Copolymers, produced from aromatic substituted aromatic azine-siloxane compositions, are thermally stable, solar ultraviolet light non-degradable by wavelengths shorter than those reaching earth surface

Adamson, M. J.

Gloria, H. R.

Goldsberry, R. E.

Reinisch, R. F.

English

NASA Technical Reports Server

December 1972
	 B72-10709 
S NASA TECH BRIEF 
Ames Research Center
	 4r 
NASA Tech Briefs announce new technology derived from the U.S. space program. They are issued to encourage 
commercial application. Tech Briefs are available on a subscription basis from the National Technical Information 
Service, Springfield, Virginia 22151. Requests for individual copies or questions relating to the Tech Brief program may 
be directed to the Technology Utilization Office, NASA, Code KT, Washington, D.C. 20546. 
Ultraviolet and Thermally Stable Polymer Compositions 
S
The problem: 
To develop polymers which are thermally stable 
and are not degraded by solar ultraviolet light of 
wavelengths shorter than those reaching . the earth's 
surface. 
The solution: 
A new class of aromatic and substituted aromatic 
azine - sioxane copolymers. 
How it's done: 
The polymers are prepared by allowing a dthy-
droxyarylazine monomer to react under typical melt 
polymerization conditions with bisaniino)-diaryl- or 
dial.kylsilane monomer; the course of the condensa-
tion can be followed by collecting and measuring the 
aniline which is evolved:
B 
HO-R-C=N-N=C-R-OH + HN-Si-NH4 - 
A	 A
B 
—[O-R-C=N-N=C-R-O-i-1. +2NH2. 
A	 A13 
In the above equations, R represents a substituted 
aromatic group or condensed aromatic ring system, 
A represents a hydrogen atom, an alkyl radical, or an 
aryl radical, and B represents a phenyl or methyl 
radical. 
Examples of suitable hydroxyarylazines include 
4,4'-dthydroxy-1,1'-benzalazine, 2,2'-dimethoxy-
5,5'-dthydroxy-1,1'-benzalazine, and 2,2',6,6'-tetrahy-
droxy-1,1'-naphthalazine. Generally, the azines are
prepared by allowing an ethanolic solution of the ap-
propriate aldehyde to react with a solution of hydra-
zine sulfate in a nitrogen atmosphere. 
Examples of bis(aniino)-diaryl- or dialkylsilyl 
amines that are suitable for the formation of copoly-
mers include bis(anilino)diphenylsilane, bis(aniino)-
dimethylsilane, and bis(aniino)phenylmethylsilane. 
These compounds may be prepared by allowing 
aniline to react with the appropriate alkyl or aryl 
dichlorosilane in the presence of 2,4,6-trimethyl-
pyridine. 
A typical copolymer, formed from 2 moles (1 part 
by wt.) of 4,4'-dihydroxybenzalazine and 3 moles (2.2 
parts by wt.) of bis(aniino)diphenylsilane, is poly-
4,4'-(diphenylsiloxy)benzalazine; the crude polymer 
is dissolved in chloroform and purified by precipitation 
with methanol. The pure polymer is yellow and not 
brittle; it can be used as a cement for glass (heat 30 
minutes at 190°C to melt). It can be cast as a plastic 
film from chloroform or tetrahydrofurane solutions 
and parts can be fabricated by compression molding. 
The thermal and ultraviolet stability of the copoly-
mers stems from their basic chemical composition, 
that is, the presence of repeating mer units of an 
aromatic azine and an aromatic diphenylsilane, both 
units independently exhibiting exceptional thermal 
and ultraviolet stability. 
Note: 
Requests for further information may be directed to: 
Technology Utilization Officer 
Ames Research Center 
Moffett Field, California 94035 
Reference: TSP 72-10709 
(continued overleaf) 
This document was prepared under the sponsorship of the National	 Government assumes any liability resulting from the use of the 
Aeronautics and Space Administration. Neither the United States 	 information contained in this document, or warrants that such use 
Government nor any person acting on behalf of the United States 	 will be free from privately owned rights.
S
https://ntrs.nasa.gov/search.jsp?R=19720000708 2020-03-17T03:43:13+00:00Z
Patent status:	 Source: Ronald F. Reinisch, Hermio R. Gloria, 
Inquiries about obtaining rights for the commercial
	
Ronald E. Goldsberry, and Michael J
.
 Adamson 
use of this invention may be made to:
	
Ames Research Center 
Patent Counsel 	 (ARC4092)
Mail Code 200-1A 
Ames Research Center 
Moffett Field, California 94035
0 
B72-10709	 Category 04


Ultraviolet and thermally stable polymer compositions

Abstract

Similar works

Full text

Available Versions

NASA Technical Reports Server