New polyurethanes, formed from a reaction of a prepolymer diol and a perfluorinated diisocyanate, are nonflammable and possess high corrosion resistance and good low temperature flexibility. Polymer hardness increases rapidly with increasing ratio of diisocaynate to diol, but its glass transition temperature is not adversely affected

Rochow, S. E.

Stump, E. C., Jr.

English

NASA Technical Reports Server

January 197 1-	 Brief 71 -10005 
NASA TECH BRIEF 
NASA Pasadena Office
	 -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. 
Preparation of Highly Fluorinated Polyurethanes 
A new family of fluorinated polyurethanes has been 
formulated. The polyurethanes possess most of the 
desirable properties of polytetrafluoroethylene, such as 
nonflammability and high corrosion resistance, yet 
have good low temperature flexibility. Being elas-
tomers, the new materials may be used in bladders, 
seals, gaskets, protective coatings, and many similar 
ap.plications. 
The compounds have the general formula: 
0	 0 
[CH 2 [CF( CF3 )0(C F 2 ) POCF(CF2 )I 5CH 2OCN H RNI-ICO]y 
where n is an integer from ito 12, 
p is an integer from 2 to 23, 
y is an integer from ito 1000, and 
R is any radical suitable for linking two iso-
cyanate groups, preferably a low-order fluori-
nated alkylene or phenylene group. 
The polymers are formed from the reaction of a 
prepolymer diol (see note i) with a suitable di-
isocyanate. Although tetrafluoro-m-phenylene diiso-
cyanate has been used in all preparations to date, 
many other diisocyanates, including those commonly 
used to prepare conventional polyurethanes, could 
probably be used. The perfluorinated diisocyanates 
are preferred, however, since they seem to be more 
compatible with the prepolymer. 
The polymers formed have ranged from sticky 
semi-solids to tough, brittle sheets, depending on the 
relative amounts of diisocyanate and prepolymer used, 
on the molecular weight of the prepolymer, and on 
the amount of cross-linking developed between the 
polymer chains. Although the hardness of the poly-
mer increases rapidly with increasing ratio of diiso-
cyanate to diol, the glass transition temperature of 
the polymer is not adversely affected. 
Notes: 
1. Related information, involving preparation of the 
precursor molecules used to form the polyure-
thane, can be found in NASA Tech Briefs 
B70-10353 and B71-10004. 
2. Requests for further information may be directed 
to:
Technology Utilization Officer 
NASA Pasadena Office 
4800 Oak Grove Drive 
Pasadena, California 91103 
Reference: TSP7 1-10005 
Patent status: 
This inyention is owned by NASA, and a patent 
application has been filed. Royalty-free nonexclusive 
licenses for its commercial use will be granted by 
NASA. Inquiries concerning license rights should be 
made to: 
Patent Counsel 
Mail Code 1 
NASA Pasadena Office 
4800 Oak Grove Drive 
Pasadena, California 91103 
Source: E.C. Stump, Jr., and S.E. Rochow of 
Peninsular ChemResearch, Inc.
under contract to 
NASA Pasadena Office
(N P0-10767) 
Category 04 
This document was prepared under the sponsorship of the National 
Aeronautics and Space Administration. Neither the United States 
Government nor any person acting on behalf of the United States
Governmtht assumes any liability resulting from the use of the 
information contained in this document, or warrants that such use 
will be free from privately owned rights.
https://ntrs.nasa.gov/search.jsp?R=19710000005 2020-03-17T02:17:57+00:00Z


Preparation of highly fluorinated polyurethanes

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