IP Library Granted Patent US 10,626,239
Granted Patent B2
US 10,626,239 · App. 15/963,839 · Granted Apr 21, 2020

Polymer aerogel with improved mechanical and thermal properties

Inventors: Alan D. Sakaguchi (San Antonio, TX); Garrett D. Poe (San Marcos, TX); 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 10,626,239
App. No.
15/963,839
Granted
Apr 21, 2020
Kind
B2
Abstract

An aerogel comprising an open-cell structured polymer matrix that includes a polyamic amide polymer is described.

Claims (20)

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 polymeric matrix has an average pore size of 1000 nanometers (nm) to 5000 nm in diameter,

wherein the aerogel has a density of 0.05 g/cm 3 to 0.35 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, naohtholene-1,4,5,8-tetracarboxylic dianhydride, 4,4′-oxydiphthalic dianhydride, 3,3′,4,4′-biphenylsulfone tetracarboxylic dianhydride, 3,4,9,10-peryene tetracarboxylic dianhydride, bis(3,4-dicarboxyphenyl)sulfide dianhydride, bis(3,4-dicarboxypheny) 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 polymer matrix has an average pore size of 1000 nm to 1400 nm in diameter.

4. The aerogel of claim 3 , wherein the polymer matrix has an average pore size of 1100 nm to 1300 nm in diameter.

5. The aerogel of claim 4 , wherein the aerogel includes 5 wt. % to 25 wt. % of the polyamic amide polymer based on the total weight of the aerogel.

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

7. The aerogel of claim 6 , wherein the polyimide polymer has a repeating structural unit of:

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

8. 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 .

9. The aerogel of claim 8 , wherein the copolymer is a branched copolymer.

10. The aerogel of claim 1 , wherein the aerogel is included in a substrate for a radiofrequency antenna or a radome.

Assignments (2)
CHANGE OF NAME Recorded Nov 15, 2018
From: BLUESHIFT INTERNATIONAL MATERIALS, INC.
To: BLUESHIFT MATERIALS, INC.
Reel/Frame 047575/0811 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2018
From: SAKAGUCHI, ALAN D.; POE, GARRETT D.; IRVIN, DAVID J.; JOAQUIN, ALYSA M.; MANNING, JANAE D.
To: BLUESHIFT INTERNATIONAL MATERIALS, INC.
Reel/Frame 046035/0179 →
Continuity (3)
Division 15616458 · Jun 7, 2017
Provisional Application 62347424 · Jun 8, 2016
Related Publication 20180305513A1 · Oct 25, 2018