Patent US4604418A successfully refreshed from Google Patents.
← Back to Patent Explorer
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
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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 2026-11-07 08:49
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)

US2978449A Cited
GB920080A Cited
US3284413A Cited
US4288586A Cited

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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag