Optical device including birefringent aromatic amino carboxylic acid polymer

• US 4,520,189 A
• Filed: 04/18/1984
• Issued: 05/28/1985
• Est. Priority Date: 03/02/1981
• Status: Expired due to Term

• Current Assignee: Polaroid Corporation (PLR IP Holdings LLC)
• Original Assignee: Polaroid Corporation (PLR IP Holdings LLC)
• Inventors: Sahatjian, Ronald A., Gaudiana, Russell A., Rogers, Howard G., Bilofsky, Ruth C.
• Primary Examiner(s): ANDERSON, HAROLD
• Application Number:
  US06/601,619
• Time in Patent Office: 405 Days
• Field of Search: 528/331, 528/205, 528/208, 528/210
• US Class Current: 528/331
• CPC Class Codes: G02B 1/08 made of polarising materials
• CPC Class Codes: G02B 5/305 including organic materials, e.g. polymeric layers

Abstract

Optical devices including a molecularly oriented highly birefringent polymer are disclosed. The devices include molecularly oriented polymers comprising recurring units which exhibit a distribution of high electron density about the long axes of the polymer and the recurring units thereof. Transparent birefringent polymers comprising a plurality of recurring units having a substantially cylindrical distribution of electron density about the long axis of such units and the chain-extended polymers are included in optical devices and articles. The polymers exhibit high birefringence and simulate in a polymer the optical properties of uniaxial crystal.

Claims

1. An optical device including a transparent molecularly oriented highly birefringent polymer, said highly birefringent polymer comprising repeating molecular units exhibiting high electron density substantially cylindrically distributed about the long axes of the polymer and the repeating units thereof, said highly birefringent polymer being substantially optically uniaxial exhibiting only two indices of refraction, said molecularly oriented highly birefringent polymer comprising recurring units of the formula ##STR69## wherein R¹ is hydrogen, alkyl, aryl, alkaryl or aralkyl, and A is a divalent radical selected from the group consisting of

(1) a radical ##STR70## where U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and r is an integer from 1 to 4, said U, W_p and X_r substitution being sufficient to provide said radical with a non-coplanar molecular configuration;

and

(2) a radical ##STR71## where each of Y and Z is hydrogen or a substituent other than hydrogen and each t is an integer from 1 to 4, with the proviso that when each said Z is hydrogen, at least one said Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR72## moiety of said radical, said Z and Y_t substitution being sufficient to provide said radical with a non-coplanar molecular configuration.

2. The device of claim 1 wherein said divalent radical A is a radical having the formula ##STR73## wherein U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and r is an integer from 1 to 4, said U, Wp and Xr substitution being sufficient to provide said radical with a non-copolanar molecular configuration.

3. The device of claim 2 wherein said divalent radical is a radical having the formula ##STR74## wherein each of U and X is a substituent other than hydrogen.

4. The device of claim 2 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.

5. The device of claim 4 wherein each said U and X substituent is bromo.

6. The device of claim 4 wherein each said U and X substituent is nitro.

7. The device of claim 1 wherein said divalent radical A is a radical having the formula ##STR75## where each of Y and Z is hydrogen or a substituent other than hydrogen and each t is an integer from 1 to 4, with the proviso that when each said Z is hydrogen, at least one said Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR76## moiety of said radical, said Z and Yt substitution being sufficient to provide said radical with a non-coplanar molecular configuration.

8. The device of claim 7 wherein, in said radical A, each said Z, is hydrogen, each said t is the integer one and each corresponding Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR77## moiety of the radical.

9. The device of claim 8 wherein each said Y substituent is selected from the group consisting of halogen, nitro and alkoxy.

10. The device of claim 7 wherein, in said radical A, each Y is hydrogen, each t is the integer four, one said Z is hydrogen and the remaining said Z substituent is halogen.

11. The device of claim 10 wherein said halogen is bromo.