Manufacturing process for dark-color polymer composite films

Patent metadata

Field	Value
Publication number	US-11767412-B2
Application number	US-202117525396-A
Country	US
Kind code	B2
Filing date	Nov 12, 2021
Priority date	Jul 2, 2018
Publication date	Sep 26, 2023
Grant date	Sep 26, 2023

Abstract

Provided is a process for producing a polymer composite film, comprising the steps of: (a) mixing a phthalocyanine compound with a polymer or its precursor and a liquid to form a slurry and forming the slurry into a wet film on a solid substrate, wherein the polymer is preferably selected from the group consisting of polyimide, polyamide, polyoxadiazole, polybenzoxazole, polybenzobisoxazole, polythiazole, polybenzothiazole, polybenzobisthiazole, poly(p-phenylene vinylene), polybenzimidazole, polybenzobisimidazole, and combinations thereof; and (b) removing the liquid from the wet film and, in some embodiments, converting the precursor to the polymer to form the polymer composite film comprising from 0.1% to 50% by weight of the phthalocyanine compound dispersed in the polymer.

First claim

The invention claimed is:

1. A process for producing a phthalocyanine compound-filled polyimide film comprising the steps of:
a) Mixing a phthalocyanine compound with a polyimide precursor material and a liquid to form a slurry or solution, wherein said slurry or suspension further comprises a cure agent or anhydride selected from the group consisting of benzenetetracarboxylic dianhydride, biphenyltetracarboxylic dianhydride, diethylenetriaminepentaacetic dianhydride (DTPA), ethylenediaminetetraacetic dianhydride (EDTA), mellitic acid dianhydride (MADA), naphthalenetetracarboxylic dianhydride, oxydibenzoic dianhydride, oxydiphthalic anhydride (ODPA), phthalic anhydride, and combinations thereof;
b) forming a wet film from said slurry or solution;
c) partially or completely removing said liquid from said wet film to form a precursor polyimide composite film; and
d) imidizing said precursor polyimide composite film to 90% or more completion of the crosslinking reaction, to obtain said phthalocyanine compound-filled composite film.

2. The process of claim 1 , wherein said step of forming said slurry or solution into a wet film is carried out by a doctor blade-assisted casting, slot die coating, comma coating, reverse-roller coating, spray coating, spin coating, or screen printing and said step is conducted optionally under the influence of an orientation-inducing stress field to align molecules of said phthalocyanine compound on a solid substrate.

3. A process for producing a phthalocyanine compound-filled polyimide film comprising the steps of:
a) Mixing a phthalocyanine compound with a polyimide precursor material and a liquid to form a slurry or solution;
b) forming a wet film from said slurry or solution;
c) partially or completely removing said liquid from said wet film to form a precursor polyimide composite film, wherein said step of partially or completely removing said liquid from said wet film is carried out in vacuum, in an inert atmosphere, in a ventilation environment, or at a temperature from 25° C. to 300° C.; and
d) imidizing said precursor polyimide composite film to 90% or more completion of the crosslinking reaction, to obtain said phthalocyanine compound-filled composite film.

4. A process for producing a phthalocyanine compound-filled polyimide film comprising the steps of:
a) Mixing a phthalocyanine compound with a polyimide precursor material and a liquid to form a slurry or solution;
b) forming a wet film from said slurry or solution;
c) partially or completely removing said liquid from said wet film to form a precursor polyimide composite film; and
d) imidizing said precursor polyimide composite film to 90% or more completion of the crosslinking reaction, to obtain said phthalocyanine compound-filled composite film, wherein said imidizing step is carried out by exposure to a temperature from 100° C. to 500° C. for a period of time sufficient to effect crosslinking of said polymer and chemical bonding of said polymer to molecules of said phthalocyanine compound, by exposure to light, by exposure to microwave energy, by exposure to radiation, or by combinations thereof.

5. The process of claim 4 , wherein said period of time is from 1 minute to 4 hours.

6. The process of claim 1 , further comprising a step of compressing or stretching said phthalocyanine compound-filled polyimide film during or after said step (d) of imidizing said phthalocyanine compound-filled polyimide film.

7. The process of claim 1 , further comprising a step of adding one or more additional layers of phthalocyanine compound-filled polymer film after completing a first layer of phthalocyanine compound-filled composite film, where said one or more additional layers have the same chemical composition as said first layer or have a different chemical composition.

8. The process of claim 1 , further comprising a step of adding one or more additional layers of precursor composite film after completing a first layer of precursor composite film, where said one or more additional layers have the same chemical composition as said first layer, or have a different chemical composition.

9. The process of claim 1 , wherein said polyimide precursor material is selected from aromatic diamines, aliphatic diamines, or a mixtures thereof in combination with aromatic dianhydrides.

10. The process of claim 1 , wherein said slurry further comprises a monomer, an oligomer, a polymer, a photosensitizer, or a combination thereof.

11. The process of claim 1 , wherein said liquid comprises water, acetone, γ-butyrolactone, chlorobenzene, cyclopentyl methyl ether, dihydrolevoglucosenone, dimethylacetamide (DMAc), ethanol, N-methyl-2-pyrrolidone (NMP), hexafluorisopropanol (HFIP), butylated hydroxytoluene (BHT), dimethylformamide (DMF), dimethylsulfoxide (DMSO), methanol, methyl acetate, methyl ethyl ketone, methylene chloride, piperazine, sodium trifluoroacetate (NaTFA), tert-butanol, tetrahydrofuran (THF), 1,2,4-trichlorobenzene (TCB), triethylamine (TEA), triethyl phosphate, toluene, a derivatives thereof, or a mixtures thereof.

12. The process of claim 1 , wherein said slurry or suspension further comprises an additive selected from a matting agent, a colorant, a reinforcement or a combination thereof wherein said additive is at a total additive weight of 0.1 weight percent to 15 weight percent of the total weight of the dried film.

Assignees

• Global Graphene Group Inc

Inventors

• Zhamu Aruna
• Jang Bor Z

Classifications

• C08K5/3417 Primary

  condensed with carbocyclic rings · CPC title

• C08J5/18 Primary

  Manufacture of films or sheets · CPC title

• C08K11/00

  Use of ingredients of unknown constitution, e.g. undefined reaction products · CPC title

• C09B47/04

  Phthalocyanines {abbreviation: Pc} · CPC title

• C08J2379/06

  Polyhydrazides; Polytriazoles; Polyamino-triazoles; Polyoxadiazoles · CPC title