US4906774A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing diamines
Assignee: Huntsman Corp
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Filing: 1987-07-27
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Granted: 1990-03-06
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Expires: 2007-07-27
Abstract
Abstract Polyoxyalkylene diamine reaction products which contain as the principle reaction component, a diamine having the formula: <IMAGE> wherein R' independently represents hydrogen or methyl and x is a number having an average value of at least 1 to about 60 and a diisocyanate of the formula: <IMAGE> <IMAGE> <IMAGE> OCN(CH2)6NCO The products of the invention are obtained by reacting an excess of polyoxyalkylene diamine with a diisocyanate in the presence of a polar solvent and have the following general structures: <IMAGE> where B is alkyl group from diisocyanates, and R' has the same meaning as above. These products are further used to prepare coatings with improved properties by reacting said amine products with isocyanates prepolymers and epoxy material.
Inventors
- 👤 George P. Speranza
- 👤 Jiang-Jen Lin
- 👤 Michael Cuscurida
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 15:45
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8061; C08G18/08; C08G18/0838; C08G18/0842; C08G18/0847; C08G18/0852; C08G18/089; C08G18/10; C08G18/28; C08G18/2805; C08G18/2815; C08G18/282; C08G18/30; C08G18/32; C08G18/3225; C08G18/3228; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5024; C08G18/73; C08G18/74; C08G18/75; C08G18/76; C08G18/7614; C08G18/7628; C08G18/765; C08G18/8003; C08G18/8006; C08G18/8038
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
162 words
A polyoxyalkylene diamine reaction product containing an average of two terminal primary amine groups and having an average molecular weight of about 600 to 10,000; said polyoxyalkylene diamine having been prepared by reacting a diisocyanate with an excess of starting polyoxyalkylene diamine in the presence of a hindered alcohol solvent; the principal polyoxyalkylene diamine reaction product being a diamine formed by coupling each isocyanate group of said diisocyanate through a urea linkage with a terminal primary amine of said starting diamine; wherein said diisocyanate reactant are alkyl diisocyanates from the group consisting of: ##STR16## and said starting polyoxyalkylene diamine has the formula: ##STR17## wherein R' independently represents hydrogen or methyl and x is a number having an average value of about 1 to about 60, wherein said polyoxyalkylene diamine reaction product has the formula: ##STR18## wherein R' is hydrogen or methyl, x is a number having an average value of about 1 to 60, and wherein B is derived from the diisocyanate.
Claim 2
Dependent Claim
162 words
A polyoxyalkylene diamine reaction product containing an average of two terminal primary amine groups and having an average molecular weight of about 600 to 10,000; said polyoxyalkylene diamine having been prepared by reacting a diisocyanate with an excess of starting polyoxyalkylene diamine in the presence of a hindered alcohol solvent; the principal polyoxyalkylene diamine reaction product being a diamine formed by coupling each isocyanate group of said diisocyanate through a urea linkage with a terminal primary amine of said starting diamine; wherein said diisocyanate reactant are alkyl diisocyanates from the group consisting of: ##STR16## and said starting polyoxyalkylene diamine has the formula: ##STR17## wherein R' independently represents hydrogen or methyl and x is a number having an average value of about 1 to about 60, wherein said polyoxyalkylene diamine reaction product has the formula: ##STR18## wherein R' is hydrogen or methyl, x is a number having an average value of about 1 to 60, and wherein B is derived from the diisocyanate.
Claim 3
Dependent Claim
20 words
The product of claim 1 wherein the polar solvent is selected from the group consisting of isopropanol, t-butanol, secondary butanol.
Claim 4
Dependent Claim
26 words
The product of claim 1 wherein the diisocyanate reactant is selected from the group consisting of isophorone diisocyanate (IPDI), 1,6-hexamethylene diisocyanate (HMDI) and tetramethylxylene diisocyanate (TMXDI).
Claim 5
Dependent Claim
18 words
The product of claim 1 wherein the polyoxyalkylene diamines reactants have molecular weights of from 200 to 4000.
Claim 6
Dependent Claim
20 words
The product of claim 1 wherein the polyoxyalkylene diamines are polypropylene diamines of the formula: ##STR19## where x=1 to 60.
Claim 7
Dependent Claim
23 words
The product of claim 1 wherein said polyoxyalkylene diamine and said diisocyanate are allowed to react with each other at 2:1 molar ratio.
References Cited (Backward Citations)
US4261845A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-03-05 | 1993-09-04 | 1994-03-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-03-05 | 1997-09-04 | 1998-03-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-03-05 | 2001-09-04 | 2002-03-06 | $7700.00 | Window Closed / Lapsed |