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WO2009083178A1 - Compositions de moussage à utiliser dans des matériaux d'applications de construction - Google Patents

Compositions de moussage à utiliser dans des matériaux d'applications de construction Download PDF

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Publication number
WO2009083178A1
WO2009083178A1 PCT/EP2008/010895 EP2008010895W WO2009083178A1 WO 2009083178 A1 WO2009083178 A1 WO 2009083178A1 EP 2008010895 W EP2008010895 W EP 2008010895W WO 2009083178 A1 WO2009083178 A1 WO 2009083178A1
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
surfactants
esters
foaming composition
alkyl
Prior art date
Application number
PCT/EP2008/010895
Other languages
English (en)
Inventor
Jianhua Mao
Benoit Abribat
Tom Wells
Original Assignee
Cognis Ip Management Gmbh
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 Cognis Ip Management Gmbh filed Critical Cognis Ip Management Gmbh
Publication of WO2009083178A1 publication Critical patent/WO2009083178A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B40/00—Processes, in general, for influencing or modifying the properties of mortars, concrete or artificial stone compositions, e.g. their setting or hardening ability
    • C04B40/0028—Aspects relating to the mixing step of the mortar preparation
    • C04B40/0039—Premixtures of ingredients
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/10—Carbohydrates or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/24—Macromolecular compounds
    • C04B24/38—Polysaccharides or derivatives thereof
    • C04B24/383—Cellulose or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B38/00—Porous mortars, concrete, artificial stone or ceramic ware; Preparation thereof
    • C04B38/10—Porous mortars, concrete, artificial stone or ceramic ware; Preparation thereof by using foaming agents or by using mechanical means, e.g. adding preformed foam

Definitions

  • the invention relates generally to foaming compositions, and more particularly, to foaming compositions including an alkyl polyglycoside and a co-surfactant for use in materials for construction applications.
  • APG Alkyl polyglycosides
  • foaming agents and foaming control agents are needed to ensure product quality, process efficiency, and other desired benefits.
  • foaming agents are often used.
  • the present invention refers to a foaming composition for use in the manufacture of cementitious materials, comprising
  • R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms
  • R 2 is a divalent alkylene radical having from 2 to 4 carbon atoms
  • Z is a saccharide residue having 5 or 6 carbon atoms
  • b is a number from 0 to about 12
  • a is a number of from 1 to 6; and (ii) one or more co-surfactants.
  • a second embodiment of the present invention encompasses a cementitious material for use in construction applications, preferably a concrete or gypsum plasterboard, which material comprises a foaming composition for use in the manufacture of cementitious materials, which composition comprises an alkyl polyglycoside of the formula:
  • R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms
  • R 2 is a divalent alkylene radical having from 2 to 4 carbon atoms
  • Z is a saccharide residue having 5 or 6 carbon atoms
  • b is a number from 0 to about 12
  • a is a number of from 1 to 6
  • one or more co-surfactants, which foaming composition is at a pH in a range of from about 6 to about 8.
  • An alkyl polyglycoside surfactant (APG ® ) is formed from the reaction of glucose and fatty alcohol.
  • An APG compound has a hydrophobic portion (carbon chain) and a hydrophilic portion (glycoside unit or group).
  • DP the average degree of polymerization
  • an APG ® compound with a DP of about 1.4 there are, on average, 1.4 units of glucose for each alkyl group.
  • An APG ® compound is thus a mixture of varying amounts of glucose units on the molecule. It is to be understood that a DP of 1.4 does not mean that each molecule has 1.4 glucose units.
  • alkyl polyglycoside is used herein, but it is to be understood that they are also conventionally referred to as alkyl glycosides and may also be referred to as alkyl polysaccharides. It is also to be understood that reference to the APG ® compound by weight refers to the APG ® compound in solution, and that within the range of weights the percent active of commercially available APG ® surfactant compounds is between about 50 to about 70 percent.
  • Alkylpolyglycosides may be represented by the following general formula:
  • R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms, preferably from 6 carbon atoms to 18 carbon atoms
  • R 2 is a divalent alkylene radical having from 2 to 4 carbon atoms
  • Z is a saccharide residue having 5 or 6 carbon atoms
  • b is a number from 0 to about 12
  • a is a number of from 1 to 6.
  • a suitable APG ® compound is available from Cognis Corporation under the trademark GLUCOPON ® 215 UP (62% active), in which the alkyl group contains about 8 to about 10 carbon atoms and has an average degree of polymerization of 1.5.
  • the term UP refers to unpreserved.
  • alkyl polygluco- sides include APG ® 325N (50% active), in which the alkyl group contains about 9 to about 1 1 carbon atoms with an average degree of polymerization of 1.5, and GLUCOPON ® 425N (50% active), in which the alkyl group has 8 to 16 carbon atoms with an average degree of polymerization of 1.5.
  • Additional suitable alkyl polyglycosides include, but are not limited to GLUCOPON ® 225DK, in which the alkyl group contains 8 to 10 carbon atoms and has an average DP of 1.7; GLUCOPON ® 625UP, in which the alkyl group has 12 to 16 carbon atoms and has an average DP of 1.6; APG ® 325N, in which the alkyl group has 9 to 11 carbon atoms and has an average DP of 1.5; GLUCOPON ® 600UP, in which the alkyl group has 12 to 16 carbon atoms and has an average DP of 1.4; PLANTAREN 2000 ® , in which the alkyl group has 8 to 16 carbon at- oms and has an average DP of 1.5; and PLANTAREN 1300 ® , in which the alkyl group has 12 to 16 carbon atoms and an average DP of 1.6.
  • GLUCOPON ® 625UP in which the alkyl group has 12 to 16 carbon atoms and has
  • alkyl polyglycosides may also be useful in practicing the invention, and may include alkyl polyglycosides with a hydrophobic group containing from about 6 to about 30 carbon atoms, or alternatively, from about 10 to about 18 carbon atoms, and a polyglycoside hydrophilic group.
  • alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of the above wherein Z represents a moiety derived from reducing a saccharide containing 5 or 6 carbon atoms; a is a number hav- ing a value from 1 to about 6; b is zero; and Rj is an alkyl radical having from 8 to 20 carbon atoms.
  • compositions are characterized in that they have increased surfactant properties and a hydrophilic/lipophilic balance (HLB) in the range of about 10 to about 16 and a non- Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof, with the polyglycoside having a degree of polymerization of 3, predominate, in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
  • HLB hydrophilic/lipophilic balance
  • compositions also known as "peaked alkyl polyglycosides" can be prepared by separation of the monoglycoside from the original reaction mixture of alkyl monoglycoside and alkyl polyglycosides after removal of the alcohol.
  • the separation may be carried out by molecular distillation and normally results in the removal of about 70 to about 95% by weight of the alkyl monoglycosides.
  • the relative distribution of the various components, mono- and poly-glycosides, in the resulting product changes and the concentration in the product of the polyglycosides relative to the monoglycoside increases as well as the concentration of individual polyglycosides to the total, i.e. DP2 and DP3 fractions in relation to the sum of all DP fractions.
  • Such compositions are disclosed in U.S. Patent No. 5,266,690, the entire disclosure of which is hereby incorporated herein by reference.
  • alkyl polyglycosides useful in the compositions according to the invention are those in which the alkyl moiety contains from 6 to 18 carbon atoms, and the average carbon chain length of the composition is from about 9 to about 14, and comprise a mixture of two or more of at least binary components of alkyl polyglycosides, wherein each binary component is present in the mixture in relation to its average carbon chain length in an amount effective to provide the surfactant composition with the average carbon chain length of about 9 to about 14 and wherein at least one, or both binary components, comprise a Flory distribution of polyglycosides derived from an acid-catalyzed reaction of an alcohol containing about 6 to about 20 carbon atoms and a suitable saccharide from which excess alcohol has been separated.
  • a suitable alkyl polyglycoside for use according to an aspect of the invention may include a mixture of two or more alkyl polyglycosides.
  • there may be a broad distribution of carbon chain lengths and in another aspect of the invention, there may a narrow distribution.
  • a broad distribution may include a carbon chain length of about 1 to about 30, about 6 to about 20, or about 8 to about 18, or there may be a narrower distribution having a chain length of about 8 to about 16, about 8 to about 12, or about 8 to about 10 carbon atoms.
  • Non-limiting, but preferred examples of suitable co-surfactants for combination with alkyl polyglycoside to form the foaming compositions of the invention may include:
  • Aliphatic sulphate salts and aliphatic ether sulphate salts are: sodium lauryl sulphate, TEXAPON® K 12 (Cog- nis); and examples of aliphatic ether sulphate salts are: sodium lauryl ether sulphate, POE (3), TEXAPON® NSO (Cognis) or higher ethoxylated lauryl ether sulphates like DISPONIL® FES 77 (Cognis).
  • the salts here can be metal salts such as Na, K, Ca, Mg, or quaternary amine salts, such as tetramethylammonium.
  • the aliphatic group may be saturated or unsaturated and/or straight chain or branched.
  • Aliphatic or aromatic sulphonates include: alkyl benzene sulphonates, such as sodium dodecylbenzene sulphonate; alkyl naphthalene sulphonates; and naphthalene sulphonate condensates, such as sodium salt of naphthalene sulphonate condensate.
  • alkyl benzene sulphonates such as sodium dodecylbenzene sulphonate
  • alkyl naphthalene sulphonates alkyl naphthalene sulphonates
  • naphthalene sulphonate condensates such as sodium salt of naphthalene sulphonate condensate.
  • Sulfosuccinates alkyl benzene sulphonates, such as sodium dodecylbenzene s
  • sulfosuccinates are: dioctyl sulfosuccinate (DISPONIL® SUS IC 875, Cognis) and diisotridecyl sulfosuccinate.
  • Alcohols and alcohol alkoxylates include: LOROL® C8-10 alcohol and POE (10) oleyl alcohol.
  • the hydrophobic part of alcohol can be either aliphatic or aromatic, can be either saturated or unsaturated, can be straight chain or branched.
  • the alkoxide can be ethylene oxide, propylene oxide and/or butylene oxide.
  • the alkoxylates can be random or block co-polymers.
  • o Alkyl phenol alkoxylates such as ethoxylated nonylphenol, POE (9).
  • Fatty acids and fatty acid (poly) glycol esters include: coconut fatty acid, PEG 400 monooleate, and PEG 400 dioleate. It can be either mono or polyglycols. Typical glycols are ethylene glycol and propylene glycol; typical polyglycols are polyethylene glycol (PEG) and polypropylene glycol (PPG). It can also be a mixed polyglycol.
  • o Mono or polyglycerol ethers or esters are examples of the alkoxylates.
  • o Polyol and alkoxylated polyol esters such as: sorbitan monooleate (DISPONIL® SMO 100, Cognis), triethanolamine oleate, trimethylolpropane oleate, POE (20) sorbi- tan dioleate.
  • o Alkoxylated triglycerides such as: ethoxylated soy bean oil, POE (30), ethoxylated caster oil, POE (25).
  • o Amines, amine alkoxylates, and amides examples include: cocoamine ethoxylates, tallow amine ethoxylates, N, N-dihydroxylethyl tallow amide.
  • multi- and/or polyamines and their derivatives such as tetraethylenepentamine
  • TEPA polyethyleneimine
  • Amine oxides and quaternary amines such as: cocoamine oxide and cetyl trimethyl ammonium chloride.
  • Phosphate esters such as: C 12- 13 phosphate ester (either acid or salt form); and phos- phate ester of POE (6) nonylphenol.
  • Amphoteric surfactants such as: sodium lauryl imino propionic acid.
  • the invention also encompasses any combination of the above-described surfactants, which combination enhances the foaming activity of alkyl polyglycoside.
  • the weight ratio of alky polyglycoside and co-surfactant in the foaming composition can range from about 1 :20 to about 20:1; and preferably from about 1 :10 to about 10:1.
  • the foaming composition may be provided in a concentrated form or be provided in a diluted form with a solvent such as water or other suitable aqueous-based solvent.
  • the foaming composition for use in the manufacture of cementitious materials such as concrete, gypsum board, and other construction mate- rials which can benefit from the incorporation of the foaming composition of the invention in its manufacture, generally possesses a pH in the range of from about 6 to about 8, preferably about 7.
  • the foaming compositions of the present invention can be incorporated into the manufacturing process of the desired cementitious materials by methods well-known in the art.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne une composition de moussage à utiliser dans la fabrication de matériaux cimentaires, comprenant (ii) un polyglycoside d'alkyle de formule : R1-O-(R2O)b-(Z)a où R1 est un radical organique monovalent ayant d'environ 6 à environ 20 atomes de carbone, R2 est un radical alkylène divalent ayant de 2 à 4 atomes de carbone, et Z est un résidu de saccharide ayant 5 ou 6 atomes de carbone, b est un nombre valant 0 à environ 12, et a est un nombre valant 1 à 6 ; et (ii) un ou plusieurs co-agents tensioactifs.
PCT/EP2008/010895 2007-12-28 2008-12-19 Compositions de moussage à utiliser dans des matériaux d'applications de construction WO2009083178A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1723807P 2007-12-28 2007-12-28
US61/017,238 2007-12-28

Publications (1)

Publication Number Publication Date
WO2009083178A1 true WO2009083178A1 (fr) 2009-07-09

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2925829A4 (fr) * 2013-03-05 2016-09-21 Halliburton Energy Services Inc Dérivé d'alkylpolyglycoside comme agent tensioactif moussant biodégradable pour ciment
WO2018199055A1 (fr) * 2017-04-26 2018-11-01 花王株式会社 Composition d'adjuvant pour composition hydraulique

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4565647A (en) * 1982-04-26 1986-01-21 The Procter & Gamble Company Foaming surfactant compositions
DE4007755A1 (de) * 1990-03-12 1991-09-19 Henkel Kgaa Schaeumende tensidzubereitungen
US5158612A (en) * 1991-10-25 1992-10-27 Henkel Corporation Foaming agent composition and process
US5221343A (en) * 1992-04-10 1993-06-22 Henkel Corporation Dispersant, setting retarder and air entrainment additive for cement
US5714001A (en) * 1993-12-13 1998-02-03 Geo Specialty Chemicals, Inc. Foaming agent composition and process
US5773406A (en) * 1995-07-18 1998-06-30 Henkel Corporation Foaming composition
US20040099362A1 (en) * 2001-03-06 2004-05-27 Daniel Martin Method for producing reduced-weight plasterboards
EP1505147A1 (fr) * 2003-08-06 2005-02-09 Kao Corporation Procédé pour la préparation d'un tensioactif anionique sous forme granulée
EP1642877A2 (fr) * 2004-09-29 2006-04-05 Institut Français du Pétrole Matériau de cimentation d'un puits

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4565647A (en) * 1982-04-26 1986-01-21 The Procter & Gamble Company Foaming surfactant compositions
US4565647B1 (en) * 1982-04-26 1994-04-05 Procter & Gamble Foaming surfactant compositions
DE4007755A1 (de) * 1990-03-12 1991-09-19 Henkel Kgaa Schaeumende tensidzubereitungen
US5158612A (en) * 1991-10-25 1992-10-27 Henkel Corporation Foaming agent composition and process
US5221343A (en) * 1992-04-10 1993-06-22 Henkel Corporation Dispersant, setting retarder and air entrainment additive for cement
US5714001A (en) * 1993-12-13 1998-02-03 Geo Specialty Chemicals, Inc. Foaming agent composition and process
US5773406A (en) * 1995-07-18 1998-06-30 Henkel Corporation Foaming composition
US20040099362A1 (en) * 2001-03-06 2004-05-27 Daniel Martin Method for producing reduced-weight plasterboards
EP1505147A1 (fr) * 2003-08-06 2005-02-09 Kao Corporation Procédé pour la préparation d'un tensioactif anionique sous forme granulée
EP1642877A2 (fr) * 2004-09-29 2006-04-05 Institut Français du Pétrole Matériau de cimentation d'un puits

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2925829A4 (fr) * 2013-03-05 2016-09-21 Halliburton Energy Services Inc Dérivé d'alkylpolyglycoside comme agent tensioactif moussant biodégradable pour ciment
US9701886B2 (en) 2013-03-05 2017-07-11 Halliburton Energy Services, Inc. Alkyl polyglycoside derivative as biodegradable foaming surfactant for cement
US10106719B2 (en) 2013-03-05 2018-10-23 Halliburton Energy Services, Inc. Alkyl polyglycoside derivative as biodegradable foaming surfactant for cement
WO2018199055A1 (fr) * 2017-04-26 2018-11-01 花王株式会社 Composition d'adjuvant pour composition hydraulique
JP2018184339A (ja) * 2017-04-26 2018-11-22 花王株式会社 水硬性組成物用混和剤組成物
JP7084200B2 (ja) 2017-04-26 2022-06-14 花王株式会社 水硬性組成物用混和剤組成物

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