Stabilization of polyisocyanates against discoloration
AssigneeThe Dow Chemical Company
InventorsJohn L. Nafziger, John M. Motes
Life of this patent
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Abstract
Polyisocyanates are stabilized against discoloration by the addition of certain hindered phenols such as o,o-di-n-octadecyl-3,5-di-tert-butyl-4-hydroxyl benzyl phosphonate.
Claims18
A polyisocyanate containing as a stabilizer against discoloration, from about 20 to about 2500 ppm of a stabilizer selected from the group consisting of
- 1. o,o-di-n-octadecyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate,
- 2. tetrakis(methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate))methane,
- 3. bis(2- (4-hydroxy-3,5-di-tert-butylphenyl) ethyl)sulfide,
- 4. octadecyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate, and
- 5. mixtures thereof.
The process for preparing a polyisocyanate resistant to discoloration upon storage which comprises distilling said polyisocyanate in the presence of at least about 25 ppm of an organic phosphite selected from the group consisting of
- 1. triphenyl phosphite,
- 2. diphenylisodecyl phosphite,
- 3. trisononylphenyl phosphite,
- 4. trilauryl phosphite, and
- 5. mixtures thereof;
- and adding to the resultant distillate a stabilizer selected from the group consisting of
- 1. o,o-di-n-octadecyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonte,
- 2. tetrakis(methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate))methane,
- 3. bis(2-(4-hydroxy-3,5-di-tert-butylphenyl)ethyl)sulfide,
- 4. octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate, and
- 5. mixtures thereof;
- and
- wherein said stabilizer is employed in quantities of from about 20 ppm to about 250 ppm.
A polyisocyanate containing as a stabilizer against discoloration from about 10 ppm to about 250 ppm of a mixture comprising
- A. an organic phosphite selected from the group consisting of
- 1. triphenyl phosphite,
- 2. diphenylisodecyl phosphite,
- 3. trisnonylphenyl phosphite,
- 4. triisodecyl phosphite,
- 5. trilauryl phosphite, and
- 6. mixtures thereof;
- and
- B. a member of the group consisting of
- 1. o,o-di-n-octadecyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate,
- 2. tetrakis(methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate))methane,
- 3. bis(2-(4-hydroxy-3,5-di-tert-butylphenyl)ethyl)sulfide,
- 4. octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate, and
- 5. mixtures thereof;
- and
- wherein the equivalent ratio of B:A is from about 0.01:1 to about 10:1.
A process for preparing a polyisocyanate resistant to discoloration upon storage which comprises distilling said polyisocyanate in the presence of at least about 25 ppm of an organic phosphite and adding to the resultant distillate a stabilizer mixture comprising
- A. an organic phosphite selected from the group consisting of
- 1. triphenyl phosphite,
- 2. diphenylisodecyl phosphite,
- 3. trisnonylphenyl phosphite,
- 4. triisodecyl phosphite,
- 5. trilauryl phosphite, and
- 6. mixtures thereof;
- and
- B. a member of the group consisting of
- 1. o,o-di-n-octadecyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate,
- 2. tetrakis(methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate))methane,
- 3. bis(2-(4-hydroxy-3,5-di-tert-butylphenyl)ethyl)sulfide,
- 4. octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate, and
- 5. mixtures thereof;
- and
- wherein the equivalent ratio of (B) :
- (A) is from about 0.01:1 to about 10:1.
Dependencies are inferred from the claim text.