Polyisocyanate composition having high emulsifiability and stability, and aqueous coating composition comprising the composition

• US 5,852,111 A
• Filed: 10/10/1997
• Issued: 12/22/1998
• Est. Priority Date: 06/30/1995
• Status: Expired due to Term

• Current Assignee: Asahi Kasei Kogyo Kabushiki Kaisha (Asahi Chemical Industry Company Limited)
• Original Assignee: Asahi Kasei Kogyo Kabushiki Kaisha (Asahi Chemical Industry Company Limited)
• Inventors: Ibuki, Ichiro, Watanabe, Shinichiro
• Primary Examiner(s): NILAND, PATRICK DENNIS
• Application Number:
  US08/945,016
• Time in Patent Office: 438 Days
• Field of Search: 524/589, 524/590, 524/591, 524/839, 524/840, 524/196, 524/507
• US Class Current: 524/839
• CPC Class Codes: C08G 18/4829 Polyethers containing at least three hydroxy groups C08G18/4833 - C08G18/5096 take precedence
• CPC Class Codes: C08G 18/6212 Polymers of alkenylalcohols; Acetals thereof; Oxyalkylation products thereof
• 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 18/6275 Polymers of halogen containing compounds having carbon-to-carbon double bonds; halogenated polymers of compounds having carbon-to-carbon double bonds C08G18/6212 takes precedence
• 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: C08G 2115/02 to isocyanurate groups

Abstract

Disclosed is a polyisocyanate composition which comprises: (a) a hydrophilic polyisocyanate comprising at least one base polyisocyanate selected from an aliphatic and/or an alicyclic diisocyanate, and a polyisocyanate derived therefrom, and a nonionic hydrophilic group, bonded to the polyisocyanate, containing therein 5 to 50 repeating ethylene oxide units in terms of the average number of the units, wherein the hydrophilic group is present in an amount of from 2 to 50% by weight, based on the total weight of the base polyisocyanate and the hydrophilic group; and (b) 0.5 to 20% by weight, based on the total weight of components (a) and (b), of a substantially water-free ionic surfactant. The polyisocyanate composition exhibits not only excellent dispersibility in water, but also exhibits high stability in the form of an aqueous dispersion thereof, since a reaction between the terminal isocyanate groups and water is suppressed. Further, a cold crosslinkable, two-pack aqueous urethane coating composition, which comprises an aqueous polyol as a main agent and the polyisocyanate composition as a curing agent, has not only excellent pot life characteristics, but also is capable of forming a coating which has excellent properties, such as excellent water resistance, so that such an aqueous coating composition can be advantageously used as various aqueous paints, adhesives, building materials and sealing materials.

Claims

1. A polyisocyanate composition which comprises:

(a) a hydrophilic polyisocyanate comprising;

at least one base polyisocyanate selected from the group consisting of at least one diisocyanate selected from an aliphatic diisocyanate and an alicyclic diisocyanate, and a two or more terminal isocyanate groups-containing polyisocyanate derived from said at least one diisocyanate, and

a nonionic hydrophilic group, bonded to said polyisocyanate, containing therein 5 to 50 repeating ethylene oxide units in terms of the average number of the units, wherein said hydrophilic group is present in an amount of from 2 to 50% by weight, based on the total weight of said base polyisocyanate and said hydrophilic group; and

(b) 0.5 to 20% by weight, based on the total weight of component (a) and component (b), of a substantially water-free ionic surfactant.

2. The polyisocyanate composition according to claim 1, having an isocyanate group content of from 3 to 25% by weight, a weight average molecular weight of from 350 to 10,000 and a viscosity of from 50 to 20,000 mPa·

s at 25°

C., each as measured with respect to said polyisocyanate composition in a condition such that the nonvolatile content thereof is substantially 100%.

3. The polyisocyanate composition according to claim 1, further comprising an organic solvent in an amount of from 1 to 50% by weight, based on the total weight of said polyisocyanate composition and said organic solvent.

4. The polyisocyanate composition according to claim 3, wherein said organic solvent is at least one compound selected from the group consisting of a polyethylene glycol di(C₁ -C₁₀ alkyl) ether and a polyethylene glycol dicarboxylate.

5. The polyisocyanate composition according to claim 1, wherein said at least one diisocyanate is selected from the group consisting of hexamethylene diisocyanate and isophorone diisocyanate.

6. The polyisocyanate composition according to claim 1, wherein said base polyisocyanate is at least one member selected from the group consisting of polyisocyanates having, in molecules thereof, a biuret structure, an isocyanurate structure, a urethane structure, a urethodione structure and an allophanate structure, respectively.

7. The polyisocyanate composition according to claim 1, wherein said ionic surfactant is anionic.

8. The polyisocyanate composition according to claim 7, wherein said anionic surfactant is at least one compound selected from the group consisting of an ammonium (C₁ -C₂₀ alkyl)benzenesulfonate, a di(C₁ -C₂₀ alkyl)sulfosuccinate, a sodium polyoxyethylene C₆ -C₃₀ aryl ether sulfonate, an ammonium polyoxyethylene C₆ -C₃₀ aryl ether sulfonate and a sodium polyoxyethylene C₁ -C₂₀ alkyl ether sulfonate.

9. The polyisocyanate composition according to claim 1, wherein said ionic surfactant is cationic.

10. The polyisocyanate composition according to claim 9, wherein said cationic surfactant is selected from the group consisting of a C₁ -C₂₀ alkyl trimethyl ammonium bromide, a C₁ -C₂₀ alkyl pyridinium bromide and imidazolinium laurate.

11. The polyisocyanate composition according to claim 1, which exhibits a stability such that, when the polyisocyanate composition is mixed with water in a weight ratio of 40:

60 and the resultant mixture is stirred at 600 r.p.m. for 10 minutes to obtain an aqueous dispersion of the polyisocyanate composition, followed by allowing said aqueous dispersion to stand at 20°

C. for 6 hours, at least 50% of the original isocyanate groups of said polyisocyanate composition remain unreacted.

12. An aqueous coating composition comprising:

(A) an aqueous solution of or an aqueous emulsion of a polyol having a hydroxyl value of from 1 to 300 mg KOH/g; and

(B) a polyisocyanate composition according to any one of claims 1 to 11,

wherein the equivalent ratio (NCO/OH) of the isocyanate groups of component (B) to the hydroxyl groups of component (A) is 0.5-5.0, and

wherein said components (A) and (B) are separately provided and are adapted to be mixed in use.

13. The aqueous coating composition according to claim 12, wherein the polyol of said aqueous emulsion is selected from the group consisting of a polyvinylidene chloride polyol, a polyvinyl chloride polyol, a vinyl acetate polyol, a urethane polyol, an acrylate polyol, a fluoro copolymer polyol, a styrene-butadiene copolymer polyol, a polybutadiene polyol, and a urethane acrylate polyol.

14. The aqueous coating composition according to claim 12, wherein said aqueous emulsion has the polyol dispersed therein as particles having an average diameter of from 0.01 to 1.0 μ

m.

15. The aqueous coating composition according to claim 12, which exhibits coating characteristics such that when a fresh 40 μ

m-thick coating of said aqueous coating composition is allowed to stand at 20°

C. and a relative humidity of 65% for 24 hours, the resultant coating has a gel ratio of 50% or more.