulfone, diaminophenyl. Sulfone, dichlorophenyl sulfone, dimethoxyphenyl sulfone, divinyl sulfone, dicyclohexyl sulfone, dibenzyl sulfone, 1-propenylmethyl sulfone, methylphenyl sulfone, methyltolyl sulfone,
Methylcyclohexylsulfone, methylmethoxyphenylsulfone, methylchlorophenylsulfone, methylallylsulfone, methylbenzylsulfone, phenylallylsulfone, phenyltolylsulfone, phenylxylylsulfone, phenylmethoxyphenylsulfone, phenylvinylsulfone, phenylbenzylsulfone, phenylstyrylsulfone , Phenylcinnamyl sulfone,
Trimethyl-3- (phenylsulfonyl) orthopropionate, phenylmethoxymethylsulfone, phenylphenoxymethylsulfone, phenylacetonylsulfone, phenylphenacylsulfone, phenylcyclohexylsulfone, phenylmethylbenzenesulfone, phenylmethoxycarbonylsulfone, tolylylsulfone , Tolylbutylsulfone, tolylphenacylsulfone, tolylbenzylsulfone, tolylaminophenylsulfone, tolylchlorobenzylsulfone, 4- (toluenesulfonyl) butan-2-one, benzylallyl sulfone, trimethylene sulfone, tetramethylene sulfone, pentamethylene Sulfone, benzothiophene dioxide, dibenzothiophene dioxide, thioxancene-9,9-dioxide 2,5-dihydro-thiophene -
1,1-dioxide, 4-butylthiane-1,1-dioxide and the like.

Specific examples of the compound represented by the general formula (4) include bis (methylsulfonyl) methane, 2,2-bis (methylsulfonyl) propane, bis (phenylsulfonyl) methane and 1,2-bis (phenyl). Sulfonyl)
Examples thereof include ethane, 1,2-bis (phenylsulfonyl) ethylene, and phenylsulfonylbenzylsulfonylphenylmethane. Specific examples of the compound represented by the general formula (5) include 1,4-thioxane-1,1-dioxide and the like.

The blending amount of the sulfone compound in the present invention is 0.
01 to 5 parts by weight. If the blending amount is less than 0.01 part by weight, the desired effect of improving the yellowing degree by irradiation with ionizing radiation is insufficient, and if it exceeds 5 parts by weight, mechanical properties are deteriorated, which is not preferable. From the viewpoint of improving the degree of yellowing and preventing the deterioration of mechanical properties, the preferable compounding amount is 0.05 to 3 parts by weight.

The sulfoxide compound and sulfone compound in the present invention may be used alone or as a mixture of both. The mixing ratio of the aromatic hydrocarbon-aldehyde resin and the sulfoxide compound or sulfone compound is
There is no particular limitation, but preferably 10/90 to 9 by weight.
0/10. As described above, by blending the aromatic hydrocarbon-aldehyde resin and the sulfoxide compound or the sulfone compound with the polycarbonate resin, a polycarbonate resin composition having a low degree of yellowing can be obtained without lowering the physical properties.

In the present invention, the method for blending the aromatic hydrocarbon-aldehyde resin and the sulfoxide compound or sulfone compound with the polycarbonate resin is as follows:
It can be carried out at any stage up to just before molding the final molded product by various methods well known to those skilled in the art. For example, there are a method of mixing with a tumbler, a Henschel mixer, and the like, a method of quantitatively supplying the mixture to an extruder hopper by a feeder and mixing.

Further, the composition of the present invention has
Other additives that impart desired properties may be added. For example, flame retardants such as halogen compounds, phosphorus compounds, metal sulfonic acid salts, flame retardant aids such as antimony compounds, zirconium compounds, etc., dripping inhibitors such as polytetrafluoroethylene, silicon compounds, etc., and impact resistance of elastomers and the like Improvers, antioxidants, heat stabilizers, ultraviolet absorbers, antistatic agents, plasticizers, release agents, lubricants, compatibilizers, foaming agents, glass fibers, glass beads, glass flakes, carbon fibers, fibrous magnesium , Potassium titanate whiskers, ceramic whiskers, mica, talc, etc.
It is also possible to add and contain one or more dyes and pigments.

The composition of the present invention can be made into a desired molded article by a conventional molding method such as injection molding or blow molding. Medical molded articles for which it is desired to apply the ionizing radiation-resistant polycarbonate resin composition of the present invention include, specifically, artificial dialysers, artificial lungs, inhalation devices for anesthesia, intravenous connectors and accessories. Blood centrifuge bowls, surgical tools, operating room tools, tubing to supply oxygen to blood, tubing fittings, heart probes and syringes,
Examples include surgical tools, operating room instruments, containers for storing intravenous injections, and the like.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to the following Examples unless the gist thereof is exceeded.

[0034]

EXAMPLES Raw materials used in each example are as follows. Polycarbonate resin: Iupilon S-2000 (manufactured by Mitsubishi Engineering Plastics Co., Ltd., viscosity average molecular weight 25,000) Aromatic hydrocarbon-aldehyde resin: Nikanol DS (manufactured by Mitsubishi Gas Chemical Co., Inc. No acetal group is detected.) Nikanol L (manufactured by Mitsubishi Gas Chemical Co., Inc .; oxygen content 10% by weight) Nikanol Y-50 (manufactured by Mitsubishi Gas Chemical Co., Inc .; oxygen content 18% by weight)

[Examples-1 to 5 and Comparative Examples-1 to 3] 100 parts by weight of the polycarbonate resin, the aromatic hydrocarbon-aldehyde resin and the sulfoxide compound or the sulfone compound shown in Table 1 are shown in Table-1. Were mixed in a tumbler at a ratio of 10 mm, and each was extruded at a barrel temperature of 270 ° C. using a φ40 mm uniaxial vent type extruder to obtain pellets. After drying the pellets in a hot air dryer at 120 ° C for 5 hours or more, the resin temperature is 270 ° C and the mold temperature is 80 ° C.
A test piece having a thickness of 50 mmφ × 3 mm was injection molded.
Using this molded piece, cobalt 60γ ray was irradiated with 25 kilogray (kGy), and the yellowness before and after the irradiation was measured according to JIS K7
According to 103, color difference meter SM-3 manufactured by Suga Test Instruments Co., Ltd.
The measurement was carried out with -CH to determine the yellowing degree (ΔYI). The results are shown in Table 1.

[0036]

[Table 1]

[0037]

EFFECT OF THE INVENTION The composition of the present invention has little deterioration in physical properties and little change in color tone due to ionizing radiation irradiated for sterilization. Therefore, it is useful for applications such as medical products, medical devices, and members of medical devices that are subjected to ionizing radiation irradiation sterilization.

Claims (4)

[Claims] 1. 100 parts by weight of a polycarbonate resin,
Aromatic hydrocarbon-aldehyde resin 0.01 to 5 parts by weight,
And sulfoxide compound or sulfone compound 0.01
A polycarbonate resin composition containing up to 5 parts by weight. 2. The aromatic hydrocarbon-aldehyde resin comprises at least one aromatic hydrocarbon selected from the group consisting of toluene, xylene, mesitylene, pseudocumene and naphthalene, and a group consisting of formaldehyde, trioxane, paraformaldehyde and acetaldehyde. The polycarbonate resin composition according to claim 1, which is a resin obtained by reacting at least one aldehyde selected from the above in the presence of an acid catalyst. 3. The polycarbonate resin composition according to claim 1 or 2, wherein the sulfoxide compound is a compound represented by the following general formula (1) or (2). Embedded image (In the formula, R ¹ , R ² , R ³ and R ⁵ are respectively C1 to C3.
0, an alkyl group, a cycloalkyl group, an alkenyl group,
Aryl group, arylalkyl group, arylalkenyl group, acylalkyl group, alkoxyalkyl group, arylalkoxyalkenyl group, arylalkoxyalkyl group, alkoxy group, alkoxycarbonyl group or pyridyl group, aryl group, arylalkyl group, arylalkenyl group, a nuclear-substituted group in the arylalkoxy alkenyl group and arylalkoxy group, an alkyl group of C1 -4, halogen group, -NO ₂ group,
It may have a —NH ₂ group, a —COOH group, a —COOCH ₃ group, a —OH group or a —OCH ₃ group, and an acylalkyl group, an alkoxyalkyl group, an arylalkoxyalkenyl group and an arylalkoxyalkyl group are each an acyl group. A plurality of groups, alkoxy groups or arylalkoxy groups may be present on the alkyl or alkenyl trunk, and R ¹ and R ² and R ³ and R ⁵ may be linked by a covalent bond, R ⁴ Is a C1-15 alkylene group, an alkenylene group or an arylene group, and the nucleus of the arylene group has a C1-4 alkyl group as a substituent,
A halogen group, -NO ₂ group, -NH ₂ group, -COOH group, -
It can have a COOCH ₃ group, an —OH group or a —OCH ₃ group, and n is an integer of 1 to 100. ) 4. The sulfone compound has the following general formula (3):
The polycarbonate resin composition according to any one of claims 1 to 3, which is a compound represented by (4) or (5). Embedded image (In the formula, R ⁶ , R ⁷ , R ⁸ and R ¹⁰ are each C1 to
30 is an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an arylalkyl group, an arylalkenyl group, an acylalkyl group, an alkoxyalkyl group, an arylalkoxyalkenyl group or an arylalkoxyalkyl group, which is an aryl group or an arylalkyl group. , An arylalkenyl group, an arylalkoxyalkenyl group, and an arylalkoxyalkyl group as a substituent have a C1-4 alkyl group, a halogen group, or -NO as a substituent.
₂ groups, —NH ₂ group, —OH group or —OCH ₃ group, and the acylalkyl group, the alkoxyalkyl group, the arylalkoxyalkenyl group and the arylalkoxyalkyl group are respectively an acyl group, an alkoxy group or an aryl group. The alkyl or alkenyl trunk may have a plurality of alkoxy groups, and R ⁶ and R ⁷ and R ⁸ and R ¹⁰ may be bonded by a covalent bond, and R ⁹ and
R ¹¹ and R ¹² are a C1-15 alkylene group, an alkenylene group, or an arylene group, and the nucleus of the arylene group has a C1-4 alkyl group, a halogen group, a -NO ₂ group, or -NH as a substituent. ₂ groups, -OH group or -OCH ₃
It can have a group, and m is an integer of 1 to 100. )