IP Library Granted Patent US 12,054,598
Granted Patent B2
US 12,054,598 · App. 17/871,497 · Granted Aug 6, 2024

Polymer aerogel with improved mechanical and thermal properties

Inventors: Alan D. Sakaguchi (San Antonio, TX); Garrett D. Poe (Spencer, MA); David J. Irvin (San Marcos, TX); Alysa M. Joaquin (San Marcos, TX); Janae D. Manning (San Marco, TX)
Assignee: BLUESHIFT MATERIALS, INC.
C08J9/28B01J13/0091C08G73/10C08G73/1071C08J2201/0482C08J2201/0502C08J2205/024C08J2205/026C08J2205/028C08J2205/042C08J2205/044C08J2205/05C08J2207/00C08J2207/10C08J2300/202C08J2379/08
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Quick Facts
Patent No.
US 12,054,598
App. No.
17/871,497
Granted
Aug 6, 2024
Kind
B2
Abstract

An aerogel that includes an open-cell structured polymer matrix is disclosed. The aerogel includes 5 wt. % to 50 wt. % of a polyamic amide polymer, based on the total weight of the aerogel, pores and at least 90% of the pore volume of the aerogel is made up of macropores, a porosity of at least 50%, as measure according to ASTM D4404-10, a density of 0.01 g/cm 3 to 0.5 g/cm 3 , and the aerogel is thermally stable to resist browning at 330° C.

Claims (30)

1. An aerogel comprising an open-cell structured polymer matrix that includes 5 wt. % to 50 wt. % of a polyamic amide polymer, based on the total weight of the aerogel,

wherein the aerogel comprises pores and at least 90% of the pore volume of the aerogel is made up of pores with an average pore diameter of 500 nanometers (nm) to 1000 nm;

wherein the aerogel has a porosity of at least 80%, as measured according to ASTM D4404-10,

wherein the aerogel has a density of 0.05 g/cm 3 to 0.5 g/cm 3 ,

wherein the aerogel is thermally stable to resist browning at 330° C.; and

wherein the polyamic amide polymer has a repeating structural unit of

where each Z has the following structure:

where R 3 , R 4 , and R 5 are each individually a hydrogen (H) atom, an alkyl group, or a substituted alkyl group, with the proviso that at least one of R 3 , R 4 , and R 5 is an alkyl group, or a substituted alkyl group,

X is a first organic group derived from the at least one diamine selected from the group consisting of 4,4′-oxydianiline, 3,4′-oxydianiline, 3,3-oxydianiline, p-phenylenediamine, m-phenylenediamine, o-phenylenediamine, diaminobenzanilide, 3,5-diaminobenzoic acid, 3,3′-diaminodiphenylsulfone, 4,4′-diaminodiphenylsulfones, 1,3-bis-(4-aminophenoxy)benzene, 1,3-bis-(3-aminophenoxy)benzene, 1,4-bis-(4-aminophenoxy)benzene, 1,4-bis-(3-aminophenoxy)benzene, 2,2-Bis[4-(4-aminophenoxy)phenyl]-hexafluoropropane, 2,2-bis(3-aminophenyl)-1,1,1,3,3,3-hexafluoropropane, 4,4′-isopropylidenedianiline, 1-(4-aminophenoxy)-3-(3-aminophenoxy)benzene, 1-(4-aminophenoxy)-4-(3-aminophenoxy)benzene, bis-[4-(4-aminophenoxy)phenyl]sulfones, 2,2-bis[4-(3-aminophenoxy)phenyl]sulfones, bis-[4-(4-aminophenoxy]phenyl)ether, 2,2′-bis-(4-aminophenyl)-hexafluoropropane, (6F-diamine), 2,2′-bis-(4-phenoxyaniline)isopropylidene, meta-phenylenediamine, para-phenylenediamine, 1,2-diaminobenzene, 4,4′-diaminodiphenylmethane, 2,2-bis(4-aminophenyl)propane, 4,4′-diaminodiphenylpropane, 4,4′-diaminodiphenylsulfide, 4,4′-diaminodiphenylsulfone, 3,4′-diaminodiphenylether, 4,4′-diaminodiphenylether, 2,6-diaminopyridine, bis(3-aminophenyl)diethyl silane, 4,4′-diaminodiphenyl diethyl silane, benzidine, dichlorobenzidine, 3,3′-dimethoxybenzidine, 4,4′-diaminobenzophenone, N,N-bis(4-aminophenyl)-n-butylamine, N,N-bis(4-aminophenyl)methylamine, 1,5-diaminonaphthalene, 3,3′-dimethyl-4,4′-diaminobiphenyl, 4-aminophenyl-3-aminobenzoate, N,N-bis(4-aminophenyl)aniline, bis(p-beta-amino-t-butylphenyl)ether, p-bis-2-(2-methyl-4-aminopentyl)benzene, p-bis(1,1-dimethyl-5-aminopentyl)benzene, 1,3-bis(4-aminophenoxy)benzene, m-xylenediamine, p-xylenediamine, 4,4′-diaminodiphenyletherphosphine oxide, 4,4′-diaminodiphenyl N-methylamine, 4,4′-diaminodiphenyl N-phenylamine, amino-terminal polydimethylsiloxanes, amino-terminal polypropyleneoxides, amino-terminal polybutyleneoxides, 4,4′-methylenebis(2-methylcyclohexylamine), 1,2-diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diaminopentane, 1,6-diaminohexane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,9-diaminononane, 1,10-diaminodecane, 4,4′-methylenebisbenzeneamine, 2,2′-dimethylbenzidine, (also known as 4,4′-diamino-2,2′-dimethylbiphenyl (DMB), bisaniline-p-xylidene, 4,4′-bis(4-aminophenoxy)biphenyl, 3,3′-bis(4 aminophenoxy)biphenyl, 4,4′-(1,4-phenylenediisopropylidene)bisaniline, 4,4′-(1,3-phenylenediisopropylidene)bisaniline, and combinations thereof, and

and Y is a second organic group derived from the at least one dianhydride selected from the group consisting of hydroquinone dianhydride, 3,3′,4,4′-biphenyltetracarboxylic dianhydride, pyromellitic dianhydride, 3,3′,4,4′-benzophenone-tetracarboxylic dianhydride, 4,4′-oxydiphthalic anhydride, 3,3′,4,4′-diphenylsulfone-tetracarboxylic dianhydride, 4,4′-(4,4′-isopropylidenediphenoxy)bis(phthalic anhydride), 2,2-bis(3,4-dicarboxyphenyl)propane dianhydride, 4,4′-(hexafluoroisopropylidene)diphthalic anhydride, bis(3,4-dicarboxyphenyl)sulfoxide dianhydride, polysiloxane-containing dianhydride, 2,2′3,3′-biphenyltetracarboxylic dianhydride, 2,3,2′,3′-benzophenonetetraearboxylic dianhydride, 3,3′,4,4′-benzophenonetetraearboxylic dianhydride, naphthalene-2,3,6,7-tetracarboxylic dianhydride, naphthalene-1,4,5,8-tetracarboxylic dianhydride, 4,4′-oxydiphthalic dianhydride, 3,3′,4,4′-biphenylsulfone tetracarboxylic dianhydride, 3,4,9,10-perylene tetracarboxylic dianhydride, bis(3,4-dicarboxyphenyl)sulfide dianhydride, bis(3,4-dicarboxyphenyl)methane dianhydride, 2,2-bis(3,4-dicarboxyphenyl)propane dianhydride, 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropene, 2,6-dichloronaphthalene-1,4,5,8-tetracarboxylic dianhydride, 2,7-dichloronapthalene-1,4,5,8-tetracarboxylic dianhydride, 2,3,6,7-tetrachloronaphthalene-1,4,5,8-tetracarboxylic dianhydride, phenanthrene-8,9,10-tetracarboxylic dianhydride, pyrazine-2,3,5,6-tetracarboxylic dianhydride: benzene-1,2,3,4-tetracarboxylic dianhydride, thiophene-2,3,4,5-tetracarboxylic dianhydride, and combinations thereof.

2. The aerogel of claim 1 , wherein the aerogel includes 5 wt. % to 25 wt. % of the polyamic amide polymer based on the total weight of the aerogel.

3. The aerogel of claim 1 , wherein the aerogel has an elongation of 0.1% to 50%, as measured by ASTM D882-02.

4. The aerogel of claim 1 , wherein the aerogel has a tensile strength of 100 psi to 2500 psi, as measured by ASTM D882-02.

5. The aerogel of claim 1 , wherein the polyamic amide polymer is a copolymer comprising the repeating structural units of:

where m and n are average number of repeat units per chain ranging from 1 to 2000, and—wherein X, Y and Z are the same as defined in claim 1 .

6. The aerogel of claim 5 , wherein the copolymer is a branched copolymer.

7. The aerogel of claim 1 , wherein the repeating structural unit is:

wherein X and Y are the same as defined in claim 1 .

8. The aerogel of claim 1 , further comprising a polyimide polymer.

9. The aerogel of claim 8 , wherein the polyimide polymer has a repeating structural unit of:

wherein X and Y are the same as defined in claim 1 .

10. A film comprising the aerogel of claim 1 .

11. An article of manufacture comprising the aerogel of claim 1 .

12. The article of manufacture of claim 11 , wherein the article of manufacture comprises circuitry, and wherein the aerogel is comprised in a substrate that is attached to the circuitry.

13. The article of manufacture of claim 12 , wherein the aerogel provides thermal insulation to the circuitry.

14. The article of manufacture of claim 11 , wherein the article of manufacture is a radiofrequency antenna or a radome, and wherein the aerogel is comprised in a substrate for the radiofrequency antenna or the radome.

15. The article of manufacture of claim 14 , wherein the substrate is transparent to RF radiation.

16. The article of manufacture of claim 11 , wherein the article of manufacture comprises a face mask filter.

17. The article of manufacture of claim 11 , wherein the article of manufacture is an insulating material for an oil or gas pipeline, an apparel, a building, or an automobile.

18. The article of manufacture of claim 11 , wherein the article of manufacture is an insulating material for an aerospace application.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2022
From: SAKAGUCHI, ALAN D.; POE, GARRETT D.; IRVIN, DAVID J.; JOAQUIN, ALYSA M.; MANNING, JANAE D.
To: BLUESHIFT INTERNATIONAL MATERIALS, INC.
Reel/Frame 060597/0601 →
CHANGE OF NAME Recorded Jul 22, 2022
From: BLUESHIFT INTERNATIONAL MATERIALS, INC.
To: BLUESHIFT MATERIALS, INC.
Reel/Frame 060839/0095 →
Continuity (5)
Continuation 16820351 · Mar 16, 2020
Continuation 15963839 · Apr 26, 2018
Division 15616458 · Jun 7, 2017
Provisional Application 62347424 · Jun 8, 2016
Related Publication 20220380568A1 · Dec 1, 2022