IP Library Granted Patent US 10,370,508
Granted Patent B1
US 10,370,508 · App. 15/635,794 · Granted Aug 6, 2019

High temperature chemical compositions and composites produced therefrom

Inventors: Richard D. Hreha (Centerville, OH); Joel P. Brubaker (Dayton, OH); Patrick J. Hood (Bellbrook, OH)
Assignee: Jalapeno Holdings, LLC
C08J5/042C08G73/02C08G73/0273
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Quick Facts
Patent No.
US 10,370,508
App. No.
15/635,794
Granted
Aug 6, 2019
Kind
B1
Abstract

Chemical compositions are provided that include at least one of Formula I or Formula II: where n and m are integers, at least one of R 1 or R 2 comprises an aromatic moiety, and X is selected from the group consisting of CH 2 , NH, O, S, SO 2 , and combinations thereof. Composites formed from the chemical composition and at least one reinforcement material are also provided.

Claims (22)

1. A chemical composition comprising at least one of Formula I or Formula II:

wherein:

where n and m are each an integer greater than or equal to 1,

at least one of R 1 or R 2 comprises an aromatic moiety, and

X is selected from the group consisting of CH 2 , NH, O, S, SO 2 , and combinations thereof.

2. The chemical composition of claim 1 , wherein X is selected from the group consisting of CH 2 , NH, O, S, and combinations thereof.

3. The chemical composition of claim 1 , wherein n, m, or both, are integers from 1 to 200.

4. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise one or more of a phenyl group, a naphthyl group, a benzyl group, or a 4-cyanophenyl group.

5. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise one or more of an ether group, a sulfur group, a sulfonyl group, an imine group, an amide group, a methylene group, a dialkyl methylene group, an isopropyl group, a trifluoromethyl group, a hexafluoroisopropyl group, a carbonyl group, a methyl group, a propyl group, a dimethylamino group, or a boronic acid group.

6. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise one or more of an (1-(5-(1-(5-Formyl-2-furfyl)-1-methylethyl)-2-furfyl)-1-methylethyl), diphenylsulfone, diphenyl sulfone, diphenyl ether, 1,3-bis(phenoxy)-benzene, moiety, 4,4′-(1,3-phenylenedioxy)dianiline, 1,3-bis(3-aminophenoxy)benzene, 4,4′-oxydianiline, 4-aminophenyl sulfone, 3-aminophenyl sulfone, or isophthalaldehyde derivatives.

7. The chemical composition of claim 1 , wherein the composition is used in one or more of the architecture, coating, composite, construction, oil and gas, mining, defense, space, aerospace, automotive, marine, or electronic industries.

8. A composite comprising the chemical composition of claim 1 and at least one reinforcement material.

9. The composite of claim 8 , wherein the reinforcement material comprises one or more of carbon fiber, glass fiber, aramid fiber, polymer fiber, felt material, carbon felt, aerogel, syntactic material, random fiber mats, scrims, chopped fibers, fiber knits, unidirectional fiber plies, three-dimensional fiber weaves, three-dimensional fiber preforms, plain weave fabrics, twill fabrics, harness satin fabrics or combinations thereof.

10. The composite of claim 8 , wherein the composite is an article used in at least one of an architecture, coating, composite, construction, oil and gas, mining, defense, space, aerospace, automotive, marine, or electronic industries.

11. The chemical composition of claim 1 , wherein X is O.

12. The chemical composition of claim 1 , wherein X is NH.

13. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise a phenyl group.

14. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise a naphthyl group.

15. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise one or more of an ether group, an imine group, an amide group, a hexafluoroisopropyl group, or an isopropyl group.

16. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise a diphenyl ether moiety.

17. The chemical composition of claim 1 , wherein R 1 , R 2 , or both comprise an isophthalaldehyde derivative.

18. The composite of claim 8 , wherein the reinforcement material comprises one or more of carbon fiber, glass fiber, three-dimensional fiber preforms, or combinations thereof.

Assignments (8)
SECURITY INTEREST Recorded Apr 8, 2025
From: SYSTIMA TECHNOLOGIES, INC.
To: CITIBANK, N.A., AS AGENT
Reel/Frame 070775/0023 →
RELEASE OF SECURITY INTEREST Recorded Apr 8, 2025
From: TCW ASSET MANAGEMENT COMPANY, LLC
To: SYSTIMA TECHNOLOGIES, INC.
Reel/Frame 070767/0592 →
SECURITY INTEREST Recorded Sep 30, 2022
From: SYSTIMA TECHNOLOGIES, INC.
To: TCW ASSET MANAGEMENT COMPANY, LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 061276/0116 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2022
From: CORNERSTONE RESEARCH GROUP, INCORPORATED
To: SYSTIMA TECHNOLOGIES, INC.
Reel/Frame 060694/0679 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2022
From: CORNERSTONE RESEARCH GROUP, INCORPORATED
To: SYSTIMA TECHNOLOGIES, INC.
Reel/Frame 060318/0876 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2022
From: JALAPENO HOLDINGS, LLC
To: CORNERSTONE RESEARCH GROUP, INC.
Reel/Frame 059595/0149 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 1, 2019
From: CORNERSTONE RESEARCH GROUP, INC.
To: JALAPENO HOLDINGS, LLC
Reel/Frame 048482/0233 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2017
From: HREHA, RICHARD D.; BRUBAKER, JOEL P.; HOOD, PATRICK J.
To: CORNERSTONE RESEARCH GROUP, INC.
Reel/Frame 043065/0310 →
Continuity (1)
Provisional Application 62355634 · Jun 28, 2016
Cited By (1)
US 12,410,292