Multi-component composition for manufacturing polyurethane/urea cementitious hybrid systems

Patent metadata

Field	Value
Publication number	US-12264104-B2
Application number	US-202017425056-A
Country	US
Kind code	B2
Filing date	Jan 31, 2020
Priority date	Feb 12, 2019
Publication date	Apr 1, 2025
Grant date	Apr 1, 2025

Abstract

The invention relates to a multi-component composition for the manufacture of polyurethane/urea cementitious hybrid system, comprising at least one isocyanate component selected from the group consisting of monoisocyanate, polyisocyanate and NCO terminated prepolymer, at least one polyol, water, catalyst, at least one acidic additive, and hydraulic binder, wherein the acidic additive is at least one selected from the group consisting of Lewis acids, acid precursors and acidic buffers and is in an amount of 0.01 to 3 wt %, based on the total weight of the composition, to the preparation thereof, and to the use of the composition for the preparation of a flooring, waterproofing, screed, grouting, primer, wall paint, roofing or coating in construction applications.

First claim

The invention claimed is:

1. A multi-component composition comprising:
(A) at least one isocyanate component selected from the group consisting of monoisocyanate, polyisocyanate and NCO terminated prepolymer;
(B) at least one organic isocyanate-reactive compound selected from the group consisting of polyol, polyamide, polyamine, and polyesteramide;
(C) water;
(D) catalyst;
(E) at least one acidic additive that is selected from diketones and compounds having the general formula (II):
R 1 —COOCO—R 2   (II)

wherein
R 1 and R 2 are independently from each other selected from the group consisting of C 1 -C 30 -alkyl, C 2 -C 30 -alkenyl, C 3 -C 30 -cyclolalkyl, C 3 -C 30 -heterocyclyl, C 3 -C 30 -heterocyclyl-C 1 -C 30 -alkyl, C 6 -C 30 -aryl, C 6 -C 30 -aryl-C 1 -C 30 -alkyl, C 2 -C 30 -heteroaryl, C 2 -C 30 -heteroaryl-C 1 -C 30 -alkyl, and C 1 -C 30 -alkoxy-C 1 -C 30 -alkyl, each of which radicals is optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl, with the heteroatom being selected from N, O and S,
or
R 1 and R 2 , together with the carbon and oxygen atoms attached thereto, form a saturated or unsaturated 5- to 10-membered hetero ring, the ring being optionally fused with phenyl, with R 1 and R 2 being optionally replaced by heteroatoms selected from N, O and S, and being optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl; and

(F) hydraulic binder;
wherein the at least one acidic additive is present in an amount of 0.01 to 3 wt % based on the total weight of the composition.

2. The multi-component composition according to claim 1 , wherein component (A) is selected from the group consisting of n-hexylisocyanate, cyclohexylisocyanate, hexamethylene isocyanate, 2-ethyl hexylisocyanate, n-octyl isocyanate, dodecyl-isocyanate, stearylisocyanate, benzyl isocyanate, diphenylmethane 4,4′-diisocyanate, diphenylmethane 2,4′-diisocyanate, the mixtures of monomeric diphenylmethane diisocyanates with diphenylmethane diisocyanate homologs having a larger number of rings (polymer MDI), tetramethylene diisocyanate, hexamethylene diisocyanate (HDI), mixtures of hexamethylene diisocyanates with oligomeric or polymeric homologs of hexamethylene diisocyanate (polynuclear HDI), isophorone diisocyanate (IPDI), tolylene 2,4- or 2,6-diisocyanate (TDI), and mixtures of two or more of these isocyanates.

3. The multi-component composition according to claim 1 , wherein component (B) is selected from the group consisting of polyhydric polyols, aminoalcohols, polyether polyols, polyester polyols, polycarbonate polyols and mixtures thereof.

4. The multi-component composition according to claim 1 , wherein catalyst (D) is selected from the group consisting of amine-based catalysts, catalysts based on organic metal compounds, and combinations thereof.

5. The multi-component composition according to claim 1 , wherein the acidic additive is selected from compounds having the general formula (II):
R 1 —COOCO—R 2   (II)

wherein
R 1 and R 2 are independently from each other selected from the group consisting of C 1 -C 30 -alkyl, C 2 -C 30 -alkenyl, C 3 -C 30 -cyclolalkyl, C 3 -C 30 -heterocyclyl, C 3 -C 30 -heterocyclyl-C 1 -C 30 -alkyl, C 6 -C 30 -aryl, C 6 -C 30 -aryl-C 1 -C 30 -alkyl, C 2 -C 30 -heteroaryl, C 2 -C 30 -heteroaryl-C 1 -C 30 -alkyl, and C 1 -C 30 -alkoxy-C 1 -C 30 -alkyl, each of which radicals is optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl, with the heteroatom being selected from N, O and S,
or
R 1 and R 2 , together with the carbon and oxygen atoms attached thereto, form a saturated or unsaturated 5- to 10-membered hetero ring, the ring being optionally fused with phenyl, with R 1 and R 2 being optionally replaced by heteroatoms selected from N, O and S, and being optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl.

6. The multi-component composition according to claim 5 , wherein the acidic additive is selected from compounds having the general formula (II):
R 1 —COOCO—R 2   (II)

wherein
R 1 and R 2 are independently from each other selected from the group consisting of C 1 -C 15 -alkyl, C 2 -C 15 -alkenyl, C 3 -C 15 -cyclolalkyl, C 3 -C 15 -heterocyclyl, C 3 -C 15 -heterocyclyl-C 1 -C 15 -alkyl, C 6 -C 15 -aryl, C 6 -C 15 -aryl-C 1 -C 15 -alkyl, C 2 -C 15 -heteroaryl, C 2 -C 15 -heteroaryl-C 1 -C 15 -alkyl, and C 1 -C 15 -alkoxy-C 1 -C 15 -alkyl, each of which radicals is optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl, with the heteroatom being selected from N, O and S,
or
R 1 and R 2 , together with the carbon and oxygen atoms attached thereto, form a saturated or unsaturated 5- to 10-membered hetero ring, the ring being optionally fused with phenyl, with R 1 and R 2 being optionally replaced by heteroatoms selected from N, O and S, and being optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl.

7. The multi-component composition according to claim 6 , wherein the acidic additive is selected from compounds having the general formula (II):
R 1 —COOCO—R 2   (II)

wherein
R 1 and R 2 are independently from each other selected from the group consisting of C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 3 -C 10 -cyclolalkyl, C 3 -C 10 -heterocyclyl, C 3 -C 10 -heterocyclyl-C 1 -C 10 -alkyl, C 6 -C 10 -aryl, C 6 -C 10 -aryl-C 1 -C 10 -alkyl, C 2 -C 10 -heteroaryl, C 2 -C 10 -heteroaryl-C 1 -C 10 -alkyl, and C 1 -C 10 -alkoxy-C 1 -C 10 -alkyl, each of which radicals is optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl, with the heteroatom being selected from N, O and S,
or
R 1 and R 2 , together with the carbon and oxygen atoms attached thereto, form a saturated or unsaturated 5- to 10-membered hetero ring, the ring being optionally fused with phenyl, with R 1 and R 2 being optionally replaced by heteroatoms selected from N, O and S, and being optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, acyl, or C 3 -C 6 -cycloalkyl.

8. The multi-component composition according to claim 7 , wherein R 1 and R 2 are independently from each other and are selected from the group consisting of C 3 -C 6 -alkyl, C 3 -C 6 -alkenyl, and C 3 -C 6 -cyclolalkyl, each of which radicals is optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, or acetyl.

9. The multi-component composition according to claim 5 , wherein R 1 and R 2 , together with the carbon and oxygen atoms attached thereto, form a saturated or unsaturated 5- to 10-membered hetero ring, the ring being optionally fused by phenyl, with R 1 and R 2 being optionally replaced by N, and being optionally substituted by halogen, cyano, nitro, C 1 -C 6 -alkyl, oxo, or acetyl.

10. The multi-component composition according to claim 1 , wherein the acidic additive is selected from the group consisting of butyric anhydride, isobutyric anhydride, valeric anhydride, hexanoic anhydride, ε-caprolactone, methacrylic anhydride, isatoic anhydride, 2-acetyl butyrolactone, methyl 2-oxo cyclopentanecarboxylate, and combinations thereof.

11. The multi-component composition according to claim 1 , wherein the acidic additive is selected from diketones.

12. The multi-component composition according to claim 11 , wherein the acidic additive is selected from compounds having the general formula (V):
R 5 —C(O)—CHR 4 —C(O)—R 6   (V)

wherein
R 4 is selected from H and C 1 -C 8 -alkyl,
R 5 and R 6 are independently from each other

Assignees

• Sika Tech Ag

Inventors

• Xu Hang
• Shen Jie
• Zhou Shengzhong
• Hirsemann Stefan
• Tasker Andrew
• Weichmann Josef
• Guo Lei

Classifications

• C08K5/10

  Esters; Ether-esters · CPC title

• C08G18/1825

  having hydroxy or primary amino groups · CPC title

• C08G18/12

  using two or more compounds having active hydrogen in the first polymerisation step · CPC title

• C04B2103/0046

  added as monomers or as oligomers · CPC title

• C04B40/0046

  characterised by their processing, e.g. sequence of mixing the ingredients when preparing the premixtures · CPC title