US4604418A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for isocyanurating hexamethylene-diisocyanate using a sodium or potassium carboxylate catalyst and a paint composition comprising the product of said process and polyols
Assignee: Nippon Polyurethane Industry Co Ltd
•
Filing: 1984-08-13
•
Granted: 1986-08-05
•
Expires: 2004-08-13
Abstract
Abstract The invention relates to a process for isocyanurating hexamethylene-diisocyanate containing polyol adduct thereof using a novel catalyst and to a paint composition formed from of the product of the above mentioned process and polyol, and to the composition yielding a paint film showing an excellent light resistance and weather resistance, especially high yellowing resistance.
Inventors
- 👤 Masanori Shindo
- 👤 Yusuke Aoki
- 👤 Yosizumi Kataoka
- 👤 Susumu Enomoto
- 👤 Minoru Nakamura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 16:18
CPC Classifications
C; C07; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/30; C07D251/34; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/77; C08G18/78; C08G18/79; C08G18/791; C08G18/792; C08G18/80; C08G18/8003; C08G18/8006; C08G18/8009; C08G18/8012; C08G18/8016
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
105 words
A process for preparing an isocyanurated compound of hexamethylene diisocyanate which comprises the following steps: (a) partially polyoling hexamethylene diisocyanate using a polyol compound in an amount less than 15 mol %, and then recovering unreacted hexamethylene diisocyanate from the reaction mixture, (b) trimerising said polyoled hexamethylene diisocyanate in the presence of a catalyst having the formula (1), C.sub.n H.sub.2n+1 COOM (1) wherein n stands for an integer of 2 to 10, C n H 2n+1 for a straight or branched alkyl radical and M for a potassium or sodium metal, and (c) stopping the trimerization reaction at a reaction ratio of less than 80%.
Claim 2
Dependent Claim
105 words
A process for preparing an isocyanurated compound of hexamethylene diisocyanate which comprises the following steps: (a) partially polyoling hexamethylene diisocyanate using a polyol compound in an amount less than 15 mol %, and then recovering unreacted hexamethylene diisocyanate from the reaction mixture, (b) trimerising said polyoled hexamethylene diisocyanate in the presence of a catalyst having the formula (1), C.sub.n H.sub.2n+1 COOM (1) wherein n stands for an integer of 2 to 10, C n H 2n+1 for a straight or branched alkyl radical and M for a potassium or sodium metal, and (c) stopping the trimerization reaction at a reaction ratio of less than 80%.
Claim 3
Dependent Claim
26 words
A process according to claim 1, wherein hexamethylene diisocyanate is polyoled in an amount less than 15 mol% of the isocyanate group in the reaction mixture.
Claim 4
Dependent Claim
33 words
A process according to claim 2, wherein a polyol used in polyolization is selected from the group consisting of polyols having a molecular weight less than 3,000 and having 2 to 3 functionalities.
Claim 5
Dependent Claim
23 words
A process according to 3, wherein said polyol is selected from the group consisting of polyester polyol polyhydric alcohol, dihydric alcohol and polyetherpolyol.
Claim 6
Dependent Claim
23 words
A process according to 3, wherein said polyol is selected from the group consisting of polyester polyol polyhydric alcohol, dihydric alcohol and polyetherpolyol.
Claim 7
Dependent Claim
25 words
A process according to claim 1, wherein the polyolization is carried out at a temperature lower than 100° C., preferably at 70° to 90° C.
Claim 8
Dependent Claim
14 words
The process according claim 1, wherein n stands for integer of 3 to 9.
Claim 9
Dependent Claim
27 words
A process according to claim 1, wherein said catalyst is used in an amount of less than 0.25% by weight based on the amount of hexamethylene diisocyanate.
Claim 10
Dependent Claim
23 words
A process according to claim 7, wherein said catalyst is used in an amount of 0.01 to 0.25% by weight of hexamethylene diisocyanate.
Claim 11
Dependent Claim
16 words
A process according to claim 8, wherein a promoter is further co-used together the said catalyst.
Claim 12
Dependent Claim
25 words
A process according to claim 9, wherein said promoter is one selected from the group consisting of alcoholic compounds, phenolic hydroxylic compounds and tertiary amines.
Claim 13
Dependent Claim
20 words
A process according to claim 1, wherein the trimerization is carried out in the presence or absence of a solvent.
Claim 14
Dependent Claim
20 words
A process according to claim 11, wherein said solvent is selected from the group consisting of esters and aromatic hydrocarbons.
Claim 15
Dependent Claim
20 words
A process according to claim 1, wherein said trimerization is carried out at a temperature of 60° to 100° C.
Claim 16
Dependent Claim
19 words
A process according to claim 1, wherein said trimerization is carried out for about 4 to about 7 hours.
Claim 17
Dependent Claim
24 words
A process according to claim 1, wherein the trimerization reaction is stopped at 20 to 60 mol% based on the theoretical rate of reaction.
Claim 18
Dependent Claim
26 words
A process according to claim 15, wherein the reaction is stopped at a desired rate of reaction by adding a strong acid to the reaction mixture.
Claim 19
Dependent Claim
18 words
A process according to claim 16, wherein said strong acid is selected from phosphoric acid and sulfuric acid.
Claim 20
Dependent Claim
30 words
A paint composition which comprises an admixture of the product obtained by the process of claim 1, polyols in an amount of NCO/OH ratio 0.8 to 1.2, solvents and adjuvants.
Claim 21
Dependent Claim
33 words
A paint composition according to claim 18, wherein said isocyanurated compound of hexamethylene diisocyanate is used in an amount of more than 10% by weight based on the total amount of the composition.
Claim 22
Dependent Claim
18 words
A paint composition according to claim 18, wherein said polyol has a molecular weight of 600 to 3,000.
Claim 23
Dependent Claim
22 words
A paint composition according to claim 20, wherein said polyol is selected from the group consisting of polyester polyols, polyetherpolyols and acrylpolyols.
Claim 24
Dependent Claim
25 words
A paint composition of claim 18, wherein the solvent is selected from the group consisting of toluene, xylene, ethyl acetate, butyl acetate, celloacetate, and methylethylketone.
Claim 25
Dependent Claim
23 words
A paint composition of claim 18, wherein the adjuvant is selected from the group consisting of pigment, plasticizer, leveling agent, surfactant, and fillers.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-08-04 | 1990-02-03 | 1990-08-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-08-04 | 1994-02-03 | 1994-08-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-08-04 | 1998-02-03 | 1998-08-05 | $7700.00 | Window Closed / Lapsed |