EP2885390A1 - Verwendung von polyestern in wasch- und reinigungsmitteln - Google Patents

Verwendung von polyestern in wasch- und reinigungsmitteln

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Withdrawn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)
French (fr)
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/de
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3715Polyesters or polycarbonates
    • 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
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66Polyesters containing oxygen in the form of ether groups
    • C08G63/668Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/672Dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0036Soil 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)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
EP13750511.1A 2012-08-18 2013-08-14 Verwendung von polyestern in wasch- und reinigungsmitteln Withdrawn EP2885390A1 (de)

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 (de) 2012-08-18 2013-08-14 Verwendung von polyestern in wasch- und reinigungsmitteln

Publications (1)

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

Family

ID=49000442

Family Applications (1)

Application Number Title Priority Date Filing Date
EP13750511.1A Withdrawn EP2885390A1 (de) 2012-08-18 2013-08-14 Verwendung von polyestern in wasch- und reinigungsmitteln

Country Status (8)

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

Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9732308B2 (en) 2012-07-31 2017-08-15 Clariant International Ltd. Polyesters
DE102012016444A1 (de) * 2012-08-18 2014-02-20 Clariant International Ltd. Polyester
WO2014160820A1 (en) 2013-03-28 2014-10-02 The Procter & Gamble Company Cleaning compositions containing a polyetheramine
EP2966160A1 (en) 2014-07-09 2016-01-13 Clariant International Ltd. Storage-stable compositions comprising soil release polymers
EP2987848A1 (en) 2014-08-19 2016-02-24 The Procter & Gamble Company Method of laundering a fabric
US9617502B2 (en) 2014-09-15 2017-04-11 The Procter & Gamble Company Detergent compositions containing salts of polyetheramines and polymeric acid
MX2017006151A (es) 2014-11-11 2017-11-20 Clariant Int Ltd Detergentes de lavanderia que contienen polimeros de liberacion de suciedad.
WO2016075179A1 (en) 2014-11-11 2016-05-19 Clariant International Ltd Laundry detergents containing soil release polymers
WO2017202923A1 (en) 2016-05-27 2017-11-30 Unilever Plc Laundry composition
CN106519203A (zh) * 2016-10-13 2017-03-22 苏州长业材料技术有限公司 一种高固含高分子量饱和水溶性共聚多酯及其制备方法
CN107159155A (zh) * 2017-05-04 2017-09-15 凤台县双利生物科技有限公司 一种玻璃纤维改性的生物质吸附剂及其制备方法
EP3424976A1 (en) * 2017-07-07 2019-01-09 Clariant International Ltd Alkoxylated polycarboxylic acid esters
EP3649221B8 (en) * 2017-07-07 2024-05-29 Unilever IP Holdings B.V. Laundry cleaning composition
CN110869480B (zh) * 2017-07-07 2021-08-13 联合利华知识产权控股有限公司 增白组合物
CN111479912B (zh) 2017-11-30 2021-08-10 联合利华知识产权控股有限公司 包含蛋白酶的洗涤剂组合物
CN112119147B (zh) 2018-05-17 2023-09-29 联合利华知识产权控股有限公司 清洁组合物
WO2020058024A1 (en) 2018-09-17 2020-03-26 Unilever Plc Detergent composition
CN113166689A (zh) 2018-11-20 2021-07-23 联合利华知识产权控股有限公司 洗涤剂组合物
BR112021009807A2 (pt) 2018-11-20 2021-08-17 Unilever Ip Holdings B.V. composição detergente, método de tratamento de um substrato de tecido e uso de uma enzima isomerase
EP3884025B1 (en) 2018-11-20 2022-06-08 Unilever Global Ip Limited Detergent composition
EP3884024A1 (en) 2018-11-20 2021-09-29 Unilever Global Ip Limited Detergent composition
BR112021009785A2 (pt) 2018-11-20 2021-08-17 Unilever Ip Holdings B.V. composição detergente, método de tratamento de um substrato de tecido e uso de uma enzima
EP3990603B1 (en) 2019-06-28 2022-12-07 Unilever Global Ip Limited Detergent composition
WO2020260006A1 (en) 2019-06-28 2020-12-30 Unilever Plc Detergent compositions
WO2020260040A1 (en) 2019-06-28 2020-12-30 Unilever Plc Detergent composition
EP3990598A1 (en) 2019-06-28 2022-05-04 Unilever Global IP Limited Detergent composition
BR112021025261A2 (pt) 2019-06-28 2022-04-26 Unilever Ip Holdings B V Composição detergente e método doméstico para tratar um tecido
EP3990602A1 (en) 2019-06-28 2022-05-04 Unilever Global IP Limited Detergent composition
WO2021043764A1 (en) 2019-09-02 2021-03-11 Unilever Global Ip Limited Detergent composition
AR120142A1 (es) 2019-10-07 2022-02-02 Unilever Nv Composición detergente
EP3835396A1 (en) * 2019-12-09 2021-06-16 The Procter & Gamble Company A detergent composition comprising a polymer
BR112022018393A2 (pt) 2020-03-19 2022-11-08 Unilever Ip Holdings B V Método e uso de saponina para inibir a atividade de lipase em uma composição detergente
WO2021185956A1 (en) 2020-03-19 2021-09-23 Unilever Ip Holdings B.V. Detergent composition
WO2021249927A1 (en) 2020-06-08 2021-12-16 Unilever Ip Holdings B.V. Method of improving protease activity
CN111778113B (zh) * 2020-07-10 2021-07-16 纳爱斯浙江科技有限公司 一种抗微生物洗涤剂组合物
WO2022042989A1 (en) 2020-08-28 2022-03-03 Unilever Ip Holdings B.V. Surfactant and detergent composition
WO2022043042A1 (en) 2020-08-28 2022-03-03 Unilever Ip Holdings B.V. Detergent composition
BR112023002833A2 (pt) 2020-08-28 2023-03-14 Unilever Ip Holdings B V Composição detergente e método de tratamento de um artigo têxtil
WO2022043045A1 (en) 2020-08-28 2022-03-03 Unilever Ip Holdings B.V. Detergent composition
EP4204396B1 (en) 2020-08-28 2024-05-29 Unilever IP Holdings B.V. Surfactant and detergent composition
WO2022122425A1 (en) 2020-12-07 2022-06-16 Unilever Ip Holdings B.V. Composition
EP4011933A1 (en) 2020-12-11 2022-06-15 Basf Se Improved biodegradable polymer with primary washing performance benefit
EP4263771A1 (en) 2020-12-17 2023-10-25 Unilever IP Holdings B.V. Use and cleaning composition
WO2022128781A1 (en) 2020-12-17 2022-06-23 Unilever Ip Holdings B.V. Cleaning composition
CN117957300A (zh) 2021-09-20 2024-04-30 联合利华知识产权控股有限公司 洗涤剂组合物
WO2023067075A1 (en) 2021-10-21 2023-04-27 Unilever Ip Holdings B.V. Detergent compositions
CN115785403B (zh) * 2022-12-02 2024-05-14 南方医科大学 一种苹果酸基生物材料及其制备方法和应用

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU1753292A (en) * 1991-03-28 1992-11-02 Procter & Gamble Company, The Nonionic soil release agents
BR9306245A (pt) * 1992-04-13 1998-06-23 Procter & Gamble Uso de poliésteres modificados para a lavagem de tecidos contendo algodao
ID18634A (id) * 1996-10-31 1998-04-30 Clariant Gmbh Oligo ester pembebas kotoran dan pembuatan serta penggunaannya dalam deterjen dan komposisi pencuci
DE19826356A1 (de) 1998-06-12 1999-12-16 Clariant Gmbh Schmutzablösevermögende Oligoester
DE102008023803A1 (de) 2008-05-15 2009-11-26 Clariant International Ltd. Additive für Wasch- und Reinigungsmittel
DE102008028409A1 (de) * 2008-06-17 2009-12-24 Clariant International Ltd. Verfahren zur Herstellung von Polyester-Granulaten

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2014029479A1 *

Also Published As

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

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