EP4112706A1 - Wäschedesinfektionszusammensetzung - Google Patents

Wäschedesinfektionszusammensetzung Download PDF

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Publication number
EP4112706A1
EP4112706A1 EP21182363.8A EP21182363A EP4112706A1 EP 4112706 A1 EP4112706 A1 EP 4112706A1 EP 21182363 A EP21182363 A EP 21182363A EP 4112706 A1 EP4112706 A1 EP 4112706A1
Authority
EP
European Patent Office
Prior art keywords
laundry
alkyl
salt
tricarboxylic acid
laundry composition
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.)
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Application number
EP21182363.8A
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English (en)
French (fr)
Inventor
Edward CRUDDEN
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.)
Reckitt Benckiser Health Ltd
Original Assignee
Reckitt Benckiser Health 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 Reckitt Benckiser Health Ltd filed Critical Reckitt Benckiser Health Ltd
Priority to EP21182363.8A priority Critical patent/EP4112706A1/de
Priority to CA3225948A priority patent/CA3225948A1/en
Priority to AU2022301545A priority patent/AU2022301545A1/en
Priority to US18/573,628 priority patent/US20240287413A1/en
Priority to EP22736345.4A priority patent/EP4363540A1/de
Priority to PCT/GB2022/051661 priority patent/WO2023275536A1/en
Publication of EP4112706A1 publication Critical patent/EP4112706A1/de
Withdrawn legal-status Critical Current

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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2082—Polycarboxylic acids-salts thereof
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2086—Hydroxy carboxylic acids-salts thereof
    • 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
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/30—Amines; Substituted amines ; Quaternized amines
    • 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
    • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • 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
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the present invention relates to a laundry sanitizing composition to be added to a laundry washing process to provide improved reduction in bacteria during a laundry washing process.
  • Dettol ® Laundry Cleanser is one available product that is used for sanitizing clean laundry. It contains the non-bleach biocides dialkyl (C 8-10 ) dimethylammonium chloride (DDAC) and benzyl-C 12-18 -alkyldimethyl chloride (ADBAC). Typically, about 120ml of Dettol ® Laundry Cleanser is added to the fabric softener drawer of the washing machine so that it is used in the washing machine rinse cycle. Dettol ® Laundry Cleanser kills 99.9% of bacteria (i.e. a 3-log reduction in bacteria) in laboratory tests.
  • DDAC dialkyl
  • ADBAC benzyl-C 12-18 -alkyldimethyl chloride
  • WO2018108466 discloses a biocidal composition for use in a laundry washing process.
  • the composition comprises one or more water soluble quaternary ammonium compounds and one or more water soluble organic hydroxy acids; wherein the weight ratio of the water soluble organic hydroxy acids to the quaternary ammonium compounds lies in the range from 95:5 to 52:48.
  • Compositions comprising a 1:1:1 mixture of didecyldimethyl ammonium chloride; alkyl dimethyl benzalkonium chloride and alkyl dimethyl ethyl benzalkonium chloride with L-lactic acid or a 1:1 mixture of citric and malonic acid were tested against P. aeruginosa.
  • WO200100777 relates to hard surface cleaning compositions intended for the removal of oily and greasy soil.
  • the compositions comprise a mixture of disinfecting agent, a booster agent for the disinfecting agent, an anionic surfactant and hydrocarbon ingredient, a water soluble cosurfactant and water.
  • Possible disinfecting agents include C 8 -C 16 alkyl amines, C 8 -C 16 alkyl benzyl dimethyl ammonium chlorides, C 8 -C 16 dialkyl dimethyl ammonium chlorides, C 8 -C 16 alkyl, C 8 -C 14 alkyl dimethyl ammonium chloride, dimethyl benzyl alkonium chloride and chlorhexidine and mixtures thereof.
  • Booster agents for the disinfecting agents are selected from the group consisting of a chelant and a hydroxy containing organic acid, such as lactic acid or citric acid, and mixtures thereof. These compositions are intended for direct application to hard surfaces.
  • WO2016040230 provides disinfectant compositions having at least one biocidal quaternary ammonium compound, hydrogen peroxide, and optionally inorganic acid and/ or organic acid. The combination of the quaternary ammonium, the hydrogen peroxide, and the optional acid are suggested to act synergistically.
  • the invention provides a laundry composition comprising:
  • the at least one cationic biocidal active agent of Formula I may be selected from one or more dialkyldimethyl ammonium chlorides, where each alkyl group is independently selected from straight chain C 8 -C 10 alkyl.
  • the at least one C 4-8 organic tricarboxylic acid, or a salt thereof may be a C 6 organic tricarboxylic acid or a salt thereof, and is preferably citric acid or a salt thereof.
  • the salt-forming cation may be a sodium, potassium, magnesium, calcium, aluminium, ammonium, iron or zinc cation.
  • the salt-forming cation is preferably sodium. More preferably, the salt is sodium citrate, yet more preferably monosodium citrate or trisodium citrate and most preferably the salt is trisodium citrate.
  • the at least one C 4-8 organic tricarboxylic acid or the salt thereof is the only organic hydroxy acid species or salt thereof in the composition.
  • the laundry composition may comprise about 0.5wt% to about 2.5wt%, preferably about 1wt% to about 2wt%, quaternary ammonium compounds of Formula I.
  • the laundry composition may comprise about 1.44wt% quaternary ammonium compounds of Formula I.
  • the laundry composition may comprise about 0.3wt% to about 1.5wt%, preferably about 0.7wt% to about 1.3wt%, quaternary ammonium compounds of Formula II.
  • the laundry composition may comprise about 0.96wt% quaternary ammonium compounds of Formula II.
  • the weight ratio of the quaternary ammonium compounds of Formula I to the quaternary ammonium compounds of Formula II may be in the range 8.33:1 to 1:3 (i.e, 1 : 0.12 to 3), preferably 2.86:1 to 1:1.3 (i.e., 1 : 0.35 to 1.3). Most preferably, the weight ratio of the quaternary ammonium compounds of Formula I to the quaternary ammonium compounds of Formula II is about 1.5:1.
  • the weight ratio of the quaternary ammonium compounds of Formula I to the quaternary ammonium compounds of Formula II to the at least one C 4-8 organic tricarboxylic acid may be about 3:2:13.
  • the weight ratio of the quaternary ammonium compounds of Formula I to the quaternary ammonium compounds of Formula II to the salt of the at least one C 4-8 organic tricarboxylic acid may be about 3:2:10.4.
  • the laundry composition may comprise about 2wt% to about 25wt%, preferably about 2.5wt% to about 12.5wt%, at least one C 4-8 organic tricarboxylic acid, or a salt thereof.
  • the laundry composition may comprise about 6.25wt% C 4-8 organic tricarboxylic acid, or the laundry composition may comprise about 5wt% of a salt of C 4-8 organic tricarboxylic acid.
  • the laundry composition does not comprise any further quaternary ammonium compounds, such as C 12-14 alkyl dimethyl ethyl benzyl ammonium chlorides (ADEBAC).
  • ADEBAC C 12-14 alkyl dimethyl ethyl benzyl ammonium chlorides
  • the laundry composition of the invention preferably does not contain a bleaching agent, e.g. hydrogen peroxide.
  • the laundry composition of the invention preferably does not contain an esterquat, e.g. dialkylester ammonium methosulfate.
  • the pH of the solution is less than 7, preferably about 3.
  • the pH of the solution is greater than 7, preferably from about 7 to about 10.
  • from about 30 to about 180 ml, preferably about 120 ml, of the laundry composition of the invention at about 1:159 dilution with water achieves at least a 4-log reduction according to the EN1276:2009 protocol, under clean conditions in no more than 22 minutes at 20°C.
  • from about 30 to about 180 ml, preferably about 120 ml, of the laundry composition of the invention at about 1:159 dilution with water achieves at least a 5-log reduction according to the EN1276:2009 protocol, under clean conditions in no more than 22 minutes at 20°C.
  • the invention provides a method of sanitizing laundry during a laundry washing process comprising adding from about 30 to about 180 ml, preferably about 120 ml, of the laundry composition described herein to the fabric softener compartment of an automatic washing machine and using the automatic washing machine to perform a laundry washing process.
  • the invention provides the use of a C 4-8 organic tricarboxylic acid, preferably citric acid, or a salt thereof, in a laundry sanitizing composition as described herein in reducing the amount of Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Enterococcus hirae in a laundry washing process.
  • the reduction is a 5-log reduction in no more than 22 minutes at about 20°C and at about a 1:159 dilution with water, according to the EN1276:2009 suspension test, under clean conditions.
  • the inventors have surprisingly found that the use of a C 4-8 organic tricarboxylic acid or a salt thereof in combination with biocidal quaternary ammonium cations provides improved reduction in bacteria relative to biocidal quaternary ammonium cations alone under conditions representative of a laundry rinse cycle.
  • citric acid or sodium citrate in combination with didecyldimethylammonium chloride (DDAC) and alkyldimethylbenzylammonium chloride (ADBAC also known as BKC) leads to an improved reduction in bacteria of from about 3-log reduction to about 5-log reduction under conditions representative of a laundry rinse cycle.
  • DDAC didecyldimethylammonium chloride
  • ADBAC alkyldimethylbenzylammonium chloride
  • compositions in the tables below were evaluated for their antimicrobial efficacy against Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 10536), Pseudomonas aeruginosa (ATCC 15442) and Enterococcus hirae (ATCC 10541).
  • test method used to evaluate the antimicrobial effectiveness of the Examples was an antimicrobial suspension test based on British Standard reference No: EN 1276:2009 method entitled "Chemical Disinfectants and Antiseptics - Quantitative Suspension Test for the Evaluation of bactericidal activity of chemical disinfectants and antiseptics used in food, industrial, domestic and institutional areas - Test method and requirements (Phase 2, step 1)".
  • a greater than 5-log reduction of all organisms Pseudomonas aeruginosa, Staphylococcus aureus, Enterococcus hirae, Escherichia coli ) for a contact time of 1 to 60 minutes (determined by product specification) at a testing temperature ranging from 4°C to 60°C+1.0°C (determined by product specification) is required to pass the EN1276. Additional and optional contact times, temperatures, and test organisms can be used.
  • test protocol tests the efficacy of the compositions of the present invention and the comparative examples against gram-negative and gram-positive bacteria.
  • the test organisms used were Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 10536), Pseudomonas aeruginosa (ATCC 15442) and Enterococcus hirae (ATCC 10541).
  • the bacterial strains were cultured on tryptic soy agar (TSA) slant from frozen stock and incubated for 18-24 hours. Following incubation, 2 nd and 3 rd generation transfers were prepared and used to prepare test suspensions as described in the BS EN 1276:2009 test method. The working culture must be either a second or third generation subculture on TSA slants from a cryogenic stock. The cell suspensions were adjusted to produce approximately 1.5 - 5.0 ⁇ 10 8 CFU mL -1 . Subcultures were prepared on TSA slants and incubated at 36 ⁇ 1°C for 18-24 hours. The growth medium and temperature used were TSA and 36 ⁇ 1°C. Test solutions and test cultures are equilibrated to a test temperature of 20 ⁇ 1°C in a water bath.
  • TSA tryptic soy agar
  • the tests were performed using "clean” experimental conditions, i.e. 0.3g/l Bovine Albumin (BA) in-test concentration, rather than "dirty” experimental conditions, i.e. 3g/l BA in-test concentration.
  • the desired experimental conditions are "clean conditions” because the laundry sanitizer is used after a laundry detergent in a laundry washing process, i.e. on clean laundry.
  • ME microbiocidal effect due to the action of the product over the test contact time at the temperature at which the test was performed is expressed by the formula below:
  • DDAC and BKC are typically provided as solutions containing DDAC or BKC and solvents, which are typically selected from water, ethanol, isopropyl alcohol, ethylene glycol and mixtures thereof.
  • DDAC used was Bardac ® 2080, a twin chain dimethyl ammonium chloride composition available from Lonza ( CAS No. 68424-95-3 ), which typically comprises 80% actives (Octyl decyl dimethyl ammonium chloride ⁇ 40%, Dioctyl dimethyl ammonium chloride ⁇ 16% and Didecyl dimethyl ammonium chloride ⁇ 24%), 10% water and 10% ethanol.
  • BKC is BTC 1218-80, (80% BKC) available from Stepan ( CAS No. 68424-95-3 ).
  • the following formulations were made by adding the raw materials step wise, waiting until the mixture was homogenous after each material was added before adding the next raw material.
  • the raw materials were added in the following order.
  • the sodium hydroxide was added in an amount to adjust the formulation to about pH 3.
  • the final step of deionised water was added in an amount sufficient to achieve the desired amount of active, e.g. 1.8wt% DDAC and 1.2wt% BKC.
  • Samples 1-3 and 5-7 did not contain DDAC and did not provide a 5-log reduction in P. aeruginosa when tested.
  • Samples 2 and 6-8 did not contain citric acid and did not provide a 5-log reduction in all four bacteria, typically not against P. aeruginosa. Sample 8 achieved a 5-log reduction in three bacteria but did not achieve a 4-log reduction in E. coli.
  • Tests on samples containing sodium citrate also provided a 5-log reduction in all four bacteria.
  • compositions of the present invention show excellent antimicrobial activity against all four bacteria tested.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
EP21182363.8A 2021-06-29 2021-06-29 Wäschedesinfektionszusammensetzung Withdrawn EP4112706A1 (de)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EP21182363.8A EP4112706A1 (de) 2021-06-29 2021-06-29 Wäschedesinfektionszusammensetzung
CA3225948A CA3225948A1 (en) 2021-06-29 2022-06-28 Laundry sanitizing composition
AU2022301545A AU2022301545A1 (en) 2021-06-29 2022-06-28 Laundry sanitizing composition
US18/573,628 US20240287413A1 (en) 2021-06-29 2022-06-28 Laundry sanitizing composition
EP22736345.4A EP4363540A1 (de) 2021-06-29 2022-06-28 Wäschedesinfektionszusammensetzung
PCT/GB2022/051661 WO2023275536A1 (en) 2021-06-29 2022-06-28 Laundry sanitizing composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP21182363.8A EP4112706A1 (de) 2021-06-29 2021-06-29 Wäschedesinfektionszusammensetzung

Publications (1)

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EP4112706A1 true EP4112706A1 (de) 2023-01-04

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EP21182363.8A Withdrawn EP4112706A1 (de) 2021-06-29 2021-06-29 Wäschedesinfektionszusammensetzung

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117918351A (zh) * 2024-01-18 2024-04-26 广东星帮尼科技股份有限公司 季铵盐消毒剂、制备方法及其在衣物清洁中的应用

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001000777A1 (en) 1999-06-29 2001-01-04 Colgate-Palmolive Company Antimicrobial multi-purpose microemulsion containing a cationic surfactant
US20090203570A1 (en) * 2006-02-10 2009-08-13 Vidur Behal Fabric Conditioner Compositions
WO2016040230A1 (en) 2014-09-09 2016-03-17 Lonza, Inc. Disinfectant composition containing quaternary ammonium compounds
WO2018108466A1 (en) 2016-12-13 2018-06-21 Unilever Plc Biocidal composition for use in a laundry washing process
US10433545B2 (en) * 2016-07-11 2019-10-08 Ecolab Usa Inc. Non-streaking durable composition for cleaning and disinfecting hard surfaces

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001000777A1 (en) 1999-06-29 2001-01-04 Colgate-Palmolive Company Antimicrobial multi-purpose microemulsion containing a cationic surfactant
US20090203570A1 (en) * 2006-02-10 2009-08-13 Vidur Behal Fabric Conditioner Compositions
WO2016040230A1 (en) 2014-09-09 2016-03-17 Lonza, Inc. Disinfectant composition containing quaternary ammonium compounds
US10433545B2 (en) * 2016-07-11 2019-10-08 Ecolab Usa Inc. Non-streaking durable composition for cleaning and disinfecting hard surfaces
WO2018108466A1 (en) 2016-12-13 2018-06-21 Unilever Plc Biocidal composition for use in a laundry washing process
EP3756461A1 (de) * 2016-12-13 2020-12-30 Unilever PLC Verfahren zum waschen von kleidung

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CAS, no. 68424-95-3

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117918351A (zh) * 2024-01-18 2024-04-26 广东星帮尼科技股份有限公司 季铵盐消毒剂、制备方法及其在衣物清洁中的应用

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