POLYCARBONATE RESIN COMPOSITION AND OPTICAL LENS USING SAME

Abstract

According to the present invention, it is possible to provide a polycarbonate resin composition which includes a structural unit (A) derived from a monomer represented by general formula (i) and a structural unit (B) derived from a monomer represented by general formula (ii), and in which the structural unit (A) and the structural unit (B) are contained at a mass ratio of structural unit (A): structural unit (B)=91:9 to 99:1.

##STR00001##

(In general formula (i), R represents a hydrogen atom or an alkyl group having 1-4 carbon atoms.)

##STR00002##

(In general formula (ii), R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each independently represent a hydrogen atom or the like, and Y.sub.1 and Y.sub.2 each independently represent an alkylene group having 1-4 carbon atoms.)

Claims

1. A polycarbonate resin composition comprising a structural unit (A) derived from a monomer represented by general formula (i) and a structural unit (B) derived from a monomer represented by general formula (ii), wherein the structural unit (A) and the structural unit (B) are contained at a mass ratio of structural unit (A): structural unit (B)=91:9 to 99:1: ##STR00016## wherein in general formula (i), R represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, ##STR00017## wherein in general formula (ii), R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms, and Y.sub.1 and Y.sub.2 each independently represent an alkylene group having 1 to 4 carbon atoms.

2. The polycarbonate resin composition according to claim 1, which comprises a resin mixture of a polycarbonate resin (A) having the structural unit (A) and a polycarbonate resin (B) having the structural unit (B).

3. The polycarbonate resin composition according to claim 1, wherein in general formula (ii), R.sup.1 and R.sup.2 each independently represent a hydrogen atom or a phenyl group, and R.sup.3 and R.sup.4 represent a hydrogen atom.

4. The polycarbonate resin composition according to claim 1, wherein R in general formula (i) represents a hydrogen atom.

5. The polycarbonate resin composition according to claim 1, which has a photoelastic coefficient of 11.0 to 12.0 10.sup.12 m.sup.2/N).

6. The polycarbonate resin composition according to claim 1, which has an Abbe number of 46 to 55.

7. The polycarbonate resin composition according to claim 1, which has a refractive index (nD) of 1.533 to 1.547.

8. The polycarbonate resin composition according to claim 1, which has Tg of 132 to 135 C.

9. An optical lens comprising the polycarbonate resin composition according to claim 1.

Description

EXAMPLES

[0089] Hereinafter, the present invention will be specifically described by way of examples, but the present invention is not limited thereto. Note that measurement values in the Examples were measured using the below-described methods and apparatuses.

[0090] 1) Refractive index (nD): The refractive index of a cast film having a thickness of 0.1 mm obtained by forming a polycarbonate resin composition obtained was measured according to the method of JIS-K-7142 using an Abbe's refractometer.

[0091] 2) Abbe number (vd): Refractive indexes of a cast film having a thickness of 0.1 mm obtained by forming a polycarbonate resin composition obtained were measured at 23 C. and at wavelengths of 486 nm, 589 nm and 656 nm according to the method of JIS-K-7142 using an Abbe's refractometer, and the Abbe number was calculated using the below-described formula: [0092] vd=(nD-1)/(nF-nC) [0093] nD: refractive index at a wavelength of 589 nm [0094] nC: refractive index at a wavelength of 656 nm [0095] nF: refractive index at a wavelength of 486 nm

[0096] 3) Glass transition temperature (Tg): The glass transition temperature (Tg) was measured using a differential scanning calorimeter (DSC). The specified conditions are as described below.

[0097] Apparatus: DSC7000X manufactured by Hitachi High-Tech Science Corporation [0098] Amount of sample: 5 mg [0099] Atmosphere: under nitrogen gas atmosphere [0100] Temperature raising condition: 10 C./min

[0101] 4) Photoelastic coefficient: Regarding a cast film having a thickness of 0.1 mm obtained by forming a polycarbonate resin composition obtained, change in birefringence relative to change in load at a wavelength of 633 nm was measured using an ellipsometer and calculated.

[0102] Ellipsometer: M-220 manufactured by JASCO Corporation

Synthesis Example 1

[0103] As raw materials, 20000 g (89.97 mol) of decahydro-1,4:5,8-dimethanonaphthalene diol (D-NDM) represented by a structural formula below, 19425 g (90.68 mol) of diphenyl carbonate (DPC), and 10.8 ml of 0.10 mol/l sodium hydrogen carbonate solution (1.0810.sup.3 mol, that is, 1.210.sup.5 mol relative to 1 mol of the total of dihydroxy compounds) were put into a 50 L reactor equipped with a stirrer and a distillation apparatus, and the mixture was heated to 215 C. over 1 hour under nitrogen atmosphere (760 Torr) and stirred. After that, the pressure reducing degree was adjusted to 150 Torr over 10 minutes, and conditions were kept at 215 C. and 150 Torr for 20 minutes to perform a transesterification reaction. Further, the temperature was increased to 240 C. at a rate of 37.5 C./hr, and conditions were kept at 240 C. and 150 Torr for 10 minutes. After that, the pressure reducing degree was adjusted to 120 Torr over 10 minutes, and conditions were kept at 240 C. and 120 Torr for 70 minutes. After that, the pressure reducing degree was adjusted to 100 Torr over 10 minutes, and conditions were kept at 240 C. and 100 Torr for 10 minutes. Further, the pressure reducing degree was adjusted to 1 Torr or less over 40 minutes, and stirring was performed under conditions of 240 C. and 1 Torr or less for 10 minutes to perform a polymerization reaction. After the reaction was completed, nitrogen was injected into the reactor to increase the pressure, and a polycarbonate resin (D-NDM-PC) produced was taken out therefrom while being pelletized.

##STR00013##

Synthesis Example 2

[0104] A polycarbonate resin (BPEF-PC) was obtained in a manner similar to that in Synthesis Example 1, except that 39455 g (89.97 mol) of 9,9-bis(4-(2-hydroxyethoxy)phenyl) fluorene (BPEF) represented by a structural formula below was used instead of D-NDM.

##STR00014##

Example 1

[0105] To a mixture obtained by mixing 2881 g (13.0 mol in terms of D-NDM monomer unit) of the polycarbonate resin (D-NDM-PC) obtained in Synthesis Example 1 with 119 g (0.27 mol in terms of BPEF monomer unit) of the polycarbonate resin (BPEF-PC) obtained in Synthesis Example 2, 3.0 g of a hindered phenol-based antioxidant (AO-60 manufactured by ADEKA Corporation), 0.9 g of a phosphite-based antioxidant (PEP-36 manufactured by ADEKA Corporation), and 7.2 g of glycerin monostearate as a mold release agent (S-100A manufactured by Riken Vitamin Co., Ltd.) were added, and the mixture was kneaded and pelletized using a twin screw extruder (TEM-18SS manufactured by SHIBAURA MACHINE CO., LTD.) at a resin temperature of 260 C. and at a screw rotation speed of 200 rpm, thereby obtaining a polycarbonate resin composition. Physical properties of the obtained polycarbonate resin composition are shown in Table 1.

Example 2, Comparative Examples 1 to 3

[0106] A polycarbonate resin composition was obtained in a manner similar to that in Example 1, except that polycarbonate resins shown in Table 1 (D-NDM-PC and/or BPEF-PC) were used instead of the polycarbonate resins used in Example 1. Physical properties of the obtained polycarbonate resin composition are shown in Table 1.

Comparative Example 4

[0107] A polycarbonate resin (BPEF-TCDDM-PC) was obtained in a manner similar to that in Synthesis Example 1, except that 585 g (1.33 mol) of BPEF, 5189 g (26.44 mol) of tricyclodecanedimethanol (TCDDM) represented by a structural formula below, 5996 g (27.99 mol) of DPC, and 10.8 ml of 0.10 mol/l sodium hydrogen carbonate solution (1.0810.sup.3 mol, that is, 1.210.sup.5 mol relative to 1 mol of the total of dihydroxy compounds) were used as raw materials. A polycarbonate resin composition was obtained in a manner similar to that in Example 1, except that 3000 g of the obtained polycarbonate resin (BPEF-TCDDM-PC) was used instead of the polycarbonate resins used in Example 1. Physical properties of the obtained polycarbonate resin composition are shown in Table 1.

##STR00015##

TABLE-US-00001 TABLE 1 Another Another Physical properties Structural Structural Structural Structural structural Structural Structural structural Refrac- Abbe Photoelastic unit (A) unit (B) unit (A) unit (B) unit unit (A) unit (B) unit tive num- coefficient D-NDM-PC BPEF-PC D-NDM BPEF TCDDM D-NDM BPEF TCDDM index ber [10.sup.12 Tg [g] [g] [wt %] [wt %] [wt %] [mol %] [mol %] [mol %] [] [] m.sup.2/N] [ C.] Comparative 3000 0 100 0 0 100 0 0 1.532 56.7 10.6 131 Example 1 Example 1 2881 119 96.0 4.0 0 97.9 2.1 0 1.536 51.4 11.0 132 Example 2 2760 240 92.0 8.0 0 95.7 4.3 0 1.540 50.2 11.5 132 Comparative 2640 360 85.0 15.0 0 91.6 8.4 0 1.548 45.4 13.0 136 Example 2 Comparative 0 3000 0 100 0 0 100 0 1.640 23.5 32.0 145 Example 3 Comparative 0 10.1 89.9 0 4.8 95.2 1.540 50.0 17.0 85 Example 4

INDUSTRIAL APPLICABILITY

[0108] The polycarbonate resin composition of the present invention can be suitably used as a lens for cameras of smartphones, DSCs, vehicles, etc. Further, by using the polycarbonate resin composition of the present invention, thickness reduction of lens units to be used for telephoto applications, etc. can be expected.