Curable material comprising silylated polymers containing urethane groups, and use thereof in sealants, adhesives, binders and/or surface modifiers

• US 8,993,706 B2
• Filed: 08/19/2010
• Issued: 03/31/2015
• Est. Priority Date: 08/19/2009
• Status: Active Grant

• Current Assignee: Evonik Degussa GmbH
• Original Assignee: Evonik Degussa GmbH
• Inventors: Schubert, Frank, Knott, Wilfried, Ferenz, Michael, Silber, Stefan
• Primary Examiner(s): Godenschwager, Peter F
• Assistant Examiner(s): KARST, DAVID THOMAS
• Application Number:
  US12/859,435
• Publication Number:
  US 20110042004A1
• Time in Patent Office: 1,685 Days
• Field of Search: 525/523
• US Class Current: 528/28
• CPC Class Codes: B32B 2037/243 Coating
• CPC Class Codes: B32B 2405/00 Adhesive articles, e.g. adhesive tapes labels B32B2519/00
• CPC Class Codes: B32B 2581/00 Seals; Sealing equipment; Gaskets
• CPC Class Codes: B32B 37/1284 Application of adhesive
• CPC Class Codes: B32B 37/18 involving the assembly of discrete sheets or panels only
• CPC Class Codes: B32B 37/24 with at least one layer not being coherent before laminating, e.g. made up from granular material sprinkled onto a substrate B32B37/15 takes precedence
• CPC Class Codes: C08G 18/0866 the dispersing or dispersed phase being an aqueous medium
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• CPC Class Codes: C08G 18/2825 having at least 6 carbon atoms
• CPC Class Codes: C08G 18/289 containing silicon
• CPC Class Codes: C08G 18/307 Atmospheric humidity
• CPC Class Codes: C08G 18/3228 acyclic
• CPC Class Codes: C08G 18/5096 containing silicon
• CPC Class Codes: C08G 18/718 containing silicon
• CPC Class Codes: C08G 18/755 and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C08G 65/22 Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
• CPC Class Codes: C08G 65/33348 containing isocyanate group
• CPC Class Codes: C08G 65/336 containing silicon
• CPC Class Codes: C08J 2375/08 from polyethers
• CPC Class Codes: C08J 9/04 : using blowing gases generated by a previously added blowing agent
• CPC Class Codes: C09D 175/08 : from polyethers
• CPC Class Codes: C09D 183/06 : containing silicon bound to oxygen-containing groups C09D183/12 takes precedence
• CPC Class Codes: C09J 183/06 : containing silicon bound to oxygen-containing groups C09J183/12 takes precedence

Abstract

Curable material comprising silylated polymers containing urethane groups, and use thereof in sealants, adhesives, binders and/or surface modifiers.

Claims

1. A curable material comprising:

urethane-group-containing reaction products, which is obtainable by reacting;

a) at least one compound containing one or more isocyanate groups with;

b) at least one compound bearing one or more alkoxysilyl groups and additionally bearing at least one hydroxyl group;

c) optionally in the presence of one or more catalysts;

d) optionally in the presence of further components reactive towards the reaction products; and

e) optionally in the presence of further compounds which are not reactive towards the reaction products and reactants;

wherein component (b) is one or more silyl polyethers 1 of the formula (2);

2. The curable material according to claim 1;

wherein component (a) containing isocyanate groups bears no alkoxysilyl and/or alkylsilyl groups.

3. The curable material according to claim 1;

wherein, based on the individual molecule of the reaction product, there are on average more than one alkoxysilyl group per urethane or reaction product thereof.

4. The curable material according to claim 1, further comprising:

compounds having at least one isocyanate, hydroxyl, amino, epoxy, or unsaturated C═

C group.

5. The curable material according to claim 4,

wherein the reactive silanes are those of the formula (4):

U_xSiV_(4-x) 

 

(4);

where;

U represents identical or different groups which are non-hydrolysable in the presence of water and catalytic amounts of Brø

nsted acid at temperatures of up to 100°

C.;

V represents identical or different groups which are hydrolysable in the presence of water and catalytic amounts of Brø

nsted acid at temperatures up to 100°

C., or hydroxyl groups; and

x is 1, 2, 3, or 4; and

/or

wherein the silyl-functional compounds are those of the formula (5);

6. The curable material according to claim 1, further comprising:

one or more blowing agents.

7. A method of improving the adhesive properties of a composition selected from the group consisting of curable compositions, adhesives, sealants, sealing compounds, binders, surface-coating materials, reactive crosslinkers, adhesion promoters, water repellents, wetting agents, primers and surface modifiers, architectural water repellents, additives in lacquer formulations, nail varnish formulations, reactive diluents, emulsions, wetting agents, paints, adhesion promoters, binders, plasticisizers, thixotropic agents, fungicides, flame retardants, pigments, fillers, functional additives in plastics, polymeric foams, organic resins or silicone resins, melt-flow-index improvers, slip additives for textiles or fibres, lubricants, matting agents, adsorbants and absorbants, self-dispersible particles, particulate emulsifiers, defoamers, binders for ceramic compositions, architectural preservatives, encapsulants, sealing systems, antistatic additives, free-flow aids, microbicidal additives, fluorescent markets, effect pigments, matting agents, release agents, low-temperature-resistant cable coatings, conductive coatings, conductor tracks, antistatic coatings, electronic and electrical components, rubber parts and membranes, sizes in the textile and glass fibre industries, paper, additives for toners, abrasives and line fillers in cosmetics, formulating agents and carrier materials, dyes and preservatives, coatings, corrosion inhibitors, inks, varnishes, tribological, and haptic coatings, the method comprising:

adding the curable material of claim 1 to said composition.

8. A method of improving the adhesive properties on or for a macroscopic or microscopic substrate comprising a material selected from the group consisting of:

metals and metal oxides, glass and glass fibres/glass fabrics, wood, wood-based materials, natural fibres, cork, silicatic materials, concrete, mortar, plaster, masonry, particles, oxidic particles, fumed silica, precipitated silicas, quartz particles and other inorganic oxide particles, glass particles, titanium dioxide, aluminium oxide, zirconium dioxide, cerium dioxide, iron oxides, copper oxides, kaolin, wollastonite, talc, mica, feldspars, hydroxides, aluminium trihydroxide, magnesium dihydroxide, boehmite, hydrotalcite and hydroxydic iron pigments, FeO(OH), carbonates, calcium carbonate and dolomite, iron, copper, zinc, nickel, aluminium, magnesium, metal alloys and carbon-containing materials, graphite and carbon black, organic particulate substrates, silicone resins, organically modified silicones, organic polymers and biopolymers, leather, tissue, paper, and mixtures thereof, the method comprising;

adding the curable material of claim 1 to the macroscopic or microscopic substrate.

9. A method of improving the adhesive properties of solutions of emulsions, or suspensions, or foams, the method comprising:

adding the curable material of claim 1 to the solutions of emulsions, or suspensions, or foams.

10. The method according to claim 9;

wherein the emulsions and/or suspensions comprise compounds selected from the group consisting of catalysts, photolatent bases, additives for modifying the rheological properties, hydrophilic fillers, organofunctional and/or partially soluble and/or water-insoluble silanes and/or siloxanes, auxiliaries, film formers, antimicrobial and preservative substances, dispersants, defoamers and deaerating agents, dyes, colorants and pigments, anti-freeze agents, fungicides, adhesion promoters and/or reactive diluents, plasticizers and complexing agents, spraying assistants, wetting agents, vitamins, growth substances, hormones and/or fragrances, light stabilizers, free-radical scavengers, UV absorbers, and stabilizers.

11. A method for generating antistatic surfaces and/or as starting material for the production of rubber parts on the basis of polypropylene oxide, comprising:

adding the emulsions and/or suspensions according to claim 10 as base materials for varnishes, inks, release agents, adhesives, cosmetic products, scratch-resistant coatings, architectural preservatives, corrosion inhibitors, and/or sealants, for coating paper, particles, textile fibres, or glass fibres, or as coating fillers for paper.

12. A method of joining surfaces comprising:

providing a curable material according to claim 1 and applying the curable material to at least one of the surfaces to be joined or between the surfaces to be joined; and

adhesively bonding the surfaces to be joined with curing.

13. The method according to claim 12;

wherein the curable material is applied in the form of a foam.

14. A method of sealing or bridging or filling surfaces, cracks, or gaps, comprising:

providing a curable material according to claim 1 and applying the curable material between the surfaces, cracks, or gaps to be sealed, bridged, or filled, followed by curing.

15. The method according to claim 14;

wherein the curable material is applied in the form of a foam.

16. A method for surface-modifying particles or sheet structures, comprising:

providing the curable material according to claim 1, with mixing and/or in the presence of suitable crosslinking catalysts, as they are or from suitable organic or inorganic solvents, to the particle surfaces or sheetlike structures, or from emulsions, and then reacting thereon with covalent or physical attachment.

17. The method according to claim 16;

wherein the surfaces to be modified that are used are inorganic and/or organic particles or sheetlike structures and/or organically modified particles or sheetlike structures and/or mixtures thereof with one another.