Isocyanate-based compositions, their process for utilization, their utilization for producing coatings and coating thus obtained

• US 20010021746A1
• Filed: 03/16/2001
• Published: 09/13/2001
• Est. Priority Date: 02/29/1996
• Status: Abandoned Application

• Current Assignee: Arnaud Lyothier, Jean-Marie Bernard, Minou Nabavi, Thierry Jeannette
• Original Assignee: Arnaud Lyothier, Jean-Marie Bernard, Minou Nabavi, Thierry Jeannette
• Inventors: Bernard, Jean-Marie, Lyothier, Arnaud, Jeannette, Thierry, Nabavi, Minou
• Application Number:
  US09/810,137
• Publication Number:
  US 20010021746A1
• Time in Patent Office: Days
• US Class Current: 524/710
• CPC Class Codes: C07C 263/18 Separation; Purification; Stabilisation; Use of additives
• CPC Class Codes: C07C 265/14 containing at least two isocyanate groups bound to the same carbon skeleton
• CPC Class Codes: C08G 18/6254 Polymers of alpha-beta ethylenically unsaturated carboxylic acids and of esters of these acids containing hydroxy groups
• CPC Class Codes: C08G 18/706 the liquid medium being water
• CPC Class Codes: C08G 18/7831 containing biuret groups
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C08K 5/521 Esters of phosphoric acids, e.g. of H3PO4
• CPC Class Codes: C09D 175/04 Polyurethanes

Abstract

The present invention relates to a composition based on isocyanate(s), advantageously not completely masked. This composition is defined in that it comprises a compound containing an anionic functional group and a polyethylene glycol chain fragment of at least 5, advantageously of at least 7 ethyleneoxy units. Application to organic synthesis.

Claims

1. Composition based on isocyanate(s), advantageously not completely masked, characterized in that it comprises at least one compound containing an anionic functional group and advantageously a polyethylene glycol chain fragment of at least one, preferably at least 5 ethyleneoxy units.

2. Composition according to

claim 1

, characterized in that the said compound contains a hydrophilic part formed by the said anionic functional group, the said polyethylene glycol chain fragment and a lipophilic part based on a hydrocarbon radical.

3. Composition according to claims 1 and 2, characterized in that the said lipophilic part is chosen from alkyl and aryl groups.

4. Composition according to

claims 1

to

3

, characterized in that the said compound corresponds to the following formula I.

Where q denotes zero or 1;

where p denotes an integer between 1 and 2 (closed intervals, that is to say including the limits);

where m denotes zero or an integer between 1 and 2 (closed intervals, that is to say including the limits);

where X and X′

, which are similar or different, denotes an arm containing at most two carbon chain links;

where s is an integer chosen between 1 and 30 advantageously between 5 and 25, preferably between 9 and 20 (closed intervals, that is to say including the limits);

where n is an integer chosen between 1 and 30 advantageously between 5 and 25, preferably between 9 and 20 (closed intervals, that is to say including the limits);

where E is an element chosen from carbon and the metalloid elements of the atom rows at least equal to that of phosphorus and belonging to column VB or to the chalcogens;

where R₁ and R₂, which are similar or different, denote a hydrocarbon radical, advantageously chosen from optionally substituted aryls and alkyls.

5. Composition according to

claims 1

to

4

, characterized in that the countercation is an amine, advantageously tertiary.

6. Composition according to

claims 1

to

5

, characterized in that additionally comprises an advantageously latent catalyst.

7. Composition according to

claims 1

to

6

, characterized in that comprises a polyol exhibiting the following characteristics.

8. Composition according to

claim 7

, characterized in that the said polyol is a nanolatex.

9. Composition according to claims 7 and 8, characterized in that the said polyol is a nanolatex exhibiting the following characteristics d₅₀ of between 15 and 60 nm;

carboxylate functional group from 0.5 to 5% by mass

ol functional group;

between 1 and 3%

solid content;

between 25 and 40%

a d₈₀ smaller than 1 micrometer.

10. Composition according to

claims 1

to

9

, characterized in that the mass ratio between the surfactant and the isocyanates lower than 20% and 2%, advantageously between 4 and 10.

11. Composition according to

claim 10

, characterized in that the said composition is an emulsion of isocyanate in water which exhibits a d₅₀, preferably a d₈₀≦

(at most equal to) to, advantageously to 3 micrometers, preferably to 1 micrometer.

12. Composition according to

claims 1

to

11

, characterized in that it constitutes an emulsion of oil-in-water type with a water content of 10 to 70%.

13. Composition according to

claims 1

to

12

, characterized in that the content of isocyanate+emulsifier+alcohol in water 30 to 70%.

14. Process for emulsifying isocyanate 13, characterized in that comprises the following step:

addition of the isocyanate to the mixture polyol+water.

15. Process according to

claim 14

, characterized in that the stirring is manual or mechanical.

16. Process according to claims 14 and 15, characterized in that it is carried out at ambient temperature lower than 50°

C.

17. Process according to

claims 14

to

16

, characterized in that the pH of the aqueous phase is adjusted to a value higher than 3 advantageously to 4.

18. Process according to

claims 14

to

17

, characterized in that the pigments are dispersed in the polyol or polyols before the addition of the isocyanate.

19. Process for the preparation of a coating 18, characterized in that it comprises the application of a layer of between 10 to 150 micrometers, advantageously 20 to 80 dry, that is between 30 and 40 to micrometers, wet 60 and 150 micrometers.

20. Process according to

claim 19

, characterized in that it comprises a drying of 20°

C. to 50°

C. for ¼ and

3 hours.

21. Process according to

claims 19

to

20

, characterized in that it comprises a drying in the presence of a solvent to assist in the removal of water.

22. Process according to

claims 19

to

21

, characterized in that the coat is applied by spraying or by means of a threaded rod applicator.

23. Compound of formula,

Where E is an element of column VA the Periodic Classification of the Elements. And therefore especially of the type:

Where Iso is the residue (of a poly)isocyanate (after removal of one isocyanate functional group)

where R₁₀ is a negative charge or a hydrocarbon residue (that is to say containing hydrogen and carbon atoms) whose point of attachment is a carbon.

where R₁₁ is chosen from;

a negative charge;

a group of formula II;

in which R′

₁₀ is chosen from hydrocarbon residues (similar to or different from R₁₀) and a negative charge whose point of attachment is a carbon

in which the R′

₁₁(s) is(are) chosen from hydrocarbon residues whose point of attachment is a carbon (which are similar to or different from R₁₀ and R′

₁₁) and a negative charge.

24. Compound according to

claim 23

, characterized in that iso is the residue of a trimer (isocyanurate) or of a biuret in which at least one of the monomer carry its isocyanate functional groups through the intermediacy of ethylene chain sequence.

25. Compound according to claims 23 and 24, characterized in that iso is the residue of a trimer (isocyanurate) or of a biuret in which the monomers carry its isocyanate functional groups through the intermediacy of ethylene chain sequence.

26. Compound according to claims 24 and 25, characterized in that the monomer(s) carrying its isocyanate functional groups through the intermediacy of ethylene chain sequence are polymethylene diisocyanate advantageously hexamethylene diisocyanates.

27. Compound according to claims 23 and 25, characterized in that iso is the residue of a trimer (isocyanurate). of hexamethylene diisocyanates.