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Blocked polyisocyanate

a polyisocyanate and polyisocyanate technology, applied in the field of blocked polyisocyanate, can solve the problem of limited usefulness in the coating area

Inactive Publication Date: 2005-05-26
BAYER MATERIALSCIENCE AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

"The present invention is about a new type of blocked polyisocyanate that is useful in solvent-based coating compositions. This blocked polyisocyanate is made by reacting nonane triisocyanate with a pyrazole blocking agent and a diol or polyol. The resulting composition has high functionality, high NCO content, and low unblocking temperature. The invention solves the problem of limited solubility in commercial coating solvents. The use of pyrazole blocking agents is known and preferred. The patent text describes the use of certain pyrazole blocking agents and the resulting composition. The three components can be reacted in any order. The amounts of reactants are such that the ratio of isocyanate to hydroxy equivalent is from 1:0.15 to 1:0.6 and the ratio of isocyanate groups to blocking groups is from 1:0.4 to 1:0.85."

Problems solved by technology

The fully blocked reaction product of nonane triisocyanate and a pyrazole meets the market need as far as functionality, NCO content and unblocking temperature but is not soluble in commercially used coating solvents (see U.S. application Ser. No. ______, fled on the same day as the present application (attorney docket number PO-7999)) and as a result has limited usefulness in the coating area.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0014] A 500 ml round bottom flask fitted with stirrer, nitrogen inlet, condenser and thermocouple was filled with 86.53 grams (1.0 equivalent) of NTI and 9.18 grams (0.2 equivalent) of 1,3-butanediol. The reaction mixture was heated with stirring to 85° C. and held for two hours at which time the NCO content was 35.20% by weight (theoretical 35.11%). The reaction mixture was cooled to room temperature and 31.85 g methyl propyl ketone and 77.04 grams (0.8 equivalent) of 3,5-dimethyl pyrazole was added. The reaction mixture had a strong exotherm and an ice bath was used to keep the temperature to no higher than 65° C. When the exotherm was complete, heat was applied to maintain a reaction temperature of 60° C. The 60° C. reaction temperature was maintained for four hours when an IR spectrum showed no isocyanate remaining. The solids were 85% and the viscosity was >100,000 cps @ 25° C. The isocyanate content of the solution was 256 g / eq. No crystals formed after one month, even after ...

example 2

[0015] The procedure of Example 1 was used except that 87.37 grams (1.0 equivalent) of NTI, 14:97 grams (0.33 equivalent) of 1,3-butanediol, 30.21 grams of methyl propyl ketone and 64.57 grams (0.67 equivalent) of 3,5-dimethyl pyrazole were used. The isocyanate content of the adduct was 27.8% by weight (theoretical 27.5%). The final product had a solids content of 85% and the viscosity was >100,000 cps @ 25° C. The isocyanate content of the solution was 294 g / eq. No crystals formed after one month, even after seeding with pure DMP blocked NTI from Comparison Example 1.

example 3

[0018] A paint formulation was prepared from 39 grams of the blocked isocyanate of Example 1, 100 grams of Desmophen A870 BA, 0.2 grams of Byk 306, 0.2 grams of Byk 358 and 34.7 grams of a mixture of n-butanol:propylmethyl ether acetate:3-ethoxypropanoic acid ethyl ester (4:5:6 weight ratio). When the DMP adduct of NTI 2 was used, the formulation was adjusted for the NCO content.

[0019] Desmophen A870 BA is an acrylic polyol at 70% solids in butyl acetate, having an OH number of 97 and a viscosity at 23° C. of 3500 cps, available from Bayer Polymers LLC. Byk 306 is a silicone surfactant, available from Byk Chemie. Byk 358 is an acrylic leveling additive, available from Byk Chemie.

[0020] The clear coating was drawn down with a 3 mil draw down bar on an e-coated steel panel and cured at 285° C. for 30 minutes.

[0021] The results are given in the following table.

DMP adduct of NTIDMP adduct of NTITestprepolymer 1prepolymer 2Equivalent weight,294216g / eqMEK double rubsPass 100Pass 100A...

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Abstract

The present invention is directed to a blocked polyisocyanate based on nonane triisocyanate. More particularly, the invention is directed to a blocked polyisocyanate useful in solvent borne coating compositions and comprising the reaction product of: a) nonane triisocyanate; b) a pyrazole blocking agent; and c) a diol or polyol.

Description

BACKGROUND OF THE INVENTION [0001] Nonane triisocyanate (NTI or 4-isocyanatomethyl-1,8-octane diisocyanate) is a known material. Various uses for NTI have been suggested. See, e.g., U.S. Pat. Nos. 4,314,048; 5,714,564; 5,854,301; 6,084,051; 6,090,939; 6,100,326; 6,291,578; 6,399,691; 6,432,485; 6,433,072; 6,531,535; 6,566,444; and 6,605,669. [0002] A market need exists for a high functionality, high NCO content, low unblocking temperature polyurethane crosslinker. Pyrazoleblocked isocyanates unblock at relatively low temperatures (see, e.g., U.S. Pat. Nos. 4,976,837, 5,246,557, 5,521,272 and 5,986,033). The fully blocked reaction product of nonane triisocyanate and a pyrazole meets the market need as far as functionality, NCO content and unblocking temperature but is not soluble in commercially used coating solvents (see U.S. application Ser. No. ______, fled on the same day as the present application (attorney docket number PO-7999)) and as a result has limited usefulness in the co...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07D231/12C08G18/10C08G18/73C08G18/80
CPCC08G18/10C08G18/73C08G18/807C08G18/80
Inventor ROESLER, RICHARD R.JACOBS, PATRICIA B.PETHIYAGODA, DINESHRIGGIO, TABITHA H.SALEK, MARIANNE M.YUHAS, EMERY
Owner BAYER MATERIALSCIENCE AG