Solution of aromatic polyamide for manufacturing display element, optical element, illumination element or sensor element

Patent metadata

Field	Value
Publication number	US-9873763-B2
Application number	US-201414503805-A
Country	US
Kind code	B2
Filing date	Oct 1, 2014
Priority date	Oct 4, 2013
Publication date	Jan 23, 2018
Grant date	Jan 23, 2018

Abstract

The present disclosure, in one aspect, relates to a polyamide solution including an aromatic polyamide and a solvent, wherein the aromatic polyamide includes at least two types of constitutional units, and a change rate of coefficient of thermal expansion (CTE) of a cast film produced by casting the polyamide solution on a glass plate and CTE of the same cast film after being subjected to a heat treatment at temperature of 200° C. to 450° C. (=CTE after heat treatment/CTE before heat treatment) is 1.3 or less.

First claim

The invention claimed is:

1. A polyamide solution, comprising:
an aromatic polyamide; and
a solvent that dissolves the aromatic polyamide,
wherein the aromatic polyamide comprises a first constitutional unit and a second constitutional unit and comprises a rigid component in an amount of more than 35.0 mol % to less than 90 mol % with respect to the total constitutional units of the aromatic polyamide where the rigid component is selected from the group consisting of 9,9-bis(4-aminophenyl)fluorene, 9,9-bis (3-fluoro-4-aminophenyl)fluorene, terephthaloyl dichloride and 4,4′-biphenyldicarbonyl dichloride, when the polyamide solution is cast on a glass plate to form a cast film, a coefficient of thermal expansion of the cast film produced by casting the polyamide solution on the glass plate is 20.0 ppm/° C. or more and a change rate between the coefficient of thermal expansion of the cast film before and after a heat treatment at temperature of 200° C. to 450° C., CTE after the heat treatment/CTE before the heat treatment, is 1.3 or less, and the aromatic polyamide comprises the first constitutional unit having a formula (I) formed by reacting an aromatic diamine with an aromatic diacid dichloride and the second constitutional unit having a formula (II) formed by reacting an aromatic diamine with an aromatic diacid dichloride,

where x represents mol % of the first constitutional unit, y represents mol % of the second constitutional unit, x is from 90 to 99.99%, y is from 10 to 0.01 mol %, n=1 to 4, Ar 1 is selected from the group consisting of

where p=4, q=3, R 1 , R 2 , R 3 , R 4 and R 5 are selected from the group consisting of hydrogen, halogen, alkyl, substituted alkyl, nitro, cyano, thioalkyl, alkoxy, substituted alkoxy, aryl, substituted aryl, alkyl ester, substituted alkyl ester, and a combination thereof, G 1 is selected from the group consisting of a covalent bond, a CH 2 group, a C(CH 3 ) 2 group, a C(CF 3 ) 2 group, a C(CX 3 ) 2 group where X is a halogen, a CO group, an O atom, a S atom, a SO 2 group, a Si (CH 3 ) 2 group, a 9,9-fluorene group, a substituted 9,9-fluorene group, and an OZO group where Z is an aryl group or substituted aryl group, Ar 2 is selected from the group consisting of

where p=4, R 6 , R 7 , and R 8 are selected from the group consisting of hydrogen, halogen, alkyl, substituted alkyl, nitro, cyano, thioalkyl, alkoxy, substituted alkoxy, aryl, substituted aryl, alkyl ester, substituted alkyl ester, and a combination thereof, G 2 is selected from the group consisting of a covalent bond, a CH 2 group, a C(CH 3 ) 2 group, a C(CF 3 ) 2 group, a C(CX 3 ) 2 group where X is a halogen, a CO group, an O atom, a S atom, a SO 2 group, a Si (CH 3 ) 2 group, a 9,9-fluorene group, a substituted 9,9-fluorene group, and an OZO group where Z is an aryl group or substituted aryl group, Ar 3 is selected from the group consisting of

where t=0 to 3, R 9 R 10 and R 11 are selected from the group consisting of hydrogen, halogen, alkyl, substituted alkyl, nitro, cyano, thioalkyl, alkoxy, substituted alkoxy, aryl, substituted aryl, alkyl ester, substituted alkyl ester, and a combination thereof, G 3 is selected from the group consisting of a covalent bond, a CH 2 group, a C(CH 3 ) 2 group, a C(CF 3 ) 2 group, a C(CX 3 group where X is a halogen, a CO group, an O atom, a S atom, a SO 2 group, a Si (CH 3 ) 2 group, a 9,9-fluorene group, a substituted 9,9-fluorene group, and an OZO group where Z is an aryl group or substituted aryl group.

2. The polyamide solution according to claim 1 , wherein the cast film produced by casting the polyamide solution on the glass plate has a total light transmittance of 80% or more.

3. The polyamide solution according to claim 1 , wherein the cast film produced by casting the aromatic polyamide solution on the glass plate has a glass transition temperature Tg of 365° C. or more.

4. The polyamide solution according to claim 1 , wherein the coefficient of thermal expansion of the cast film produced by casting the polyamide solution on the glass plate is 22 ppm/° C. or more.

5. The polyamide solution according to claim 1 , wherein one of the first and second constitutional units comprises the rigid component.

6. The polyamide solution according to claim 1 , wherein y is 0.1 mol % to 9.9 mol %.

7. A method for manufacturing a polyamide film for a display element, an optical element, an illumination element or a sensor element, comprising:
applying the polyamide solution of claim 1 onto a base; and
forming, on the base, a polyamide film from the polyamide solution applied on the base such that the polyimide film has a surface for forming a display element, an optical element, an illumination element or a sensor element.

8. A laminated composite material, comprising:
a glass plate; and
a polyamide resin layer formed on the glass plate,
wherein the polyamide resin layer is laminated on one surface of the glass plate, and the polyamide resin layer is produced by casting the polyamide solution of claim 1 on the one surface of the glass plate.

9. A method for manufacturing a display element, an optical element, an illumination element or a sensor element, comprising:
applying the polyamide solution of claim 1 onto a base;
forming, on the base, a polyamide film from the polyamide solution; and
forming the display element, the optical element, the illumination element, or the sensor element on the surface of the polyamide film.

10. A display element, an optical element, an illumination element or a sensor element manufactured by the method of claim 9 .

11. The polyamide solution according to claim 1 , wherein the amount of the rigid component is more than 40.0 mol % to less than 90 mol % with respect to the total constitutional units of the aromatic polyamide.

12. The polyamide solution according to claim 1 , wherein the amount of the rigid component is more than 50.0 mol % to less than 90 mol % with respect to the total constitutional units of the aromatic polyamide.

13. The polyamide solution according to claim 1 , wherein the amount of the rigid component is more than 55.0 mol % to less than 90 mol % with respect to the total constitutional units of the aromatic polyamide.

14. The polyamide solution according to claim 1 , wherein the coefficient of thermal expansion of the cast film produced by casting the polyamide solution on the glass plate is 24 ppm/° C. or more.

15. The polyamide solution according to claim 1 , wherein the amount of the rigid component is more than 35.0 mol % to 80 mol % or less with respect to the total constitutional units of the aromatic polyamide.

16. The polyamide solution according to claim 1 , wherein the amount of the rigid component is 40.0 mol % or more to 80 mol % or less with respect to the total constitutional units of the aromatic polyamide.

17. The polyamide solution according to claim 1 , wherein the amount of the rigid component is more than 35.0 mol % to 70 mol % or less with respect to the total constitutional units of the aromatic polyamide.

18. The polyamide solution according to claim 1 , wherein the amount of the ri

Assignees

• Akron Polymer Systems Inc
• Sumitomo Bakelite Co

Inventors

• Sun Limin
• Zhang Dong
• Jing Jiaokai
• Harris Frank W
• Umeda Hideo
• Kawasaki Ritsuya
• Katayama Toshihiko
• Inoue Yusuke
• Okada Jun
• Inoue Mizuho
• Naito Manabu

Classifications

• C08G69/32

  from aromatic diamines and aromatic dicarboxylic acids with both amino and carboxylic groups aromatically bound · CPC title

• Y10T428/31725

  Of polyamide · CPC title

• C09D177/10

  Polyamides derived from aromatically bound amino and carboxyl groups of amino carboxylic acids or of polyamines and polycarboxylic acids · CPC title

• C08G69/08 Primary

  derived from amino-carboxylic acids · CPC title

• C08L77/10

  Polyamides derived from aromatically bound amino and carboxyl groups of amino-carboxylic acids or of polyamines and polycarboxylic acids · CPC title