Solvent resistant, transparent aromatic polyamide films with high refractive indices

An aromatic polyamide, high refractive index technology, applied in polyamide coatings, coatings, etc., can solve problems such as difficulty in polymer production

Inactive Publication Date: 2017-08-18
AKRON POLYMER SYST +4
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, scaling up the production of these polymers has not been easy

Method used

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  • Solvent resistant, transparent aromatic polyamide films with high refractive indices
  • Solvent resistant, transparent aromatic polyamide films with high refractive indices
  • Solvent resistant, transparent aromatic polyamide films with high refractive indices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1: This example illustrates a common method for preparing an aromatic polyamide solution from a mixture of diacid chlorides (TPC, IPC and / or NDC) and at least one diamine (FDA or TCB). Commonly used chemical reactions are as follows:

[0048]

[0049]In one experiment, about 87.11 g (0.25 mol) of 9,9-bis(4-aminophenyl) fluorine (FDA), 44 g (0.75 mol) of propylene oxide (PrO), and 1014 g of dimethylacetamide ( DMAc) was added to a 2 L three necked round bottom flask equipped with nitrogen inlet and outlet and mechanical stirrer. Once the FDA is completely dissolved, cool the resulting solution in an ice-water bath. To the cooled resulting solution, about 15.23 g (0.075 mol) of isophthaloyl chloride (IPC) was added to the flask. Then, about 35.53 g (0.175 mol) of terephthaloyl chloride (TPC) were added in portions over 2 hours. The acid chloride / diamine solution was then stirred at room temperature for an additional 6 hours to form a polymer solution. The p...

Embodiment 2

[0050] Example 2: This example illustrates a common method for preparing a solution of a polyamide containing pendant carboxylic acid groups. Polymer solutions can be made from mixtures of dichlorides (TPC, IPC and / or NDC) and diamines, including at least one with free carboxylic acid pendant groups (FDA or TCB and DAB). Commonly used chemical reactions are as follows:

[0051]

[0052] In one experiment, about 3.3101 g (0.0095 mol) FDA, 0.0761 g (0.0005 mol) 3,5-diaminobenzoic acid (DAB), 4.4 g (0.075 mol) (PrO) and 38 g DMAc were added to a 250 ml A three-neck round bottom flask with nitrogen inlet and outlet and a mechanical stirrer. Once the diamine was completely dissolved, the solution was cooled in an ice-water bath. To this solution, approximately 0.2030 g (0.001 mol) of IPC was added to the flask. Then, about 1.8272 g (0.009 mol) of TPC was added in several portions over 2 hours. The acid chloride / diamine solution was then stirred at room temperature for a furt...

Embodiment 3

[0053] Examples 3 and 4: These examples illustrate the general procedure used to prepare polyamide solutions containing polyfunctional epoxy compounds (Example 3) and polyfunctional aromatic carboxylic acids (Example 4). The polymer solution was first prepared as described in Example 1, then TG or TA (an amount corresponding to 5 wt% of the polymer) was added. The polymer solution contained a total of about 10 wt% solids.

[0054] Membrane preparation

[0055] The polymer solution was spread on the glass substrate using a spatula. The solvent was evaporated at 60°C for 1 hour, and the film was dried under reduced pressure at 160°C for 12 hours. For films containing multifunctional epoxies, no further heating is required. However, films containing polyfunctional aromatic carboxylic acids and films prepared from polyamides containing pendant carboxyl groups were further heated at a high temperature close to the Tg of the polyamide for 30 minutes, and then taken out from the g...

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Abstract

A solvent resistant, transparent aromatic polyamide film with a high refractive index may be made by reacting at least one aromatic diacid chloride, a first aromatic diamine, and at least one crosslinking agent or a second aromatic diamine in an organic solvent to form an aromatic polyamide polymer in solution. In one embodiment, the at least one aromatic diacid chloride is selected from the group consisting of isophthaloyl dichloride, terephthaloyl dichloride, 2, 6- naphthalene-dicarboxylic chloride, or combinations thereof and the first aromatic diamine is selected from the group consisting of 9, 9-Bis(4-hydroxyphenyl)fluorine, 2, 2 ',5,5'- Tetrachlorobenzidine, or combinations thereof. The organic solvent is then evaporated from the aromatic polyamide polymer in solution to form a transparent aromatic polyamide precursor film. The precursor film is then heated at a temperature close to the glass transition temperature of the transparent aromatic polyamide precursor film to form the solvent resistant, transparent aromatic polyamide film.

Description

[0001] relevant application data [0002] This application claims priority to US Provisional Application No. 62 / 043,513, filed August 29, 2014. technical field [0003] The present invention relates to the preparation of thermally stable aromatic polyamides which are soluble in common organic solvents and which can be coated on various substrates or cast as freestanding films. More specifically, the present invention relates to the use of aromatic polyamides having a high glass transition temperature (Tg) in the manufacture of solvent-resistant, transparent polyamide films having a high refractive index. Background technique [0004] Transparent polymer materials are particularly useful in the manufacture of optical components. They are lightweight and durable. Polymer films with high refractive index have drawn particular attention because of their various potential applications in advanced optoelectronic fabrication, such as organic light-emitting diodes (OLEDs), microle...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J5/18C08L77/10C08G69/26C08G69/32
CPCC08G69/265C08G69/32C08J5/18C08L77/10C08J2377/10C09D177/10C08L2201/10
Inventor 孙立民张东景蛟凯法兰克·W·哈里斯
Owner AKRON POLYMER SYST
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