CA2552436A1 - Stain resistant grout - Google Patents

Stain resistant grout Download PDF

Info

Publication number
CA2552436A1
CA2552436A1 CA002552436A CA2552436A CA2552436A1 CA 2552436 A1 CA2552436 A1 CA 2552436A1 CA 002552436 A CA002552436 A CA 002552436A CA 2552436 A CA2552436 A CA 2552436A CA 2552436 A1 CA2552436 A1 CA 2552436A1
Authority
CA
Canada
Prior art keywords
group
monoalcohols
aliphatic
covalently bonded
hydrolyzable moiety
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
CA002552436A
Other languages
French (fr)
Inventor
William D. Coggio
Wayne W. Fan
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Innovative Properties Co
Original Assignee
3M Innovative Properties Company
William D. Coggio
Wayne W. Fan
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 3M Innovative Properties Company, William D. Coggio, Wayne W. Fan filed Critical 3M Innovative Properties Company
Publication of CA2552436A1 publication Critical patent/CA2552436A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B26/00Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
    • C04B26/02Macromolecular compounds
    • C04B26/10Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C04B26/16Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • C08G18/0823Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/288Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/2885Compounds containing at least one heteroatom other than oxygen or nitrogen containing halogen atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/288Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/289Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/77Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78Nitrogen
    • C08G18/79Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/791Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
    • C08G18/792Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates

Abstract

Polymeric grout formulations comprising one or more urethane oligomers of at least two polymerized units comprising the reaction product of: (a) one or more polyfunctional isocyanate compounds; (b) one or more polyols; (c) one or more monoalcohols selected from the group consisting of fluorocarbon monoalcohols; and (d) one or more silanes. In another embodiment, the polymeric grout composition comprises an additive comprising an oligomer comprising at least two polymerized units, each said polymerized unit comprising a urethane group, and said oligomer being substituted with (i) one or more covalently bonded perfluoroalkyl groups, or one or more covalently bonded perfluoroheteroalkyl groups, and (ii) one or more covalently bonded silyl groups.

Claims

What is claimed is:
1. A polymeric grout composition comprising one or more urethane oligomers of at least two polymerized units, wherein said oligomers comprise the reaction product of:
(a) one or more polyfunctional isocyanate compounds, (b) one or more polyols, (c) one or more monoalcohols selected from the group consisting of fluorocarbon monoalcohols, optionally substituted long-chain hydrocarbon monoalcohols, and mixtures thereof; and (d) one or more silanes of the following formula:
X-R1-Si - (Y)3 wherein X is an isocyanate reactive group selected from -NH2, -SH, -OH, or NRH, where R is selected from the group consisting of phenyl, straight and branched aliphatic, alicyclic, and aliphatic ester groups, R1 is an alkylene, heteroalkylene, aralkylene, or heteroaralkylene group, and each Y is independently a hydroxyl, a hydrolyzable moiety selected from the group consisting of alkoxy, acyloxy, heteroalkyoxy, heteroacyloxy, halo, and oxime, or a non-hydrolyzable moiety selected from the group consisting of phenyl, alicyclic, straight-chain aliphatic, and branched-chain aliphatic, wherein at least one Y is a hydrolyzable moiety.
CA002552436A 2003-12-30 2004-11-29 Stain resistant grout Abandoned CA2552436A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US10/748,739 US20050148726A1 (en) 2003-12-30 2003-12-30 Stain resistant grout
US10/748,739 2003-12-30
PCT/US2004/039885 WO2005066236A1 (en) 2003-12-30 2004-11-29 Stain resistant grout

Publications (1)

Publication Number Publication Date
CA2552436A1 true CA2552436A1 (en) 2005-07-21

Family

ID=34710977

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002552436A Abandoned CA2552436A1 (en) 2003-12-30 2004-11-29 Stain resistant grout

Country Status (11)

Country Link
US (1) US20050148726A1 (en)
EP (1) EP1713846B1 (en)
JP (1) JP2007526359A (en)
CN (1) CN100506874C (en)
AT (1) ATE367410T1 (en)
AU (1) AU2004312318A1 (en)
BR (1) BRPI0418333A (en)
CA (1) CA2552436A1 (en)
DE (1) DE602004007695T2 (en)
ES (1) ES2289590T3 (en)
WO (1) WO2005066236A1 (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7303068B2 (en) * 2003-12-05 2007-12-04 Specialty Construction Brando, Inc. Polymer grout compositions
US7005462B2 (en) * 2003-12-05 2006-02-28 Specialty Construction Brands, Inc. Polymer grout compositions
EP2094777B1 (en) 2006-12-07 2015-09-09 3M Innovative Properties Company Particles comprising a fluorinated siloxane and methods of making and using the same
US7981962B1 (en) 2007-10-31 2011-07-19 Specialty Construction Brand, Inc. Polymer grout compositions
US8263694B1 (en) 2008-04-07 2012-09-11 Starquartz Industries, Inc. Polyurethane-containing grouts
EP2552851B1 (en) 2010-04-01 2021-04-28 Evonik Operations GmbH Curable mixture with "easy-to-clean" properties
CN103421160A (en) * 2012-05-25 2013-12-04 亨茨曼国际有限公司 Polyurethane grouting composition
CN103160150B (en) * 2012-07-26 2015-07-15 北京仁创科技集团有限公司 Use of silica sand composite materials as dewatering sparse polyhydric alcohols materials
FR3035662B1 (en) * 2015-04-28 2017-05-12 Bostik Sa USE OF A COMPOSITION BASED ON SILYLATED POLYMERS AS A JOINT MORTAR FOR SURFACE COATING
KR101991663B1 (en) * 2018-08-09 2019-06-21 김창준 Eco-friendly Polymer grouting-accelerating agent for polymer grouting, Manufacturing method thereof, Eco-friendly Polymer grout agent composition using the same and Eco-friendly Polymer grouting method
CN109206582B (en) * 2018-08-14 2021-05-28 山东科技大学 Double-aggregate composite high polymer and grouting method and application thereof
CN110872372B (en) * 2019-11-29 2021-08-03 鞍山润德精细化工有限公司 Six-functional-group acrylic polyurethane containing triazine ring and preparation method and application thereof

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US3094547A (en) * 1961-02-06 1963-06-18 Minnesota Mining & Mfg Perfluoroalkylsulfonamidoalkyl esters of phosphorus acids
US3398182A (en) * 1962-06-22 1968-08-20 Minnesota Mining & Mfg Fluorocarbon urethane compounds
US3330812A (en) * 1964-04-27 1967-07-11 Minnesota Mining & Mfg Vinyl polymers containing perfluorocarbon groups and acyl halide groups
US3318852A (en) * 1965-04-05 1967-05-09 Minnesota Mining & Mfg Fluorine-containing polymers
US3341497A (en) * 1966-01-21 1967-09-12 Minnesota Mining & Mfg Organic solvent soluble perfluorocarbon copolymers
US3810874A (en) * 1969-03-10 1974-05-14 Minnesota Mining & Mfg Polymers prepared from poly(perfluoro-alkylene oxide) compounds
US4085137A (en) * 1969-03-10 1978-04-18 Minnesota Mining And Manufacturing Company Poly(perfluoroalkylene oxide) derivatives
US3859233A (en) * 1970-06-24 1975-01-07 American Olean Tile Co Inc Grout composition
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Also Published As

Publication number Publication date
US20050148726A1 (en) 2005-07-07
AU2004312318A1 (en) 2005-07-21
BRPI0418333A (en) 2007-05-02
DE602004007695D1 (en) 2007-08-30
ATE367410T1 (en) 2007-08-15
EP1713846A1 (en) 2006-10-25
WO2005066236A1 (en) 2005-07-21
DE602004007695T2 (en) 2008-06-05
CN1906224A (en) 2007-01-31
EP1713846B1 (en) 2007-07-18
ES2289590T3 (en) 2008-02-01
CN100506874C (en) 2009-07-01
JP2007526359A (en) 2007-09-13

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Legal Events

Date Code Title Description
EEER Examination request
FZDE Discontinued

Effective date: 20130301