JP2024031197A - Resin composition and optical member - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a resin composition which has an appropriate refractive index and an Abbe number, and is excellent in transparency, heat resistance, moist heat resistance and low water absorption property, and an optical member formed from the same.

SOLUTION: A resin composition contains a polycarbonate resin including 35 to 85 mol% of a repeating unit (a-1) represented by the following formula (1) in the total repeating units, and an acrylic resin having a glass transition temperature of 110 to 160°C, wherein a weight ratio of the polycarbonate resin and the acrylic resin is 99:1 to 55:45. (In formula (1), W represents an alkylene group having 1 to 20 carbon atoms or a cycloalkylene group having 6 to 20 carbon atoms, R₁ represents a branched or straight chain alkyl group having 1 to 20 carbon atoms or a cycloalkyl group which may have a substituent and has 6 to 20 carbon atoms, and m represents an integer of 0 to 10.)

SELECTED DRAWING: None

COPYRIGHT: (C)2024,JPO&INPIT

Description

The present invention relates to a resin composition having an appropriate refractive index and Abbe number and excellent transparency, heat resistance, moist heat resistance, and low water absorption, and an optical member formed from the resin composition.

Imaging modules are used in cameras, video cameras, mobile phones with cameras, videophones, doorbells with cameras, and the like. In recent years, there has been a particular demand for miniaturization of optical systems used in imaging modules. As optical systems become smaller, chromatic aberration in the optical system becomes a major problem. Therefore, by combining an optical lens material that has a high refractive index and a small Abbe number to achieve high dispersion, and an optical lens material that has a low refractive index and a large Abbe number to achieve low dispersion, it is possible to reduce chromatic aberration. It is known that it is possible to perform corrections for

In recent years, the types of optical elements used in photographic modules have increased, and there has been a strong demand for resins for optical lenses having variously balanced refractive indexes and Abbe numbers. However, regarding optical lens materials that have low refractive index and large Abbe number to achieve low dispersion, there are few reports on thermoplastic resins that are well-balanced with heat resistance.

Conventionally, acrylic resins, polycarbonate resins (hereinafter sometimes referred to as PC), and the like are known as transparent resins for lenses. Acrylic resin has a low refractive index and a high Abbe number, while PC generally has a high refractive index and many have a low Abbe number. Therefore, a mixture of acrylic resin and PC is considered to achieve optical balance, but it is known that a mixture of acrylic resin and PC is essentially incompatible and produces an opaque material. For example, Patent Document 1 shows that a mixture of PC and acrylic resin is opaque and does not exhibit the physical properties of both polymers.

In order to solve these problems, resin compositions using polycarbonate resin having a special structure and acrylic resin have been reported (Patent Documents 2 and 3). However, according to studies by the present inventors, it has been found that it is difficult for the resin compositions described in patent documents to achieve both optical properties and heat resistance to a high degree. Furthermore, it has a high water absorption rate, which causes problems with water absorption expansion when used as an optical member and deterioration during moist heat tests. Therefore, there have been no reports of compositions of polycarbonate resin and acrylic resin that have an appropriate refractive index and Abbe number, and that are highly compatible with transparency, heat resistance, moist heat resistance, and low water absorption. It had not been done.

US Patent No. 4319003 Japanese Patent Application Publication No. 2015-232091 JP 2019-104872 Publication

An object of the present invention is to provide a resin composition that has an appropriate refractive index and Abbe number and is excellent in transparency, heat resistance, moist heat resistance, and low water absorption, and an optical member formed from the resin composition. .

As a result of intensive research, the present inventors found that by containing a specific ring structure in a specific ratio in polycarbonate resin and mixing it with a specific acrylic resin, it has an appropriate refractive index and Abbe number, and has transparency. The present inventors have found that a resin composition can be obtained that has excellent properties such as heat resistance, heat-and-moisture resistance, and low water absorption, and have completed the present invention.
That is, according to the present invention, the objects of the invention are achieved as follows.

1. A resin composition comprising a polycarbonate resin containing 35 to 85 mol% of the repeating unit (a-1) represented by the following formula (1) in all repeating units, and an acrylic resin having a glass transition temperature of 110°C to 160°C. A resin composition in which the weight ratio of polycarbonate resin to acrylic resin is 99:1 to 55:45.

(In the formula, W represents an alkylene group having 1 to 20 carbon atoms or a cycloalkylene group having 6 to 20 carbon atoms, and R ₁ is a branched or straight-chain alkyl group having 1 to 20 carbon atoms, or has a substituent. represents a cycloalkyl group having 6 to 20 carbon atoms, and m represents an integer of 0 to 10.)

2. 1. The resin composition according to item 1, further comprising carbodiimide, wherein the carbodiimide content is 0.001 to 20 parts by weight based on 100 parts by weight of the polycarbonate resin and acrylic resin.
3. 2. The resin composition according to item 2, wherein the carbodiimide has a molecular weight of 150 to 13,000.
4. The resin composition according to any one of items 1 to 3 above, which has an Abbe number of 35 to 60.
5. 5. The resin composition according to any one of items 1 to 4 above, which has a glass transition temperature of 130 to 160°C.
6. The resin composition according to any one of items 1 to 5 above, which has a refractive index of 1.450 to 1.600.
7. 7. The resin composition according to any one of items 1 to 6 above, which has a saturated water absorption rate of 1.5% or less.
8. An optical member formed from the resin composition according to any one of items 1 to 7 above.
9. The optical member according to item 8 above, which is an optical lens.

The present invention has a polycarbonate resin that contains a specific ring structure and is mixed with a specific acrylic resin, so that it has an appropriate refractive index and Abbe number, and has excellent transparency, heat resistance, moist heat resistance, and low water absorption. It has now become possible to provide a resin composition with improved characteristics. Therefore, its industrial effects are exceptional.

The present invention will be explained in detail below.

[Polycarbonate resin]
The polycarbonate resin in the present invention is a polycarbonate resin containing 35 to 85 mol% of the repeating unit (a-1) represented by the following formula among all repeating units.

(In the formula, W represents an alkylene group having 1 to 20 carbon atoms or a cycloalkylene group having 6 to 20 carbon atoms, and R ₁ is a branched or straight-chain alkyl group having 1 to 20 carbon atoms, or has a substituent. represents a cycloalkyl group having 6 to 20 carbon atoms, and m represents an integer of 0 to 10.)

W is preferably an alkylene group having 1 to 12 carbon atoms or a cycloalkylene group having 6 to 10 carbon atoms, more preferably an alkylene group having 1 to 8 carbon atoms, and even more preferably an alkylene group having 1 to 4 carbon atoms. R ₁ is preferably a branched or straight-chain alkyl group having 1 to 12 carbon atoms, more preferably a branched or straight-chain alkyl group having 1 to 8 carbon atoms, and preferably a branched or straight-chain alkyl group having 1 to 4 carbon atoms. More preferred. m is preferably an integer of 0 to 6, more preferably an integer of 0 to 4, and even more preferably an integer of 0 to 2.

The repeating unit (a-1) represented by the above formula (a-1) is derived from a diol having a spiro ring structure. Examples of diol compounds having such a spiro ring structure include 3,9-bis(2-hydroxyethyl)-2,4,8,10-tetraoxaspiro(5.5)undecane, 3,9-bis( 2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro(5.5)undecane, 3,9-bis(2-hydroxy-1,1-diethylethyl)-2, 4,8,10-tetraoxaspiro(5.5) undecane, 3,9-bis(2-hydroxy-1,1-dipropylethyl)-2,4,8,10-tetraoxaspiro(5.5) ) Examples include alicyclic diol compounds such as undecane.
Among them, 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro(5.5)undecane is preferably used.

The polycarbonate resin used in the resin composition of the present invention contains 35 to 85 mol% of the repeating unit (a-1) represented by the above formula (a-1), and 36 to 80 mol% of the total repeating units. It is more preferable to contain 38 to 75 mol%, and particularly preferably 40 to 70 mol%. When the repeating unit (a-1) is within the above range, the resin composition will not become cloudy due to phase separation during extrusion or molding in a resin composition with an acrylic resin, and crystals will not form during polymerization of the polycarbonate resin. It is preferable because it can be easily polymerized without causing any chemical reaction.

In the present invention, repeating units constituting copolymerization structural units other than repeating unit (a-1) include repeating units derived from various diol compounds.

Examples of aliphatic diol compounds include 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, 1.9-nonanediol, 1 , 10-decanediol, 1,12-dodecanediol, 2-methyl-1,3-propanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-n-butyl-2-ethyl-1 , 3-propanediol, 2,2-diethyl-1,3-propanediol, 2,4-diethyl-1,5-pentanediol, 1,2-hexane glycol, 1,2-octyl glycol, 2-ethyl- Examples include 1,3-hexanediol, 2,3-diisobutyl-1,3-propanediol, 2,2-diisoamyl-1,3-propanediol, 2-methyl-2-propyl-1,3-propanediol, etc. 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, and 1,12-dodecanediol are preferably used.

Examples of alicyclic diol compounds include cyclohexanediols such as 1,2-cyclohexanediol, 1,3-cyclohexanediol, 1,4-cyclohexanediol, and 2-methyl-1,4-cyclohexanediol, and 1,2-cyclohexane. Dimethanol, cyclohexanedimethanols such as 1,3-cyclohexanedimethanol and 1,4-cyclohexanedimethanol, norbornane dimethanols such as 2,3-norbornane dimethanol and 2,5-norbornane dimethanol, tricyclode Candimethanol, pentacyclopentadecane dimethanol, 1,3-adamantanediol, 2,2-adamantanediol, decalin dimethanol, 2,2,4,4-tetramethyl-1,3-cyclobutanediol, isosorbide, etc. , cyclohexanedimethanols, 4,4-tetramethyl-1,3-cyclobutanediol, and isosorbide are preferably used.

Examples of aromatic dihydroxy compounds include α,α'-bis(4-hydroxyphenyl)-m-diisopropylbenzene (bisphenol M), 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene, 9,9 -bis(4-(2-hydroxyethoxy)-3-methylphenyl)fluorene, 9,9-bis(4-(2-hydroxyethoxy)-3-cyclohexylphenyl)fluorene, 9,9-bis(4-( 2-Hydroxyethoxy)-3-phenylphenyl)fluorene, 9,9-bis(4-hydroxyphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4 Examples include -hydroxy-3-cyclohexylphenyl)fluorene, 9,9-bis(4-hydroxy-3-phenylphenyl)fluorene, and 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene, 9 ,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 1,1-bis(4-hydroxyphenyl)cyclohexane , 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (bisphenol TMC), 4,4'-dihydroxy-3,3'-dimethyldiphenyl sulfide, bisphenol A, 2,2-bis (4-hydroxy-3-methylphenyl)propane (bisphenol C), 2,2-bis(4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane (bisphenol AF), and 1 , 1-bis(4-hydroxyphenyl)decane, etc., 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene , 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (bisphenol TMC) and bisphenol A are preferably used.

The repeating units constituting the copolymerization structural units other than the repeating unit (a-1) are preferably repeating units derived from aromatic dihydroxy compounds.

(Production method of polycarbonate resin)
Polycarbonate resins are produced by reaction methods known per se for producing conventional polycarbonate resins, such as a method in which a diol component is reacted with a carbonate precursor such as a carbonic acid diester. Next, basic means for these manufacturing methods will be briefly explained.

The transesterification reaction using a carbonate diester as a carbonate precursor is carried out by stirring a predetermined proportion of a diol component with a carbonate diester under an inert gas atmosphere while heating, and distilling the resulting alcohol or phenol. The reaction temperature varies depending on the boiling point of the alcohol or phenol produced, but is usually in the range of 120 to 300°C. The reaction is completed under reduced pressure from the initial stage to distill out the alcohol or phenol produced. Further, a terminal capping agent, an antioxidant, etc. may be added as necessary.

Examples of the carbonic diester used in the transesterification reaction include esters of optionally substituted aryl groups and aralkyl groups having 6 to 12 carbon atoms. Specific examples include diphenyl carbonate, ditolyl carbonate, bis(chlorophenyl) carbonate, and m-cresyl carbonate. Among them, diphenyl carbonate is particularly preferred. The amount of diphenyl carbonate used is preferably 0.97 to 1.10 mol, more preferably 1.00 to 1.06 mol, per 1 mol of the dihydroxy compound in total.

In the melt polymerization method, a polymerization catalyst can be used to speed up the polymerization rate, and examples of such polymerization catalysts include alkali metal compounds, alkaline earth metal compounds, nitrogen-containing compounds, and metal compounds.

As such compounds, organic acid salts, inorganic salts, oxides, hydroxides, hydrides, alkoxides, quaternary ammonium hydroxides, etc. of alkali metals and alkaline earth metals are preferably used. They can be used alone or in combination.

Alkali metal compounds include sodium hydroxide, potassium hydroxide, cesium hydroxide, lithium hydroxide, sodium hydrogen carbonate, sodium carbonate, potassium carbonate, cesium carbonate, lithium carbonate, sodium acetate, potassium acetate, cesium acetate, lithium acetate, Sodium stearate, potassium stearate, cesium stearate, lithium stearate, sodium borohydride, sodium benzoate, potassium benzoate, cesium benzoate, lithium benzoate, disodium hydrogen phosphate, dipotassium hydrogen phosphate, phosphorus Examples include dilithium oxyhydrogen, disodium phenylphosphate, disodium salt, dipotassium salt, dicesium salt, dilithium salt of bisphenol A, sodium salt, potassium salt, cesium salt, and lithium salt of phenol.

Examples of alkaline earth metal compounds include magnesium hydroxide, calcium hydroxide, strontium hydroxide, barium hydroxide, magnesium carbonate, calcium carbonate, strontium carbonate, barium carbonate, magnesium diacetate, calcium diacetate, strontium diacetate, and diacetic acid. Examples include barium, barium stearate, and the like.

Examples of nitrogen-containing compounds include quaternary ammonium hydroxides having alkyl or aryl groups, such as tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, and trimethylbenzylammonium hydroxide. Can be mentioned. Further examples include tertiary amines such as triethylamine, dimethylbenzylamine and triphenylamine, and imidazoles such as 2-methylimidazole, 2-phenylimidazole and benzimidazole. Further, bases or basic salts such as ammonia, tetramethylammonium borohydride, tetrabutylammonium borohydride, tetrabutylammonium tetraphenylborate, and tetraphenylammonium tetraphenylborate are exemplified.

Examples of the metal compound include zinc aluminum compounds, germanium compounds, organic tin compounds, antimony compounds, manganese compounds, titanium compounds, and zirconium compounds. These compounds may be used alone or in combination of two or more.

The amount of these polymerization catalysts used is preferably 1 x 10 ^-9 to 1 x 10 ^-2 equivalents, more preferably 1 x 10 ^-8 to 1 x 10 ^-5 equivalents, and even more preferably 1 x 10 -5 equivalents per mole of the diol component. It is selected in the range of ×10 ⁻⁷ to 1×10 ⁻³ equivalents.

Moreover, a catalyst deactivator can also be added in the latter stage of the reaction. As the catalyst deactivator to be used, known catalyst deactivators are effectively used, and among these, ammonium salts and phosphonium salts of sulfonic acid are preferred. Further preferred are salts of dodecylbenzenesulfonic acid such as tetrabutylphosphonium dodecylbenzenesulfonate, and salts of paratoluenesulfonic acid such as tetrabutylammonium paratoluenesulfonic acid.

In addition, as esters of sulfonic acid, methyl benzenesulfonate, ethyl benzenesulfonate, butyl benzenesulfonate, octyl benzenesulfonate, phenyl benzenesulfonate, methyl para-toluenesulfonate, ethyl para-toluenesulfonate, butyl para-toluenesulfonate, Octyl para-toluenesulfonate, phenyl para-toluenesulfonate, etc. are preferably used. Among them, dodecylbenzenesulfonic acid tetrabutylphosphonium salt is most preferably used.

When at least one polymerization catalyst selected from alkali metal compounds and/or alkaline earth metal compounds is used, the amount of these catalyst deactivators used is preferably 0.5 to 50 mol per mol of the catalyst. It can be used in a proportion, more preferably in a proportion of 0.5 to 10 mol, still more preferably in a proportion of 0.8 to 5 mol.

(Specific viscosity: η _SP )
The specific viscosity (η _SP ) of the polycarbonate resin used in the resin composition of the present invention is preferably 0.15 to 1.5. When the specific viscosity is in the range of 0.15 to 1.5, the strength and moldability of the molded article will be good. It is more preferably from 0.18 to 1.2, even more preferably from 0.19 to 1.0, particularly preferably from 0.20 to 0.5.

The specific viscosity in the present invention is determined from a solution of 0.7 g of polycarbonate resin dissolved in 100 ml of methylene chloride at 20° C. using an Ostwald viscometer.
Specific viscosity (η _SP )=(t−t ₀ )/t ₀
[ _t0 is the number of seconds that methylene chloride falls, t is the number of seconds that the sample solution falls]

Note that specific viscosity can be measured, for example, in the following manner. First, polycarbonate resin is dissolved in 20 to 30 times its weight of methylene chloride, and the soluble content is collected by filtration through Celite.The solution is removed and thoroughly dried to obtain a solid of the methylene chloride soluble content. The specific viscosity at 20° C. of a solution of 0.7 g of the solid dissolved in 100 ml of methylene chloride is determined using an Ostwald viscometer.

[acrylic resin]
The acrylic resin used in the resin composition of the present invention has a glass transition temperature (Tg) of 110 to 160°C, more preferably 112 to 150°C, and even more preferably 114 to 140°C. When Tg is within the above range, heat resistance stability and moldability are good, and it is preferable for use in optical members.

The glass transition temperature (Tg) is measured using a 2910 DSC manufactured by TA Instruments Japan Co., Ltd. at a temperature increase rate of 20° C./min.

Although the structure of the acrylic resin used in the resin composition of the present invention is not particularly limited, it is preferable that the acrylic resin contains a structural unit derived from a (meth)acrylic acid ester monomer. (Meth)acrylate monomers include methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, and (meth)acrylate. ) Alkyl (meth)acrylates such as cyclohexyl acrylate and isobornyl (meth)acrylate; (2-hydroxyethyl) (meth)acrylate, (2-hydroxypropyl) (meth)acrylate, (meth)acrylic acid Hydroxyalkyl (meth)acrylates such as (2-hydroxy-2-methylpropyl); (meth)acrylics such as (meth)acrylate (2-methoxyethyl) and (meth)acrylate (2-ethoxyethyl) Acid alkoxyalkyl; (meth)acrylic acid esters having an aromatic ring such as benzyl (meth)acrylate and phenyl (meth)acrylate; and phospholipid-like functional groups such as 2-(meth)acryloyloxyethylphosphorylcholine Examples include (meth)acrylic esters having the following, but from the viewpoint of physical property balance, it is preferable to use alkyl methacrylate alone or to use alkyl methacrylate and alkyl acrylate together.

The acrylic resin used in the resin composition of the present invention is a structural unit introduced by copolymerizing the (meth)acrylic acid ester monomer (meth)acrylic monomer with other monomers in order to improve heat resistance. It is preferable to have. Examples of such other monomers include styrenic monomers such as styrene, vinyltoluene, α-methylstyrene, α-hydroxymethylstyrene, and α-hydroxyethylstyrene; and N-vinylpyrrolidone and N-vinylcarbazole. Nitrogen heterocyclic vinyl compounds; vinyl nitriles such as acrylonitrile and methacrylonitrile; vinyl alcohols such as methallyl alcohol and allyl alcohol; olefins such as ethylene, propylene, and 4-methyl-1-pentene; vinyl acetate, 2 -Hydroxymethyl-1-butene, methyl vinyl ketone and the like, styrene monomers and nitrogen-containing heterocyclic vinyl compounds are preferred, and styrene monomers are more preferred. Furthermore, the aromatic ring of the above structure may be hydrogenated. These other monomers (constituent units) may contain only one type or may contain two or more types. The amount of other monomers (constituent units) in the (meth)acrylic polymer is, for example, 5 mol% or more, preferably 10 mol% or more.

The acrylic resin used in the resin composition of the present invention may have a ring structure in its main chain. Examples of the main chain ring structure include a lactone ring structure, a glutaric anhydride structure, a glutarimide structure, a structure derived from maleic anhydride, and a structure derived from N-substituted maleimide.

The molecular weight of the acrylic resin is not particularly limited, but if the weight average molecular weight is in the range of 30,000 or more and 300,000 or less, appearance defects such as flow unevenness will not occur during molding, and mechanical properties will be improved. , it is possible to provide a composition with excellent heat resistance.

The acrylic resin used in the resin composition of the present invention preferably has a specific viscosity in the range of 0.12 to 0.55. If the specific viscosity is less than the above lower limit, the molded product may become brittle. If the specific viscosity is higher than the above upper limit, the melt viscosity of the resin may become high and the moldability may be poor.

[Carbodiimide]
The carbodiimide suitably used in the resin composition of the present invention is not particularly limited as long as it is a compound having a "-N=C=N-" structure in its molecule. Examples of carbodiimide compounds include monocarbodiimide compounds, polycarbodiimide compounds, cyclic carbodiimide compounds, etc., which are generally widely known, and any of them can be used. Carbodiimide compounds are described, for example, in JP-A-9-309871, JP-A-9-249801, JP-A-9-208649, JP-A-9-296097, JP-A-8-81533, JP-A-8-27092, JP-A-9-136869, 9-124582, JP 9-188807, JP 2005-82642, JP 2005-53870, JP 2012-36392, JP 2010-163203, JP 2011-174094, WO2008/072514, WO2010/071211, JP Examples include those described in JP-A No. 2012-81759, JP-A No. 2012-52014, and JP-A No. 2012-7079.

The molecular weight of the carbodiimide is preferably 150 or more, more preferably 185 or more, even more preferably 200 or more. Within this range, good storage stability can be obtained in addition to improved moist heat resistance. Further, the molecular weight of the carbodiimide is preferably 13,000 or less, more preferably 8,000 or less, and still more preferably 4,000 or less. This range is preferable because it has excellent compatibility with polycarbonate resins and acrylic resins and excellent transparency when molded.

In addition, in this specification, when carbodiimide is a polymer, the molecular weight of carbodiimide shall mean "mass average molecular weight." Here, the mass average molecular weight of carbodiimide is the mass average molecular weight in terms of polystyrene measured by gel permeation chromatography (GPC) method. Specifically, the mass average molecular weight of carbodiimide in terms of polystyrene is measured by the gel permeation chromatography (GPC) method. Using LC-9A/RID-6A manufactured by Shimadzu Corporation, Shodex K-800P/K-804L/K-804L manufactured by Showa Denko Co., Ltd. as a column, and chloroform etc. as a mobile phase, the column temperature was 40°C. It can be calculated using a standard polystyrene calibration curve.

As the carbodiimide, any of monocarbodiimide, polycarbodiimide and cyclic carbodiimide can be used, but cyclic carbodiimide and polycarbodiimide are more preferred.

As the polycarbodiimide, commercially available products may be used, such as aliphatic polycarbodiimide ("HMV-8CA", "LA-1" manufactured by Nisshinbo Chemical Co., Ltd.), carbodiimide-modified isocyanate ("Carbodilite V-05" manufactured by Nisshinbo Chemical Co., Ltd.) ). Among these, aliphatic polycarbodiimides ("HMV-8CA" and "LA-1" manufactured by Nisshinbo Chemical Co., Ltd.) are preferred.

Examples of the cyclic carbodiimide include the cyclic carbodiimide described in Japanese Patent No. 5484356.

[Method for manufacturing resin composition]
The resin composition of the present invention is preferably prepared by blending a polycarbonate resin and an acrylic resin in a molten state. As a method for blending in a molten state, an extruder is generally used, and the molten resin is kneaded and pelletized at a temperature of 200 to 320°C, preferably 220 to 300°C, more preferably 230 to 290°C. Thereby, pellets of the resin composition in which both resins are uniformly blended are obtained. The structure of the extruder, the structure of the screw, etc. are not particularly limited. If the temperature of the molten resin in the extruder exceeds the above upper limit, the resin may be colored or thermally decomposed. On the other hand, if the resin temperature is below the above lower limit, the resin viscosity may be too high and the extruder may be overloaded.

[Weight ratio]
The weight ratio of polycarbonate resin and acrylic resin is in the range of 99:1 to 55:45, and they can be mixed arbitrarily within that range. The range is more preferably 97:3 to 58:42, and even more preferably 95:5 to 60:40. By setting it within the above range, a resin composition excellent in heat resistance, optical properties, and low water absorption can be obtained.

Further, carbodiimide is preferably mixed in an amount of 0.001 to 20 parts by weight based on a total of 100 parts by weight of the polycarbonate resin and acrylic resin. It is more preferably in the range of 0.002 to 15 parts by weight, still more preferably in the range of 0.005 to 10 parts by weight, even more preferably in the range of 0.01 to 5 parts by weight, and particularly preferably in the range of 0.01 to 5 parts by weight. It ranges from .015 to 2 parts by weight, most preferably from 0.02 to 1 part by weight.

[Refractive index]
The refractive index of the resin composition of the present invention is preferably 1.450 to 1.600, more preferably 1.460 to 1.580, even more preferably 1.470 to 1.570, It is particularly preferably between 1.480 and 1.560, and most preferably between 1.490 and 1.550.

[Abbe number]
The Abbe number of the resin composition of the present invention is preferably from 35 to 60, more preferably from 38 to 55, even more preferably from 40 to 50. Here, the Abbe number is calculated from the refractive index at temperature: 20°C and wavelength: 486.13 nm, 587.56 nm, and 656.27 nm using the following formula:
νd=(nd-1)/(nF-nC)
nd: refractive index at wavelength 587.56 nm,
nF: refractive index at a wavelength of 486.13 nm,
nC: means the refractive index at a wavelength of 656.27 nm.

[Glass-transition temperature]
The glass transition temperature of the resin composition of the present invention is preferably 130 to 160°C, more preferably 132 to 155, and even more preferably 135 to 150. The glass transition temperature (Tg) is measured using a 2910 DSC manufactured by TA Instruments Japan Co., Ltd. at a temperature increase rate of 20° C./min.

[Saturated water absorption rate]
The saturated water absorption rate of the resin composition of the present invention is preferably 1.5% or less, more preferably 1.2% or less, even more preferably 1.0% or less, and 0.8% The following is particularly preferable. It is preferable that the water absorption rate is less than or equal to the above upper limit because water absorption expansion when used as an optical member and deterioration during a moist heat test can be reduced. The lower limit of the water absorption rate is not particularly limited, but may be 0.1% or more.

[Additive]
The resin composition of the present invention may include heat stabilizers, plasticizers, light stabilizers, polymerized metal deactivators, flame retardants, lubricants, antistatic agents, surfactants, antibacterial agents, ultraviolet absorbers, etc., depending on the purpose and necessity. Additives such as a mold release agent, a mold release agent, and a coloring agent can be added.

(thermal stabilizer)
It is particularly preferable that the resin composition of the present invention contains a heat stabilizer in order to suppress a decrease in molecular weight and deterioration of hue during extrusion and molding. Examples of the heat stabilizer include phosphorus-based heat stabilizers, phenol-based heat stabilizers, and sulfur-based heat stabilizers, and one type of these can be used alone or two or more types can be used in combination. It is preferable to incorporate a phosphite compound as the phosphorus stabilizer. Examples of the phosphite compound include pentaerythritol type phosphite compounds, phosphite compounds that react with dihydric phenols and have a cyclic structure, and phosphite compounds having other structures.

Specifically, the above pentaerythritol type phosphite compounds include, for example, distearyl pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl) pentaerythritol diphosphite, bis(2,6 -di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite, bis(2,6-di-tert-butyl-4-ethylphenyl) pentaerythritol diphosphite, phenylbisphenol A pentaerythritol diphosphite, Examples include bis(nonylphenyl)pentaerythritol diphosphite, dicyclohexylpentaerythritol diphosphite, and among them, distearylpentaerythritol diphosphite and bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite are preferred. Erythritol diphosphite is mentioned.

Examples of the phosphite compound having a cyclic structure that reacts with the above dihydric phenols include 2,2'-methylenebis(4,6-di-tert-butylphenyl) (2,4-di-tert-butylphenyl) ) phosphite, 2,2'-methylenebis(4,6-di-tert-butylphenyl)(2-tert-butyl-4-methylphenyl)phosphite, 2,2'-methylenebis(4-methyl-6- tert-butylphenyl) (2-tert-butyl-4-methylphenyl) phosphite, 2,2'-ethylidenebis(4-methyl-6-tert-butylphenyl) (2-tert-butyl-4-methylphenyl) ) phosphite, 2,2'-methylene-bis-(4,6-di-t-butylphenyl)octyl phosphite, 6-tert-butyl-4-[3-[(2,4,8,10) Examples include -tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]propyl]-2-methylphenol.

Examples of phosphite compounds having other structures mentioned above include triphenyl phosphite, tris(nonylphenyl) phosphite, tridecyl phosphite, trioctyl phosphite, triotadecyl phosphite, and didecylmonophenyl phosphite. , dioctyl monophenyl phosphite, diisopropyl monophenyl phosphite, monobutyl diphenyl phosphite, monodecyl diphenyl phosphite, monooctyldiphenyl phosphite, 2,2-methylenebis(4,6-di-tert-butylphenyl)octyl phosphite phyto, tris (diethylphenyl) phosphite, tris (di-iso-propylphenyl) phosphite, tris (di-n-butylphenyl) phosphite, tris (2,4-di-tert-butylphenyl) phosphite, and tris(2,6-di-tert-butylphenyl) phosphite.

In addition to various phosphite compounds, examples include phosphate compounds, phosphonite compounds, and phosphonate compounds.

Phosphate compounds include tributyl phosphate, trimethyl phosphate, tricresyl phosphate, triphenyl phosphate, trichlorophenyl phosphate, triethyl phosphate, diphenyl cresyl phosphate, diphenyl monoorthoxenyl phosphate, tributoxyethyl phosphate, dibutyl phosphate, dioctyl phosphate, Examples include diisopropyl phosphate, and triphenyl phosphate and trimethyl phosphate are preferred.

Examples of phosphonite compounds include tetrakis(2,4-di-tert-butylphenyl)-4,4'-biphenylene diphosphonite, tetrakis(2,4-di-tert-butylphenyl)-4,3'-biphenylene diphosphonite, Phosphonite, Tetrakis(2,4-di-tert-butylphenyl)-3,3'-biphenylene diphosphonite, Tetrakis(2,6-di-tert-butylphenyl)-4,4'-biphenylene diphosphonite , Tetrakis(2,6-di-tert-butylphenyl)-4,3'-biphenylene diphosphonite, Tetrakis(2,6-di-tert-butylphenyl)-3,3'-biphenylene diphosphonite, Bis (2,4-di-tert-butylphenyl)-4-phenyl-phenylphosphonite, bis(2,4-di-tert-butylphenyl)-3-phenyl-phenylphosphonite, bis(2,6-di-tert-butylphenyl)-4-phenyl-phenylphosphonite, -n-butylphenyl)-3-phenyl-phenylphosphonite, bis(2,6-di-tert-butylphenyl)-4-phenyl-phenylphosphonite, bis(2,6-di-tert-butylphenyl) -3-phenyl-phenylphosphonite etc., tetrakis(di-tert-butylphenyl)-biphenylene diphosphonite, bis(di-tert-butylphenyl)-phenyl-phenylphosphonite are preferred, and tetrakis(2, More preferred are 4-di-tert-butylphenyl)-biphenylene diphosphonite and bis(2,4-di-tert-butylphenyl)-phenyl-phenylphosphonite. Such a phosphonite compound can be used in combination with a phosphite compound having an aryl group in which two or more alkyl groups are substituted.

Examples of the phosphonate compound include dimethyl benzenephosphonate, diethyl benzenephosphonate, and dipropyl benzenephosphonate.

Among the above phosphorus-based heat stabilizers, trisnonylphenyl phosphite, trimethyl phosphate, tris(2,4-di-tert-butylphenyl) phosphite, bis(2,4-di-tert-butylphenyl) pentaerythritol The diphosphite bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite is preferably used.

The above-mentioned phosphorus-based heat stabilizers can be used alone or in combination of two or more. The phosphorus heat stabilizer is preferably blended in an amount of 0.001 to 1 part by weight, more preferably 0.01 to 0.5 part by weight, and even more preferably 0.01 to 0.3 part by weight per 100 parts by weight of the resin composition. be done.

In the resin composition of the present invention, a hindered phenol-based heat stabilizer or a sulfur-based heat stabilizer is added to a phosphorus-based heat stabilizer for the purpose of suppressing molecular weight reduction and hue deterioration during extrusion and molding. It can also be added in combination with stabilizers.

The hindered phenol heat stabilizer is not particularly limited as long as it has an antioxidant function, but for example, n-octadecyl-3-(4'-hydroxy-3',5'-di-t- butylphenyl) propionate, tetrakis {methylene-3-(3',5'-di-t-butyl-4-hydroxyphenyl) propionate}methane, distearyl (4-hydroxy-3-methyl-5-t-butylbenzyl) ) malonate, triethylene glycol-bis{3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate}, 1,6-hexanediol-bis{3-(3,5-di-t- butyl-4-hydroxyphenyl)propionate}, pentaerythrityl-tetrakis{3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate}, 2,2-thiodiethylenebis{3-(3, 5-di-t-butyl-4-hydroxyphenyl)propionate}, 2,2-thiobis(4-methyl-6-t-butylphenol), 1,3,5-trimethyl-2,4,6-tris(3 , 5-di-t-butyl-4-hydroxybenzyl)benzene, tris(3,5-di-t-butyl-4-hydroxybenzyl)-isocyanurate, 2,4-bis{(octylthio)methyl}-o -Cresol, isooctyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, 2,5,7,8-tetramethyl-2(4',8',12'-trimethyltridecyl) ) Chroman-6-ol, 3,3',3",5,5',5"-hexa-t-butyl-a,a',a"-(mesitylene-2,4,6-tolyl)tri- Examples include p-cresol.

Among these, n-octadecyl-3-(4'-hydroxy-3',5'-di-t-butylphenyl)propionate, pentaerythrityl-tetrakis {3-(3,5-di-t-butyl -4-hydroxyphenyl)propionate}, 3,3',3",5,5',5"-hexa-t-butyl-a,a',a'-(mesitylene-2,4,6-triyl) Tri-p-cresol, 2,2-thiodiethylenebis{3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate}, and the like are preferred.
These hindered phenol heat stabilizers may be used alone or in combination of two or more.

The hindered phenol heat stabilizer is preferably 0.001 to 1 part by weight, more preferably 0.01 to 0.5 part by weight, and even more preferably 0.01 to 0.3 part by weight per 100 parts by weight of the resin composition. Part is mixed.

Examples of the sulfur-based heat stabilizer include dilauryl-3,3'-thiodipropionic acid ester, ditridecyl-3,3'-thiodipropionic acid ester, dimyristyl-3,3'-thiodipropionic acid ester, and dilauryl-3,3'-thiodipropionic acid ester. Stearyl-3,3'-thiodipropionate, laurylstearyl-3,3'-thiodipropionate, pentaerythritol tetrakis (3-laurylthiopropionate), bis[2-methyl-4-(3 -laurylthiopropionyloxy)-5-tert-butylphenyl] sulfide, octadecyl disulfide, mercaptobenzimidazole, 2-mercapto-6-methylbenzimidazole, 1,1'-thiobis(2-naphthol), etc. . Among the above, pentaerythritol tetrakis (3-laurylthiopropionate) is preferred.
These sulfur-based heat stabilizers may be used alone or in combination of two or more.

The sulfur-based heat stabilizer is preferably blended in 0.001 to 1 part by weight, more preferably 0.01 to 0.5 part by weight, and still more preferably 0.01 to 0.3 part by weight per 100 parts by weight of the resin composition. be done.

When a phosphite-based heat stabilizer, a phenol-based heat stabilizer, and a sulfur-based heat stabilizer are used together, the total amount of these is preferably 0.001 to 1 part by weight, more preferably 0.001 to 1 part by weight, based on 100 parts by weight of the resin composition. It is blended in an amount of .01 to 0.3 parts by weight.

(Release agent)
In order to further improve the releasability from the mold during melt molding, the resin composition of the present invention may contain a mold release agent within a range that does not impair the object of the present invention.

Such mold release agents include higher fatty acid esters of monohydric or polyhydric alcohols, higher fatty acids, paraffin wax, beeswax, olefin waxes, olefin waxes containing carboxyl groups and/or carboxylic acid anhydride groups, silicone oils, Examples include organopolysiloxane.

The higher fatty acid ester is preferably a partial or total ester of a monohydric or polyhydric alcohol having 1 to 20 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms. Examples of such partial or total esters of monohydric or polyhydric alcohols and saturated fatty acids include stearic acid monoglyceride, stearic acid diglyceride, stearic acid triglyceride, stearic acid monosorbitate, stearyl stearate, behenic acid monoglyceride, and behenic acid. Behenyl, pentaerythritol monostearate, pentaerythritol tetrastearate, pentaerythritol tetrapelargonate, propylene glycol monostearate, stearyl stearate, palmityl palmitate, butyl stearate, methyl laurate, isopropyl palmitate, biphenylbiphene -t, sorbitan monostearate, 2-ethylhexyl stearate and the like.
Among these, stearic acid monoglyceride, stearic acid triglyceride, pentaerythritol tetrastearate, and behenyl behenate are preferably used.

As higher fatty acids, saturated fatty acids having 10 to 30 carbon atoms are preferred. Such fatty acids include myristic acid, lauric acid, palmitic acid, stearic acid, behenic acid, and the like.
These mold release agents may be used alone or in combination of two or more. The amount of the mold release agent blended is preferably 0.01 to 5 parts by weight per 100 parts by weight of the resin composition.

(Ultraviolet absorber)
The resin composition of the present invention can contain an ultraviolet absorber. Examples of UV absorbers include benzotriazole-based UV absorbers, benzophenone-based UV absorbers, triazine-based UV absorbers, cyclic iminoester-based UV absorbers, and cyanoacrylate-based UV absorbers, among which benzotriazole-based UV absorbers Agents are preferred.

Examples of benzotriazole-based ultraviolet absorbers include 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(2'-hydroxy-5'-tert-butylphenyl)benzotriazole, and 2-(2'-hydroxy-5'-tert-butylphenyl)benzotriazole. '-Hydroxy-5'-tert-octylphenyl)benzotriazole, 2-(2'-hydroxy-3',5'-di-tert-butylphenyl)benzotriazole, 2-(2'-hydroxy-3', 5'-di-tert-amylphenyl)benzotriazole, 2-(2'-hydroxy-3'-dodecyl-5'-methylphenyl)benzotriazole, 2-(2'-hydroxy-3',5'-bis (α,α'-dimethylbenzyl)phenylbenzotriazole, 2-[2'-hydroxy-3'-(3'',4'',5'',6''-tetraphthalimidomethyl)-5'-methylphenyl]benzotriazole , 2-(2'-hydroxy-3'-tert-butyl-5'-methylphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-3',5'-di-tert-butylphenyl) -5-chlorobenzotriazole, 2,2'methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazol-2-yl)phenol], methyl-3-[3 Benzotriazole ultraviolet absorbers typified by a condensate of -tert-butyl-5-(2H-benzotriazol-2-yl)-4-hydroxyphenylpropionate and polyethylene glycol can be mentioned.

The proportion of the ultraviolet absorber is preferably 0.01 to 2 parts by weight, more preferably 0.1 to 1 part by weight, and even more preferably 0.2 to 0.5 parts by weight based on 100 parts by weight of the resin composition. It is.

(light stabilizer)
The resin composition of the present invention can contain a light stabilizer. Containing a light stabilizer has the advantage of good weather resistance and making it difficult for molded products to crack.

Examples of light stabilizers include 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate, didecanoic acid bis(2,2,6,6-tetramethyl-1-octyloxy-4-piperidinyl) ester, Bis(1,2,2,6,6-pentamethyl-4-piperidinyl)-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]butylmalonate, 2,4- bis[N-butyl-N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-2-yl)amino]-6-(2-hydroxyethylamine)-1,3,5-triazine, Bis(1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate, Methyl(1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate, Bis(2,2,6,6- Tetramethyl-4-piperidyl) carbonate, bis(2,2,6,6-tetramethyl-4-piperidyl) succinate, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, 4 -benzoyloxy-2,2,6,6-tetramethylpiperidine, 4-octanoyloxy-2,2,6,6-tetramethylpiperidine, bis(2,2,6,6-tetramethyl-4-piperidyl) ) diphenylmethane-p,p'-dicarbamate, bis(2,2,6,6-tetramethyl-4-piperidyl)benzene-1,3-disulfonate, bis(2,2,6,6-tetramethyl Hindered amines such as -4-piperidyl) phenyl phosphite, nickel such as nickel bis(octylphenyl sulfide, nickel complex -3,5-di-t-butyl-4-hydroxybenzyl phosphate monoethylate, nickel dibutyl dithiocarbamate, etc.) Examples include complexes. These light stabilizers may be used alone or in combination of two or more. The content of the light stabilizer is preferably 0.001 to 1 part by weight based on 100 parts by weight of the resin composition. More preferably, it is 0.01 to 0.5 part by weight.

(Epoxy stabilizer)
In order to improve hydrolyzability, an epoxy compound can be blended into the resin composition of the present invention within a range that does not impair the purpose of the present invention.

Epoxy stabilizers include epoxidized soybean oil, epoxidized linseed oil, phenyl glycidyl ether, allyl glycidyl ether, t-butylphenyl glycidyl ether, 3,4-epoxycyclohexylmethyl-3',4'-epoxycyclohexyl carboxylate , 3,4-epoxy-6-methylcyclohexylmethyl-3',4'-epoxy-6'-methylcyclohexylcarboxylate, 2,3-epoxycyclohexylmethyl-3',4'-epoxycyclohexylcarboxylate, 4- (3,4-epoxy-5-methylcyclohexyl)butyl-3',4'-epoxycyclohexylcarboxylate, 3,4-epoxycyclohexylethylene oxide, cyclohexylmethyl-3,4-epoxycyclohexylcarboxylate, 3,4-epoxy -6-Methylcyclohexylmethyl-6'-methylsilohexylcarboxylate, bisphenol A diglycidyl ether, tetrabromobisphenol A glycidyl ether, diglycidyl ester of phthalic acid, diglycidyl ester of hexahydrophthalic acid, bis-epoxy dicyclo Pentadienyl ether, bis-epoxyethylene glycol, bis-epoxycyclohexyl adipate, butadiene diepoxide, tetraphenylethylene epoxide, octyl epoxytalate, epoxidized polybutadiene, 3,4-dimethyl-1,2-epoxycyclohexane, 3, 5-dimethyl-1,2-epoxycyclohexane, 3-methyl-5-t-butyl-1,2-epoxycyclohexane, octadecyl-2,2-dimethyl-3,4-epoxycyclohexylcarboxylate, N-butyl-2 , 2-dimethyl-3,4-epoxycyclohexylcarboxylate, cyclohexyl-2-methyl-3,4-epoxycyclohexylcarboxylate, N-butyl-2-isopropyl-3,4-epoxy-5-methylcyclohexylcarboxylate, Octadecyl-3,4-epoxycyclohexylcarboxylate, 2-ethylhexyl-3',4'-epoxycyclohexylcarboxylate, 4,6-dimethyl-2,3-epoxycyclohexyl-3',4'-epoxycyclohexylcarboxylate, 4,5-epoxytetrahydrophthalic anhydride, 3-t-butyl-4,5-epoxytetrahydrophthalic anhydride, diethyl-4,5-epoxy-cis-1,2-cyclohexyldicarboxylate, di-n-butyl -3-t-butyl-4,5-epoxy-cis-1,2-cyclohexyldicarboxylate and the like. Bisphenol A diglycidyl ether is preferred from the viewpoint of compatibility.

Such an epoxy stabilizer is preferably 0.0001 to 5 parts by weight, more preferably 0.001 to 1 part by weight, even more preferably 0.005 to 0.5 parts by weight, based on 100 parts by weight of the resin composition. It is blended within the range of parts by weight.

(Bluing agent)
The resin composition of the present invention may contain a bluing agent in order to cancel out the yellow tint of the lens due to the polymer or ultraviolet absorber. As the bluing agent, any bluing agent that can be used for polycarbonate can be used without any particular problem. Generally, anthraquinone dyes are preferred because they are easily available.

As a specific bluing agent, for example, the common name Solvent Violet 13 [CA. No. (color index No.) 60725], common name Solvent Violet 31 [CA. No. 68210, common name Solvent Violet 33 [CA. No. 60725], common name Solvent Blue94 [CA. No. 61500], common name Solvent Violet36 [CA. No. 68210], generic name Solvent Blue 97 [Bayer AG "Macrolex Violet RR"] and generic name Solvent Blue 45 [CA. No. 61110] is cited as a representative example.

These bluing agents may be used alone or in combination of two or more. These bluing agents are preferably blended in an amount of 0.1×10 ⁻⁴ to 2×10 ⁻⁴ parts by weight per 100 parts by weight of the resin composition.

(Flame retardants)
A flame retardant can also be added to the resin composition of the present invention. Examples of flame retardants include halogen flame retardants such as brominated epoxy resins, brominated polystyrene, brominated polycarbonates, brominated polyacrylates, and chlorinated polyethylene; phosphate ester flame retardants such as monophosphate compounds and phosphate oligomer compounds; Organophosphorus flame retardants other than phosphate ester flame retardants such as phosphinate compounds, phosphonate compounds, phosphonitrile oligomer compounds, phosphonic acid amide compounds, organic sulfonic acid alkali (earth) metal salts, boric acid metal salt flame retardants, and organometallic salt flame retardants such as metal stannate flame retardants, silicone flame retardants, ammonium polyphosphate flame retardants, triazine flame retardants, and the like. In addition, flame retardant aids (for example, sodium antimonate, antimony trioxide, etc.), anti-dripping agents (polytetrafluoroethylene having fibril-forming ability, etc.), etc. may be separately added and used in combination with the flame retardant.

Among the above-mentioned flame retardants, compounds that do not contain chlorine atoms or bromine atoms reduce the factors that are considered unfavorable when incinerated or thermally recycled, so one of their characteristics is the reduction of environmental impact. It is more suitable as a flame retardant in the molded article of the present invention.

When a flame retardant is added, it is preferably in the range of 0.05 to 50 parts by weight per 100 parts by weight of the resin composition. If it is within the above range, sufficient flame retardancy will be exhibited, and the molded product will have excellent strength and heat resistance.

[Optical member]
The optical member of the present invention is formed from the above resin composition. Such optical members include, but are not particularly limited to, optical lenses, optical disks, transparent conductive substrates, optical cards, sheets, films, optical fibers, lenses, as long as they are used for optical purposes where the properties of the resin composition described above are useful. , prisms, optical films, substrates, optical filters, hard coat films, etc.

[Optical lens]
As the optical member of the present invention, an optical lens can be particularly preferably mentioned. Examples of such optical lenses include optical lenses for mobile phones, smartphones, tablet terminals, personal computers, digital cameras, video cameras, in-vehicle cameras, surveillance cameras, and the like.

The optical lens of the present invention can be molded and processed by any method such as injection molding, compression molding, injection compression molding, melt extrusion molding, and casting, but injection molding is particularly suitable. The molding conditions for injection molding are not particularly limited, but the cylinder temperature of the molding machine is preferably 180 to 320°C, more preferably 220 to 300°C, and particularly preferably 240 to 280°C. Further, the mold temperature is preferably 70 to 130°C, more preferably 80 to 125°C, and particularly preferably 90 to 120°C. The injection pressure is preferably 5 to 170 MPa, more preferably 50 to 160 MPa, particularly preferably 100 to 150 MPa.

EXAMPLES Hereinafter, the present invention will be explained in detail with reference to Examples, but the present invention is not limited thereto. In the examples, "parts" means "parts by weight." The resins and additives used in various evaluation methods and Examples are as follows.

(Evaluation of polycarbonate resin)
1. Polymer composition ratio (NMR)
Each repeating unit was measured by proton NMR using JNM-AL400 manufactured by JEOL Ltd., and the polymer composition ratio (molar ratio) was calculated.

(Evaluation of resin composition)
2. Glass transition temperature Measured at a heating rate of 20° C./min using a differential thermal/thermogravimetric simultaneous measuring device Discovery SDT650 manufactured by TA Instruments. The sample was measured at approximately 5 mg.

3. Refractive index, Abbe number After preparing and polishing a 3 mm thick test piece of each resin, the refractive index nd (587.56 nm) at 20° C. was measured using a Karnew precision refractometer KPR-2000 manufactured by Shimadzu Corporation.
The measurement wavelength of Abbe's number was calculated from the refractive index of 486.13 nm, 587.56 nm, and 656.27 nm using the following formula.
νd=(nd-1)/(nF-nC)
nd: refractive index at wavelength 587.56 nm,
nF: refractive index at wavelength 486.13 nm,
nC: means the refractive index at a wavelength of 656.27 nm.

4. Saturated water absorption rate: Using a cast film with a thickness of 200 μm obtained by dissolving the resin composition in methylene chloride and evaporating the methylene chloride, the weight increase after drying at 90°C for 12 hours and immersing it in water at 25°C for 480 hours was calculated. The saturated water absorption rate was determined using the following formula.
Saturated water absorption rate (%) = {(Resin weight after water absorption - Resin weight before water absorption) / Resin weight before water absorption} x 100

5. Moisture Heat Resistance Test A 2 mm section of a three-tiered plate produced from pellets of the obtained resin composition using an injection molding machine was cut out into a size of 50 mm x 45 mm, and this molded plate was tested using a small-sized environment manufactured by ESPEC Co., Ltd. The sample was left standing for 1000 hours using a tester SH-241 at 85° C. and 85% RH. The specific viscosity of the treated sample was measured using the method described below, and the molecular weight retention rate was determined by calculating the ratio before and after the treatment.

<Specific viscosity measurement method>
It was determined using an Ostwald viscometer from a solution of 0.7 g of the resin composition dissolved in 100 ml of methylene chloride at 20°C.
Specific viscosity (η _SP )=(t−t ₀ )/t ₀
[ _t0 is the number of seconds that methylene chloride falls, t is the number of seconds that the sample solution falls]

[Polycarbonate resin]
PC1 (Example):
Structural unit derived from 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (hereinafter referred to as TMC)/3,9-bis(2-hydroxy-1,1-dimethylethyl)-2, Structural unit derived from 4,8,10-tetraoxaspiro(5,5)undecane (hereinafter SPG) = 50/50 (mol%), specific viscosity 0.235
PC2 (Example):
Structural unit derived from TMC/Structural unit derived from 9,9-bis(4-hydroxy-3-methylphenyl)fluorene (hereinafter referred to as BCF)/Structural unit derived from SPG = 40/20/40 (mol%), Specific viscosity 0.249
PC3 (Example):
Structural unit derived from BCF/structural unit derived from SPG = 40/60 (mol%), specific viscosity 0.235
PC4 (comparative example):
Structural unit derived from TMC/Structural unit derived from SPG = 80/20 (mol%), specific viscosity 0.239
PC5 (comparative example):
Structural unit derived from isosorbide (hereinafter referred to as ISS)/structural unit derived from SPG = 70/30, specific viscosity 0.308

[acrylic resin]
A1 (Example)
Acrylic resin made by copolymerizing 80 mol% of methyl methacrylate and 20 mol% of styrene and hydrogenating the aromatic ring, produced by the same synthesis method as Production Example 1 described in JP-A-2006-63126, glass transition temperature 120°C
A2 (comparative example)
Acrypet VH-001 manufactured by Mitsubishi Chemical (acrylic resin copolymerized with 95 mol% methyl methacrylate and 5 mol% methyl acrylate), glass transition temperature 108°C

[Carbodiimide]
C1 (Example):
Nisshinbo aliphatic polycarbodiimide HMV-8CA, molecular weight 3000
C2 (Example):
Cyclic carbodiimide (see structure below), molecular weight 516, prepared by the same synthesis method as Example 2 described in Patent No. 5484356.

[Example 1]
<Production of polycarbonate resin>
538 parts of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (hereinafter abbreviated as TMC), 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4 , 527 parts of ,8,10-tetraoxaspiro(5,5)undecane (hereinafter abbreviated as SPG), 750 parts of diphenyl carbonate (hereinafter abbreviated as DPC), and 0.8×10 ^-2 parts of tetramethylammonium hydroxide as a catalyst. and 0.6×10 ⁻⁴ parts of barium stearate were heated to 200° C. and melted in a nitrogen atmosphere. Thereafter, the temperature was raised to 240° C. over 30 minutes, and the degree of pressure reduction was adjusted to 20.0 kPa. Thereafter, the temperature was raised to 270° C. and the degree of pressure reduction was adjusted to 10 kPa over a further 30 minutes. After holding at that temperature for 10 minutes, the degree of pressure reduction was reduced to 133 Pa or less over 1 hour. After the reaction was completed, nitrogen was discharged from the bottom of the reaction tank under pressure, and while cooling in a water tank, the mixture was cut with a pelletizer to obtain pellets (PC1).

<Manufacture of resin composition>
Polycarbonate resin PC1 and acrylic resin A1 were used, and after drying each resin at 80° C. for 12 hours or more, they were mixed at a weight ratio of 70:30. Thereafter, both the cylinder and die were melt-kneaded at 270° C. using a vented twin-screw extruder [KZW15-25MG manufactured by Technobel Co., Ltd.] to obtain pellets of a resin composition (blend) of acrylic resin and polycarbonate resin. A portion of the obtained pellets was dried at 90° C. for 12 hours or more, and then molded into test pieces for various evaluations using an injection molding machine. The evaluation results are shown in Table 1.

[Example 2]
<Manufacture of resin composition>
The same operation as in Example 1 was performed, except that the blend weight ratio was set to PC1:A1=90/10, and the same evaluation was performed. The results are listed in Table 1.

[Example 3]
<Manufacture of resin composition>
Except that 0.1 part by weight of carbodiimide C1 was added to 100 parts by weight of the resin, the same operation as in Example 1 was performed, and the same evaluation was performed. The results are listed in Table 1.

[Example 4]
<Manufacture of resin composition>
Except that 0.03 parts by weight of carbodiimide C1 was added to 100 parts by weight of the resin, the same operations as in Example 1 were performed, and the same evaluations were performed. The results are listed in Table 1.

[Example 5]
<Manufacture of resin composition>
Except that 0.5 parts by weight of carbodiimide C1 was added to 100 parts by weight of the resin, the same operation as in Example 1 was performed, and the same evaluations were performed. The results are listed in Table 1.

[Example 6]
<Manufacture of resin composition>
Except that 0.1 part by weight of carbodiimide C2 was added to 100 parts by weight of the resin, the same operation as in Example 1 was performed, and the same evaluation was performed. The results are listed in Table 1.

[Example 7]
<Production of polycarbonate resin>
430 parts of TMC, 422 parts of SPG, 262 parts of 9,9-bis(4-hydroxy-3-methylphenyl)fluorene (hereinafter abbreviated as BCF), 750 parts of DPC, and 0.8×10 ^-2 parts of tetramethylammonium hydroxide as a catalyst. and 0.6×10 ⁻⁴ parts of barium stearate were heated to 200° C. and melted in a nitrogen atmosphere. Thereafter, the temperature was raised to 240° C. over 30 minutes, and the degree of pressure reduction was adjusted to 20.0 kPa. Thereafter, the temperature was raised to 280° C. and the degree of pressure reduction was adjusted to 10 kPa over a further 30 minutes. After holding at that temperature for 10 minutes, the degree of pressure reduction was reduced to 133 Pa or less over 1 hour. After the reaction was completed, nitrogen was discharged from the bottom of the reaction tank under pressure, and while cooling in a water tank, the mixture was cut with a pelletizer to obtain pellets (PC2).

<Manufacture of resin composition>
Polycarbonate resin PC2 and acrylic resin A1 were used, and after drying each resin at 80°C for 12 hours or more, they were mixed at a weight ratio of 60:40, and carbodiimide C1 was added to 100 parts by weight of the resin in total. 0.1 part by weight was added. Thereafter, both the cylinder and die were melt-kneaded at 280° C. using a vented twin-screw extruder [KZW15-25MG manufactured by Technobel Co., Ltd.] to obtain pellets of a resin composition (blend) of acrylic resin and polycarbonate resin. A portion of the obtained pellets was dried at 90° C. for 12 hours or more, and then molded into test pieces for various evaluations using an injection molding machine. The evaluation results are shown in Table 1.

[Example 8]
<Production of polycarbonate resin>
632 parts of SPG, 524 parts of BCF, 750 parts of DPC, and 0.8×10 ⁻² parts of tetramethylammonium hydroxide and 0.6×10 ⁻⁴ parts of barium stearate as catalysts were heated to 200° C. and melted under a nitrogen atmosphere. Thereafter, the temperature was raised to 240° C. over 30 minutes, and the degree of pressure reduction was adjusted to 20.0 kPa. Thereafter, the temperature was raised to 260° C. and the degree of pressure reduction was adjusted to 10 kPa over a further 30 minutes. After holding at that temperature for 10 minutes, the degree of pressure reduction was reduced to 133 Pa or less over 1 hour. After the reaction was completed, nitrogen was discharged from the bottom of the reaction tank under pressure, and while cooling in a water tank, it was cut with a pelletizer to obtain pellets (PC3).

<Manufacture of resin composition>
Polycarbonate resin PC3 and acrylic resin A1 were used, and after drying each resin at 80° C. for 12 hours or more, they were mixed at a weight ratio of 70:30. Thereafter, both the cylinder and die were melt-kneaded at 260° C. using a vented twin-screw extruder [KZW15-25MG manufactured by Technobel Co., Ltd.] to obtain pellets of a resin composition (blend) of acrylic resin and polycarbonate resin. A portion of the obtained pellets was dried at 90° C. for 12 hours or more, and then molded into test pieces for various evaluations using an injection molding machine. The evaluation results are shown in Table 1.

[Comparative example 1]
<Manufacture of resin composition>
The same operation as in Example 1 was performed, except that the blend weight ratio was set to PC1:A1=40/60, and the same evaluation was performed. The glass transition temperature of the resin composition was low and inferior to Example 1.

[Comparative example 2]
<Manufacture of resin composition>
Except for using polycarbonate resin PC1 and acrylic resin A2, the operation was exactly the same as in Example 1, and the same evaluation was performed. Since the resin composition had a low glass transition temperature and a high water absorption rate, it did not have characteristics that could be used for optical members.

[Comparative example 3]
<Production of polycarbonate resin>
861 parts of TMC, 211 parts of SPG, 750 parts of DPC, and 0.8×10 ⁻² parts of tetramethylammonium hydroxide and 0.6×10 ⁻⁴ parts of barium stearate as catalysts were heated to 200° C. and melted under a nitrogen atmosphere. Thereafter, the temperature was raised to 240° C. over 30 minutes, and the degree of pressure reduction was adjusted to 20.0 kPa. Thereafter, the temperature was raised to 280° C. and the degree of pressure reduction was adjusted to 10 kPa over a further 30 minutes. After holding at that temperature for 10 minutes, the degree of pressure reduction was reduced to 133 Pa or less over 1 hour. After the reaction was completed, nitrogen was discharged from the bottom of the reaction tank under pressure, and while cooling in a water tank, the mixture was cut with a pelletizer to obtain pellets (PC4).

<Manufacture of resin composition>
The same operation as in Example 1 was performed, except that the blend weight ratio was set to PC4:A1=50/50, and the same evaluation was performed. The obtained molded product was opaque and did not have characteristics that could be used as an optical member.

[Comparative example 4]
<Production of polycarbonate resin>
354 parts of isosorbide (hereinafter abbreviated as ISS), 316 parts of SPG, 750 parts of DPC, and 0.8 x 10 ^-2 parts of tetramethylammonium hydroxide and 0.6 x 10 ^-4 parts of barium stearate as catalysts were heated at 200°C under a nitrogen atmosphere. was heated to melt it. Thereafter, the temperature was raised to 220° C. over 30 minutes, and the degree of pressure reduction was adjusted to 20.0 kPa. Thereafter, the temperature was raised to 240° C. and the degree of pressure reduction was adjusted to 10 kPa over a further 30 minutes. After holding at that temperature for 10 minutes, the degree of pressure reduction was reduced to 133 Pa or less over 1 hour. After the reaction was completed, nitrogen was discharged from the bottom of the reaction tank under pressure, and while cooling in a water tank, it was cut with a pelletizer to obtain pellets (PC5).

<Manufacture of resin composition>
The same operation as in Example 1 was performed, except that the blend weight ratio was set to PC5:A1 = 70/30, and the same evaluation was performed. The obtained molded product was opaque and did not have characteristics that could be used as an optical member.

[Comparative example 5]
<Manufacture of resin composition>
The same operation as in Example 1 was performed, except that the blend weight ratio was set to PC5:A2 = 70/30, and the same evaluation was performed. Since the resin composition had a low glass transition temperature and a high water absorption rate, it did not have characteristics that could be used for optical members.

[Comparative example 6]
<Manufacture of resin composition>
The same operation as in Example 1 was performed, except that the blend weight ratio was set to PC3:A2=90/10, and the same evaluation was performed. The Abbe number was low and inferior to Example 1.

The resin composition of the present invention has an appropriate refractive index and Abbe number, and is excellent in transparency, heat resistance, moist heat resistance, and low water absorption, so it is suitably used as an optical material. It can be used as optical members such as lenses, prisms, optical disks, transparent conductive substrates, optical cards, sheets, films, optical fibers, optical films, optical filters, and hard coat films, and is particularly useful as an optical lens material.

Claims (9)

A resin composition containing a polycarbonate resin containing 35 to 85 mol% of the repeating unit (a-1) represented by the following formula (1) in all repeating units and an acrylic resin having a glass transition temperature of 110 to 160 °C. A resin composition in which the weight ratio of polycarbonate resin to acrylic resin is 99:1 to 55:45.
(In the formula, W represents an alkylene group having 1 to 20 carbon atoms or a cycloalkylene group having 6 to 20 carbon atoms, and R ₁ is a branched or straight-chain alkyl group having 1 to 20 carbon atoms, or has a substituent. represents a cycloalkyl group having 6 to 20 carbon atoms, and m represents an integer of 0 to 10.) The resin composition according to claim 1, further comprising carbodiimide, and the content of carbodiimide is 0.001 to 20 parts by weight based on a total of 100 parts by weight of the polycarbonate resin and acrylic resin. The resin composition according to claim 2, wherein the carbodiimide has a molecular weight of 150 to 13,000. The resin composition according to claim 1, which has an Abbe number of 35 to 60. The resin composition according to claim 1, having a glass transition temperature of 130 to 160°C. The resin composition according to claim 1, which has a refractive index of 1.450 to 1.600. The resin composition according to claim 1, having a saturated water absorption rate of 1.5% or less. An optical member formed from the resin composition according to any one of claims 1 to 7. The optical member according to claim 8, which is an optical lens.