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EP2885390A1 - Utilisation de polyesters dans des produits de lavage et de nettoyage - Google Patents

Utilisation de polyesters dans des produits de lavage et de nettoyage

Info

Publication number
EP2885390A1
EP2885390A1 EP13750511.1A EP13750511A EP2885390A1 EP 2885390 A1 EP2885390 A1 EP 2885390A1 EP 13750511 A EP13750511 A EP 13750511A EP 2885390 A1 EP2885390 A1 EP 2885390A1
Authority
EP
European Patent Office
Prior art keywords
component
mol
polyesters
use according
polymerization
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.)
Withdrawn
Application number
EP13750511.1A
Other languages
German (de)
English (en)
Inventor
Roman Morschhaeuser
Dirk Fischer
Peter Naumann
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.)
Clariant International Ltd
Original Assignee
Clariant Finance BVI Ltd
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 Clariant Finance BVI Ltd filed Critical Clariant Finance BVI Ltd
Publication of EP2885390A1 publication Critical patent/EP2885390A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3715—Polyesters or polycarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66—Polyesters containing oxygen in the form of ether groups
    • C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/672—Dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0036—Soil deposition preventing compositions; Antiredeposition agents

Definitions

  • the invention relates to the use of polyesters containing units derived from terephthalic acid dimethyl ester, ethylene glycol, propylene glycol, polyethylene glycol, polyethylene glycol monomethyl ether (or.
  • Methylpolyethylenglykol and optionally crosslinking structural units which have, for example, advantageous dispersibility or soil release properties, in detergents and cleaners and detergents and cleaners containing these polyesters.
  • the polyesters are also well tolerated in toxicological and ecotoxicological terms.
  • Polyesters of aromatic dicarboxylic acids such as terephthalic acid or
  • Isophthalic acid, and diols such as alkylene glycol have long been known and in particular their use as “soil release polymers (SRP)" in detergents and cleaners has already been described.
  • SRP soil release polymers
  • DE 10 2008 023 803 discloses additives for detergents and cleaners obtained by polycondensation of an aromatic dicarboxylic acid and / or its
  • C 1 -C 4 -alkyl esters ethylene glycol, optionally 1,2-propylene glycol,
  • polyesters are e.g. prepared using polyethylene glycol 6000 and a mixture of methylpolyethylene glycol 750 and methylpolyethylene glycol 2000.
  • DE 198 26 356 describes oligoesters which are obtained by
  • z. B. serve as a soil-releasing polymers in detergents.
  • Dimethyl terephthalate ethylene glycol, 1,2-propylene glycol, polyethylene glycol 1500, a mixture of methyl polyethylene glycol 750 and methyl polyethylene glycol 1820, and pentaerythritol.
  • Polyethylene glycol having weight average molecular weights in the range of 1000 to 2000 g / mol, and
  • crosslinking compounds having 3 to 6 capable of polycondensation functions in particular acid, alcohol or
  • the invention is therefore the use of one or more
  • Polyethylene glycol having weight average molecular weights in the range of 1000 to 2000 g / mol, and e) a methyl polyethylene glycol having a weight-average molecular weight in the range from 1050 to 1350 g / mol,
  • crosslinking compounds having 3 to 6 capable of polycondensation functions, in particular acid, alcohol or ester functions in detergents and cleaners.
  • polyester A The polyesters used in the inventive use are referred to below as "polyester A”.
  • the polyesters A can be prepared by transesterification and condensation of
  • Component f) in the presence of transesterification and condensation catalysts of the prior art such as preferably titanium tetraisopropylate / sodium acetate, dibutyltin oxide, alkali metal or alkaline earth metal alcoholates produce.
  • transesterification and condensation catalysts of the prior art such as preferably titanium tetraisopropylate / sodium acetate, dibutyltin oxide, alkali metal or alkaline earth metal alcoholates produce.
  • a single methyl polyethylene glycol having a weight-average molecular weight in the range from 1050 to 1350 g / mol is used as the monomer and not a mixture of two or more methyl polyethylene glycols. In this way, polyesters A having a narrower molecular weight distribution and improved quality are obtained.
  • component d) is a polyethylene glycol having a weight-average molecular weight of 1500 g / mol.
  • component e) is a methyl polyethylene glycol with a
  • component e) is a methyl polyethylene glycol having a weight-average molecular weight of 1250 g / mol.
  • the polyesters A are characterized in that they are obtainable by polymerization of components a) to e) in the presence of component f).
  • Preferred as component f) are compounds selected from the group consisting of citric acid, malic acid, tartaric acid, gallic acid,
  • 2,2-dihydroxymethylpropionic acid pentaerythritol, glycerol, sorbitol, mannitol, 1, 2,3-hexanetriol, benzene-1,2,3-tricarboxylic acid (hemimellitic acid), benzene-1, 2,4-tricarboxylic acid (trimellitic acid) and benzene 1, 3,5-tricarboxylic acid (trimesitic acid).
  • component f) are compounds selected from the group consisting of pentaerythritol and glycerol.
  • component f) is pentaerythritol.
  • the polyesters A are characterized in that they are obtainable by polymerization of the
  • polyesters A obtainable by polymerization of components a) to e) either in the presence or in the absence of component f) in the following molar ratios, in each case based on 1 mol of component a):
  • component f either in the presence of 0.00001 to 1.0 mol, preferably 0.00001 to 0.5 mol, more preferably 0.0001 to 0.01 mol, particularly preferably 0.0002 to 0.01 mol, component f) or in Absence of component f).
  • the polyesters A preferably have weight average molecular weights in the range from 700 to 50,000 g / mol, more preferably from 800 to 25,000 g / mol, more preferably from 1,000 to 15,000 g / mol, and most preferably from 1,200 to 12,000 g / mol.
  • the weight average molecular weight is determined by size exclusion chromatography in aqueous solution using a narrowly distributed polyacrylic acid-Na salt standard calibration.
  • the polyesters A are prepared by polymerization of
  • the polyesters A are preferably nonionic polyesters.
  • the polyesters A are obtainable by polymerization of the components a) to e) either in
  • the polyesters A are obtainable by polymerization of components a) to e) either in the presence or in the absence of component f), the amount of Structural units resulting from component d) in the polyesters A
  • the polyesters A are obtainable by polymerization of components a) to e) either in the presence or in the absence of component f ), wherein the amount used for the polymerization of components d) and e) together ⁇ 80.0 wt .-% and preferably ⁇ 70.0 wt .-%, in each case based on the total weight of the components used for the polymerization a) to e ) or a) to f).
  • the polyesters A are obtainable by polymerization of components a) to e) either in the presence or in the absence of component f), the amount of
  • polyesters A are characterized by an advantageous
  • Dispersing from are also distinguished by an advantageous dirt-removing and dirt-repellent effect, in particular against oily and greasy stains, and are advantageous soil release polymers.
  • the one or more polyesters A are used as soil release polymers in the detergents and cleaners. Another object of the present invention are also washing and
  • Detergent containing one or more polyesters A contain the one or more polyesters A in an amount of preferably 0.01 to 10.0 wt .-%, based on the total weight of the finished detergents and cleaners.
  • the washing and cleaning agents may contain the usual further ingredients known to the person skilled in the art.
  • Detergents are understood in the context of the present invention, in particular detergents for cleaning and care of textiles.
  • the detergents according to the invention are, for example, anionic, nonionic, amphoteric and cationic surfactants, bleaches, bleach activators,
  • Bleach catalysts builders, co-builders, wash alkalis, enzymes,
  • Dye transfer inhibitors color fixing agents, complexing agents, optical brighteners, softening components, dyes, fragrances, emulsifiers, hydrotropes, organic solvents, and water.
  • Detergents are, for example, anionic, nonionic, amphoteric and cationic surfactants, bleaches, bleach activators, bleach catalysts, builders, co-builders, alkalis, enzymes, sequestering agents, other soil release polymers, complexing agents, dyes, fragrances, emulsifiers, hydrotropes , organic solvents, acids,
  • the polyesters A are particularly preferably used in detergents.
  • Another object of the present invention are also the polyester A.
  • the one or more polyesters A are preferably used in the form of aqueous dispersions and z. B. as an aqueous dispersion in the
  • the one or more polyesters A can also be incorporated in substance in the washing and cleaning agents.
  • the use of the aqueous dispersion has over the
  • polyesters in substance the advantage of easier dosing and better handling.
  • a further subject of the present invention are therefore also aqueous dispersions containing one or more polyesters A.
  • the aqueous dispersions contain the one or more polyesters A in an amount of preferably 5.0 to 50.0 wt .-%, more preferably
  • the aqueous dispersions consist of the one or more polyesters A and water.
  • Aqueous dispersions consisting of the polyesters A and water have a favorable storage stability and show little or no sedimentation.
  • reaction mixture under N 2 overlay (5 liters / hour), to 60 ° C internal temperature with stirring at a stirring speed of
  • N 2 overlay was added to 0.2 g (0.0007 mol) of titanium tetraisopropylate. Subsequently, the stirring speed was increased to 300 revolutions / minute and the mixture within 2 hours to an internal temperature of 150 ° C and in an additional 2 hours to an internal temperature of 200 ° C.
  • reaction mixture was heated. From an internal temperature of 170 ° C, the N 2 overlay was opened again. The reaction mixture was heated for 2 hours at 200 ° C and the resulting methanol was distilled off, which was condensed in a cooled with ice template. Subsequently, the reaction mixture was on

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

La présente invention concerne l'utilisation d'un ou plusieurs polyesters qui peuvent être obtenus par polymérisation a) de téréphtalate de diméthyle, b) d'éthylène glycol, c) de 1,2-propylène glycol, d) d'un ou plusieurs polyéthylène glycols ayant des masses moléculaires moyennes en poids dans la plage de 1000 à 2000 g/mol, et e) d'un méthylpolyéthylène glycol ayant une masse moléculaire moyenne en poids dans la plage de 1050 à 1350 g/mol, f) soit en présence, soit en l'absence d'un ou plusieurs composés ayant une action de réticulation et contenant 3 à 6 fonctions aptes à la polycondensation, dans des produits de lavage et de nettoyage. Dans lesdits produits de lavage et de nettoyage, les polyesters sont notamment appropriés comme agents dispersants ou comme polymères détachant la saleté.
EP13750511.1A 2012-08-18 2013-08-14 Utilisation de polyesters dans des produits de lavage et de nettoyage Withdrawn EP2885390A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102012016462.9A DE102012016462A1 (de) 2012-08-18 2012-08-18 Verwendung von Polyestern in Wasch- und Reinigungsmitteln
PCT/EP2013/002453 WO2014029479A1 (fr) 2012-08-18 2013-08-14 Utilisation de polyesters dans des produits de lavage et de nettoyage

Publications (1)

Publication Number Publication Date
EP2885390A1 true EP2885390A1 (fr) 2015-06-24

Family

ID=49000442

Family Applications (1)

Application Number Title Priority Date Filing Date
EP13750511.1A Withdrawn EP2885390A1 (fr) 2012-08-18 2013-08-14 Utilisation de polyesters dans des produits de lavage et de nettoyage

Country Status (8)

Country Link
US (1) US20150218491A1 (fr)
EP (1) EP2885390A1 (fr)
JP (1) JP2015532664A (fr)
CN (1) CN104704103A (fr)
BR (1) BR112015003066A2 (fr)
DE (1) DE102012016462A1 (fr)
MX (1) MX2015002123A (fr)
WO (1) WO2014029479A1 (fr)

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CN114008183B (zh) 2019-06-28 2024-12-13 联合利华知识产权控股有限公司 洗涤剂组合物
WO2020259947A1 (fr) 2019-06-28 2020-12-30 Unilever Plc Composition détergente
EP3990604B1 (fr) 2019-06-28 2022-12-14 Unilever Global IP Limited Composition de détergent
EP3990602B1 (fr) 2019-06-28 2025-02-26 Unilever Global IP Limited Composition de détergent
AR119874A1 (es) 2019-09-02 2022-01-19 Unilever Nv Composición detergente con un derivado de éster de ácido cítrico de un monoglicérido
AR120142A1 (es) 2019-10-07 2022-02-02 Unilever Nv Composición detergente
EP3835396B1 (fr) * 2019-12-09 2025-12-03 The Procter & Gamble Company Composition de détergent comportant un polymère
EP4121502A1 (fr) 2020-03-19 2023-01-25 Unilever IP Holdings B.V. Composition détergente
WO2021185956A1 (fr) 2020-03-19 2021-09-23 Unilever Ip Holdings B.V. Composition détergente
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Also Published As

Publication number Publication date
BR112015003066A2 (pt) 2017-07-04
DE102012016462A1 (de) 2014-02-20
CN104704103A (zh) 2015-06-10
MX2015002123A (es) 2015-05-11
US20150218491A1 (en) 2015-08-06
WO2014029479A1 (fr) 2014-02-27
JP2015532664A (ja) 2015-11-12

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