EP2773739A1 - A liquid hard surface antimicrobial cleaning composition - Google Patents

A liquid hard surface antimicrobial cleaning composition

Info

Publication number
EP2773739A1
EP2773739A1 EP12769078.2A EP12769078A EP2773739A1 EP 2773739 A1 EP2773739 A1 EP 2773739A1 EP 12769078 A EP12769078 A EP 12769078A EP 2773739 A1 EP2773739 A1 EP 2773739A1
Authority
EP
European Patent Office
Prior art keywords
composition
weight
hard surface
terpineol
thymol
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.)
Granted
Application number
EP12769078.2A
Other languages
German (de)
French (fr)
Other versions
EP2773739B1 (en
Inventor
Sameer Keshav Barne
Amit Chakrabortty
Maya Treesa Saji
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.)
Unilever PLC
Unilever NV
Original Assignee
Unilever PLC
Unilever NV
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=46980938&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP2773739(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Priority to PL12769078T priority Critical patent/PL2773739T3/en
Publication of EP2773739A1 publication Critical patent/EP2773739A1/en
Application granted granted Critical
Publication of EP2773739B1 publication Critical patent/EP2773739B1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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
    • C11D3/48—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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2006—Monohydric alcohols
    • C11D3/2037—Terpenes
    • 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
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/30—Amines; Substituted amines ; Quaternized amines

Definitions

  • the invention relates to a liquid hard surface cleaning and disinfection composition.
  • the invention more particularly relates to a hard surface disinfection composition that
  • Liquid compositions for disinfecting and cleaning hard surfaces like floors, walls, windows, doors, furniture, and table tops in various indoor and outdoor locations are known. Toilets and bathrooms are other places where germs proliferate and
  • disinfection and cleaning compositions in liquid form are widely used.
  • Other types of hard surfaces that are cleaned by such compositions include utensils and other articles found in households, offices and other public places.
  • ⁇ microbials Two of the popular classes of disinfecting / sanitizing actives are (i) bleaches and (ii) phenolics.
  • Halogen and active oxygen are two most effective bleaches.
  • Bleaches are compounds that liberate oxidising agents like chlorine, bromine, fluorine, nascent oxygen or other oxidizing agents that break the cell walls of microbes like bacteria and virus thereby disinfecting the surfaces thus treated.
  • Phenolics are another class of anti ⁇ microbials often derived from essential oils extracted from natural sources which are formulated in an emulsified form and sold as floor and toilet cleaners.
  • compositions include surfactants to either
  • This invention has the advantage that essential oil actives like terpineol and thymol have a strong medicinal odour which is not liked by some consumers and it is advantageous to include thymol and
  • terpineol at lower concentrations while ensuring that same efficient anti-microbial action. Further, it has been found by way of the present invention that inclusion of a chelating agent sodium tripolyphosphate provides for further enhanced antibacterial efficacy.
  • Liquid hard surface cleaning compositions having a pH 9 to 12 comprising cationic surfactant are known.
  • Another object of the present invention is to provide a liquid hard surface cleaning and disinfecting composition that has relatively fast antimicrobial action.
  • composition with a pH in the range of 9 to 12 comprising
  • a method of cleaning and disinfecting a hard surface comprising applying to said hard surface a composition of the first aspect diluted with water in a weight ratio of 1: 20 to 1: 200.
  • the first aspect of the invention provides for a liquid hard surface antimicrobial cleaning composition with a pH in the range of 9 to 12.
  • the composition comprises 0.5 to 4% by weight of benzalkonium chloride; 0.25 to 3% by weight of salt of di or tri carboxylic acid; 0.01 to 2% by weight of an essential oil active selected from thymol or terpineol; and 87 to 97% by weight water.
  • the composition comprises 0.5 to 4%, more preferably 1 to 2%, further more preferably 1.25 to 1.75% cationic surfactant benzalkonium chloride.
  • the composition comprises 0.25 to 3%, preferably 0.5 to 2%, more preferably 0.5 to 1.5% by weight of the composition salt of di or tri carboxylic acid.
  • the salt of di or tri carboxylic acid is preferably chosen from an oxalate, fumarate, phthalate, maleate, malate, malonate or citrate.
  • the salt of di or tricarboxylic acid is most preferably a phthalate, malate, malonte, or citrate.
  • Alkali metal or alkaline earth metal salts are preferred, more preferably alkali metal salts of which sodium salt is most preferred. Structure of salts of some of the carboxylic acids are given below:
  • the composition comprises an essential oil antimicrobial active selected from thymol or terpineol at 0.01 to 2% by weight of the composition.
  • Preferred antimicrobial compositions of the present invention have thymol higher than 0.05 and lesser than 0.3% by weight. Thymol may be added to the antimicrobial composition in
  • thyme oil or thyme extract comprising thymol may be added to the antimicrobial
  • Thyme oil or thyme extract is obtained from the thyme plant.
  • Thyme plant refers to a plant belonging be genus Thymus and includes but is not limited to the following
  • Thymus vulgaris Thymus zygis , Thymus satureoides, Thymus mastichina , Thymus broussonetti , Thymus maroccanus , Thymus pallidus , Thymus algeriensis , Thymus serpyllum, Thymus pulegoide, and Thymus citriodorus .
  • Preferred antimicrobial compositions of the present invention have terpineol higher than 0.05 and lesser than 1% by weight.
  • the terpineol is preferably selected from alpha-terpineol , beta-terpineol , gamma-terpineol or mixtures thereof. It is particularly preferred that the terpineol is alpha-terpineol.
  • Terpineol may be added to the antimicrobial composition in purified form. Alternatively pine oil comprising terpineol may be added to the antimicrobial composition.
  • the composition optionally comprises sodium tripoly phosphate (STPP) .
  • STPP sodium tripoly phosphate
  • composition of the invention comprises water as a preferred carrier. Water is present in 87 to 97%, preferably 90 to 95% by weight of the composition.
  • composition of the invention optionally comprises a
  • surfactant is a non-ionic surfactant.
  • Non-ionic surfactant is preferably present in an amount of 2 to 10% by weight of the composition.
  • Particularly preferred nonionic surfactants are fatty alcohol ethoxylates preferably C8-C22, more preferably C8-C16 fatty alcohol ethoxylates, comprising between 1 and 8 ethylene oxide groups.
  • Suitable surfactant concentrations in liquid form of hard surface cleaning compositions are preferably from 1 to 5 % by weight of the composition.
  • the composition of the invention has pH in the range of 9 to 12, preferably in the range of 10.5 to 11.5. This could be achieved by incorporating the essential ingredients of the invention in selected amounts, else may be achieved by
  • the alkaline agent is a compound having a hydrophilic property and a hydrophilic property.
  • the alkaline agent is preferably present in 0.1 to 1% by weight of the composition .
  • composition of the invention can be achieved in the absence of conventional disinfectants like bleaches e.g. halogens, halogenated
  • bleaches compounds and active oxygen based bleaches.
  • small amount of such bleaches may be present in the composition e.g. less than 1%, preferably less than 0.5%, more preferably less than 0.1% and the efficacy of the composition is achievable even with the bleaches being absent from the composition.
  • composition may further comprise various additional ingredients known to a person skilled in the art.
  • additional ingredients known to a person skilled in the art.
  • additional ingredients include but are not limited to:
  • perfumes perfumes, pigments, preservatives, emollients, sunscreens, emulsifiers, gelling agents, or thickening agents.
  • the antimicrobial composition may be in form of a liquid but the liquid composition may be further thickened to a gel or a paste.
  • the antimicrobial composition of the present invention can be used for cleansing and care of hard surfaces such as glass, metal, plastic, wood, ceramic and the like.
  • a method of cleaning and disinfecting a hard surface comprising applying to said hard surface a composition of the invention diluted with water in a weight ratio of 1: 20 to 1: 200, preferably in a ratio of 1:40 to 1:80.
  • the method preferably comprises a step of rinsing the surface with a suitable solvent preferably water or the surface may be wiped with a suitable wipe.
  • composition of the invention provides an antimicrobial action where the contact time of the antimicrobial actives with the surface is low, i.e. of the order of less than 5 minutes, preferably less than 2 minutes, further more preferably less than a minute and in many cases less than 15 seconds.
  • Antibacterial compositions for hard surface cleaning as shown in Table - 1 read along with Table - 2 were prepared.
  • the compositions were tested for antibacterial efficacy using the European Suspension Test BS EN1276 which is briefly described below:
  • test suspension of bacteria (1 ml) was added to a sample of the product under a certain dilution condition (8 ml) along with a specific soil (1 ml) .
  • the mixture was maintained at 20°C for 5 minutes. After this period of contact time, an aliquot was taken and was immediately neutralized by a validated method.
  • the number of bacteria in each sample were determined by plating in TSA agar and the reduction in viable count was calculated after incubating for 48 hours.
  • aeruginosa ATCC 15442 (at 10 7 cfu/ml concentration) ; the dilution was 1:60 of the product (a floor cleaner) in hard water.
  • the soil used was used was Bovine Serum Albumin (BSA) at a final concentration of 0.03%.
  • BSA Bovine Serum Albumin
  • the pH of the samples was 11.0. Table - 1
  • Table - 2 Compositions as per Table - 1 where prepared using the di/carboxylic acids and thymol and/or terpineol
  • compositions as per the invention (Examples 3,4,6,7,9,10) provide for vastly superior antibacterial efficacy as compared to compositions outside the invention (Examples 1,2,5,8).
  • compositions of the invention are effective even at short contact times of about 30 seconds.
  • compositions as shown in Table - 4 were tested for
  • Example 15 to 19 give vastly superior antibacterial efficacy as compared to a sample outside the invention (Example 14) .

Landscapes

  • 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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Detergent Compositions (AREA)

Abstract

The invention relates to a liquid hard surface cleaning and disinfection composition. The present inventors have found that inclusion of benzalkoniuim chloride and selected salts of di or tricarboxylic acid when combined with thymol or terpineol provides synergistic antimicrobial action in a rapid fashion and such efficacy is obtained at very low concentrations of thymol and/or terpineol.

Description

A LIQUID HARD SURFACE ANTIMICROBIAL CLEANING COMPOSITION
Technical field
The invention relates to a liquid hard surface cleaning and disinfection composition. The invention more particularly relates to a hard surface disinfection composition that
provides synergistic antibacterial efficacy.
Background of the invention
Liquid compositions for disinfecting and cleaning hard surfaces like floors, walls, windows, doors, furniture, and table tops in various indoor and outdoor locations are known. Toilets and bathrooms are other places where germs proliferate and
disinfection and cleaning compositions in liquid form are widely used. Other types of hard surfaces that are cleaned by such compositions include utensils and other articles found in households, offices and other public places.
Two of the popular classes of disinfecting / sanitizing actives are (i) bleaches and (ii) phenolics. Halogen and active oxygen are two most effective bleaches. Bleaches are compounds that liberate oxidising agents like chlorine, bromine, fluorine, nascent oxygen or other oxidizing agents that break the cell walls of microbes like bacteria and virus thereby disinfecting the surfaces thus treated. Phenolics are another class of anti¬ microbials often derived from essential oils extracted from natural sources which are formulated in an emulsified form and sold as floor and toilet cleaners.
These compounds are sometimes considered either harsh or take a long time for the antimicrobial action to take place. Very often, these compositions include surfactants to either
emulsify the oily components present therein or to enable cleaning via detergency action or both. To remove the residual surfactants the surfaces being treated or cleaned are soon thereafter rinsed or wiped to be substantially free of the disinfection/ cleaning composition. This allows very little time for the disinfection action to take place.
Therefore, there is a need of providing a composition that gives relatively more efficacious antimicrobial action when cleaning period is relatively small, typically about 5 minutes or less, preferably lesser than 2 minutes and in many cases less than one minute or sometimes as low as 15 seconds or lesser. The present applicants have, in a prior patent
application published as WO2010046238 disclosed a novel combination of thymol and terpineol that interact
synergistically to enable fast antimicrobial action in less than about 15 seconds. The present inventors have found that inclusion of benzalkoniuim chloride and selected salts of di or tricarboxylic acid when combined with thymol or terpineol provides similar synergistic antimicrobial action in a rapid fashion and such efficacy is obtained at much lower
concentrations of thymol and/ or terpineol. This invention has the advantage that essential oil actives like terpineol and thymol have a strong medicinal odour which is not liked by some consumers and it is advantageous to include thymol and
terpineol at lower concentrations while ensuring that same efficient anti-microbial action. Further, it has been found by way of the present invention that inclusion of a chelating agent sodium tripolyphosphate provides for further enhanced antibacterial efficacy.
Liquid hard surface cleaning compositions having a pH 9 to 12 comprising cationic surfactant are known.
US6048836 (1998, P&G) discloses the use, in a composition, of a combination of a chelating agent, a surfactant, and an
essential oil or an active thereof, to provide disinfecting properties . The patent publication cited above does not address the problem of slow-acting antimicrobial composition, nor disclose the synergistic combination of actives disclosed and claimed in the present invention for the fast acting antimicrobial action in disinfecting hard surfaces.
It is an object of the present invention to overcome or
ameliorate at least one of the disadvantages of the prior art, or to provide a useful alternative.
Another object of the present invention is to provide a liquid hard surface cleaning and disinfecting composition that has relatively fast antimicrobial action.
Summary of the invention
According to the first aspect of the invention there is
provided a liquid hard surface antimicrobial cleaning
composition with a pH in the range of 9 to 12 comprising
(a) 0.5 to 4% by weight of benzalkonium chloride;
(b) 0.25 to 3% by weight of salt of di or tri carboxylic acid;
(c) 0.01 to 2% by weight an essential oil antimicrobial active selected from thymol or terpineol; and
(d) 87 to 97% by weight water.
According to another aspect of the invention there is provided a method of cleaning and disinfecting a hard surface comprising applying to said hard surface a composition of the first aspect diluted with water in a weight ratio of 1: 20 to 1: 200.
Detailed description of the invention
These and other aspects, features and advantages will become apparent to those of ordinary skill in the art from a reading of the following detailed description and the appended claims. For the avoidance of doubt, any feature of one aspect of the present invention may be utilised in any other aspect of the invention. The word "comprising" is intended to mean
"including" but not necessarily "consisting of" or "composed of." In other words, the listed steps or options need not be exhaustive. It is noted that the examples given in the
description below are intended to clarify the invention and are not intended to limit the invention to those examples per se. Similarly, all percentages are weight/weight percentages unless otherwise indicated.
Except in the operating and comparative examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and/or use are to be
understood as modified by the word "about". Unless specified otherwise, numerical ranges expressed in the format "from x to y" are understood to include x and y. When for a specific feature multiple preferred ranges are described in the format "from x to y", it is understood that all ranges combining the different endpoints are also contemplated.
The first aspect of the invention provides for a liquid hard surface antimicrobial cleaning composition with a pH in the range of 9 to 12. The composition comprises 0.5 to 4% by weight of benzalkonium chloride; 0.25 to 3% by weight of salt of di or tri carboxylic acid; 0.01 to 2% by weight of an essential oil active selected from thymol or terpineol; and 87 to 97% by weight water.
The composition comprises 0.5 to 4%, more preferably 1 to 2%, further more preferably 1.25 to 1.75% cationic surfactant benzalkonium chloride.
The composition comprises 0.25 to 3%, preferably 0.5 to 2%, more preferably 0.5 to 1.5% by weight of the composition salt of di or tri carboxylic acid. The salt of di or tri carboxylic acid is preferably chosen from an oxalate, fumarate, phthalate, maleate, malate, malonate or citrate. The salt of di or tricarboxylic acid is most preferably a phthalate, malate, malonte, or citrate. Alkali metal or alkaline earth metal salts are preferred, more preferably alkali metal salts of which sodium salt is most preferred. Structure of salts of some of the carboxylic acids are given below:
Sodium oxalate Sodium fumarate
Sodium phthalate Sodium maleate
Sodium malate Sodium malonate
Citrate
eocr
It is observed that inclusion of di or tri carboxylates in the composition of the invention provides for the desired
antimicrobial efficacy while mono carboxylates do not
demonstrate as good an efficacy.
The composition comprises an essential oil antimicrobial active selected from thymol or terpineol at 0.01 to 2% by weight of the composition.
Preferred antimicrobial compositions of the present invention have thymol higher than 0.05 and lesser than 0.3% by weight. Thymol may be added to the antimicrobial composition in
purified form. Alternatively, thyme oil or thyme extract comprising thymol may be added to the antimicrobial
composition, while ensuring that thymol is present in the desired concentration in the composition of the present invention. Thyme oil or thyme extract is obtained from the thyme plant. Thyme plant refers to a plant belonging be genus Thymus and includes but is not limited to the following
species: Thymus vulgaris, Thymus zygis , Thymus satureoides, Thymus mastichina , Thymus broussonetti , Thymus maroccanus , Thymus pallidus , Thymus algeriensis , Thymus serpyllum, Thymus pulegoide, and Thymus citriodorus .
The structures of thymol and its isomer carvacrol are given below :
Preferred antimicrobial compositions of the present invention have terpineol higher than 0.05 and lesser than 1% by weight. The terpineol is preferably selected from alpha-terpineol , beta-terpineol , gamma-terpineol or mixtures thereof. It is particularly preferred that the terpineol is alpha-terpineol. Terpineol may be added to the antimicrobial composition in purified form. Alternatively pine oil comprising terpineol may be added to the antimicrobial composition.
The structure of a terpineol compound is given below:
The composition optionally comprises sodium tripoly phosphate (STPP) . When present, STPP is present in 0.25 to 3%, preferably 0.5 to 2%, more preferably 1.25 to 1.75% by weight of the composition.
The composition of the invention comprises water as a preferred carrier. Water is present in 87 to 97%, preferably 90 to 95% by weight of the composition.
A composition of the invention optionally comprises a
surfactant. Preferred surfactant is a non-ionic surfactant.
Non-ionic surfactant is preferably present in an amount of 2 to 10% by weight of the composition. Particularly preferred nonionic surfactants are fatty alcohol ethoxylates preferably C8-C22, more preferably C8-C16 fatty alcohol ethoxylates, comprising between 1 and 8 ethylene oxide groups. Suitable surfactant concentrations in liquid form of hard surface cleaning compositions are preferably from 1 to 5 % by weight of the composition. The composition of the invention has pH in the range of 9 to 12, preferably in the range of 10.5 to 11.5. This could be achieved by incorporating the essential ingredients of the invention in selected amounts, else may be achieved by
incorporating an alkaline agent. The alkaline agent is
preferably sodium carbonate or sodium hydroxide. The alkaline agent is preferably present in 0.1 to 1% by weight of the composition .
The present inventors have determined that the highly
efficacious antimicrobial action of the composition of the invention can be achieved in the absence of conventional disinfectants like bleaches e.g. halogens, halogenated
compounds and active oxygen based bleaches. However small amount of such bleaches may be present in the composition e.g. less than 1%, preferably less than 0.5%, more preferably less than 0.1% and the efficacy of the composition is achievable even with the bleaches being absent from the composition.
The composition may further comprise various additional ingredients known to a person skilled in the art. Such
additional ingredients include but are not limited to:
perfumes, pigments, preservatives, emollients, sunscreens, emulsifiers, gelling agents, or thickening agents.
The antimicrobial composition may be in form of a liquid but the liquid composition may be further thickened to a gel or a paste. The antimicrobial composition of the present invention can be used for cleansing and care of hard surfaces such as glass, metal, plastic, wood, ceramic and the like.
According to another aspect of the present invention there is provided a method of cleaning and disinfecting a hard surface comprising applying to said hard surface a composition of the invention diluted with water in a weight ratio of 1: 20 to 1: 200, preferably in a ratio of 1:40 to 1:80. The method preferably comprises a step of rinsing the surface with a suitable solvent preferably water or the surface may be wiped with a suitable wipe.
The inventors have determined that the composition of the invention provides an antimicrobial action where the contact time of the antimicrobial actives with the surface is low, i.e. of the order of less than 5 minutes, preferably less than 2 minutes, further more preferably less than a minute and in many cases less than 15 seconds.
The invention will now be illustrated with the help of the following non-limiting examples.
Examples
Examples 1 to 9: Antibacterial efficacy of the composition of the invention
Antibacterial compositions for hard surface cleaning as shown in Table - 1 read along with Table - 2 were prepared. The compositions were tested for antibacterial efficacy using the European Suspension Test BS EN1276 which is briefly described below:
A test suspension of bacteria (1 ml) was added to a sample of the product under a certain dilution condition (8 ml) along with a specific soil (1 ml) . The mixture was maintained at 20°C for 5 minutes. After this period of contact time, an aliquot was taken and was immediately neutralized by a validated method. The number of bacteria in each sample were determined by plating in TSA agar and the reduction in viable count was calculated after incubating for 48 hours.
In Table - 1, below the organism used was bacteria P.
aeruginosa ATCC 15442 (at 107 cfu/ml concentration) ; the dilution was 1:60 of the product (a floor cleaner) in hard water. The soil used was used was Bovine Serum Albumin (BSA) at a final concentration of 0.03%. The pH of the samples was 11.0. Table - 1
Table - 2: Compositions as per Table - 1 where prepared using the di/carboxylic acids and thymol and/or terpineol
concentrations as shown below:
The data in Table 1 and 2 indicates that the compositions as per the invention (Examples 3,4,6,7,9,10) provide for vastly superior antibacterial efficacy as compared to compositions outside the invention (Examples 1,2,5,8).
Examples 11 to 13:
Experiments similar to Examples 1 to 10 were carried out except that the dilution was 1:40 and the time of contact of the product with the bacteria was 30 seconds instead of 5 minutes. The data is summarized in Table - 3. Table - 3:
The data in Table 3 indicates that the antibacterial
compositions of the invention (Examples 12and 13) are effective even at short contact times of about 30 seconds.
Examples 14 to 19: Antibacterial efficacy of compositions of the invention with various di/tricarboxylates
Compositions as shown in Table - 4 were tested for
antibacterial efficacy at a dilution of 1:60 with hard water at a contact time of 5 minutes. The soil was BSA at 0.3%. The bacteria used was P. aeruginosa ATCC 15442 (at 107 cfu/ml cell density) . The pH of the compositions were 11. The data is shown in Table - 4.
Table -4
*STPP: is sodium tripolyphosphate
The data in Table 4 indicates that various other di/tri carboxylates may be used in the composition of the invention in the presence of essential oil actives and these samples
(Examples 15 to 19) give vastly superior antibacterial efficacy as compared to a sample outside the invention (Example 14) .

Claims

Claims
1. A liquid hard surface antimicrobial cleaning composition with a pH in the range of 9 to 12 comprising
(a) 0.5 to 4% by weight of benzalkonium chloride;
(b) 0.25 to 3% by weight of salt of di or tri carboxylic acid;
(c) 0.01 to 2% by weight an essential oil antimicrobial active selected from thymol or terpineol; and
(d) 87 to 97% by weight water.
2. A composition as claimed in claim 1 comprising thymol and terpineol .
3. A composition as claimed in claim 1 or 2 wherein said salt of di or tri carboxylic acid is chosen from an oxalate, fumarate, phthalate, maleate, malate, malonate or citrate.
4. A composition as claimed in claim 3 wherein said salt of di or tricarboxylic acid is chosen from a phthalate, malate, malonte, or citrate.
5. A composition as claimed in any one of the preceding
claims comprising 0.25 to 3% sodium tripolyphosphate .
6. A composition as claimed in any one of the preceding
claims comprising a non-ionic surfactant.
7. A composition as claimed in claim 6 wherein said non-ionic surfactant is present in an amount of 2 to 10% by weight of the composition.
8. A composition as claimed in claim 6 or 7 wherein said non- ionic surfactant comprises fatty alcohol ethoxylate.
9. A composition as claimed in any one of the preceding
claims comprising an alkaline agent selected from sodium carbonate or sodium hydroxide.
10. A composition as claimed in claim 9 wherein said alkaline agent is present in 0.1 to 1% by weight of the
composition .
11. A method of cleaning and disinfecting a hard surface
comprising applying to said hard surface a composition as claimed in any one of the preceding claims diluted with water in a ratio of 1:20 to 1:200.
EP12769078.2A 2011-11-03 2012-09-26 A liquid hard surface antimicrobial cleaning composition Active EP2773739B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL12769078T PL2773739T3 (en) 2011-11-03 2012-09-26 A liquid hard surface antimicrobial cleaning composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN3095MU2011 2011-11-03
PCT/EP2012/068987 WO2013064315A1 (en) 2011-11-03 2012-09-26 A liquid hard surface antimicrobial cleaning composition

Publications (2)

Publication Number Publication Date
EP2773739A1 true EP2773739A1 (en) 2014-09-10
EP2773739B1 EP2773739B1 (en) 2015-11-04

Family

ID=46980938

Family Applications (1)

Application Number Title Priority Date Filing Date
EP12769078.2A Active EP2773739B1 (en) 2011-11-03 2012-09-26 A liquid hard surface antimicrobial cleaning composition

Country Status (7)

Country Link
EP (1) EP2773739B1 (en)
CN (1) CN103890160B (en)
BR (1) BR112014008053B1 (en)
EA (1) EA022049B1 (en)
MX (1) MX339345B (en)
PL (1) PL2773739T3 (en)
WO (1) WO2013064315A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106318653A (en) * 2016-08-19 2017-01-11 桂林福冈新材料有限公司 Glass washing agent free of trace after being cleaned

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9206381B2 (en) 2011-09-21 2015-12-08 Ecolab Usa Inc. Reduced misting alkaline cleaners using elongational viscosity modifiers
US9309485B2 (en) 2013-06-26 2016-04-12 Ecolab USA, Inc. Use of nonionics as rheology modifiers in liquid cleaning solutions
US9775345B2 (en) 2013-08-07 2017-10-03 Sanit Technologies Llc Antimicrobial sanitizer compositions and methods of making the same
US9637708B2 (en) 2014-02-14 2017-05-02 Ecolab Usa Inc. Reduced misting and clinging chlorine-based hard surface cleaner
BR112018010442B8 (en) * 2015-11-27 2021-11-16 Unilever Ip Holdings Bv Antimicrobial composition, method of inhibiting microbial growth and use of the composition
US10329522B2 (en) 2016-05-19 2019-06-25 Ecolab Usa Inc. Cleaning compositions for use with calcite-based stone
EP3464542B1 (en) 2016-05-23 2020-04-29 Ecolab USA Inc. Reduced misting acidic cleaning, sanitizing, and disinfecting compositions via the use of high molecular weight water-in-oil emulsion polymers
AU2017272086B2 (en) 2016-05-23 2019-06-27 Ecolab Usa Inc. Reduced misting alkaline and neutral cleaning, sanitizing, and disinfecting compositions via the use of high molecular weight water-in-oil emulsion polymers
JP2020510729A (en) 2017-03-01 2020-04-09 エコラボ ユーエスエー インコーポレイティド Disinfectants and fungicides for inhalation hazards reduced by high molecular weight polymers
DE102017124010A1 (en) * 2017-10-16 2019-04-18 Oliver Ganzenmüller Mixture for cleaning surfaces
JP7170300B2 (en) * 2017-12-11 2022-11-14 株式会社ニイタカ liquid detergent composition
BR112022000446A2 (en) 2019-07-12 2022-03-03 Ecolab Usa Inc Sprayable cleaning composition, system for applying sprayable cleaning composition with reduced mist production, and method of cleaning a hard surface using a sprayable cleaning composition with reduced mist production
RU2766860C1 (en) * 2021-04-26 2022-03-16 Общество с ограниченной ответственностью «Синергия Технологий» Detergent composition
AR126534A1 (en) 2021-08-04 2023-10-18 Unilever Global Ip Ltd A STABLE WHITENING COMPOSITION
AR126535A1 (en) 2021-08-04 2023-10-18 Unilever Global Ip Ltd AN ANTIMICROBIAL WHITENING COMPOSITION

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE187760T1 (en) * 1993-04-19 2000-01-15 Reckitt & Colman Inc ALL-PURPOSE CLEANING AGENT COMPOSITION
GB2307915B (en) * 1995-11-14 1997-11-05 Reckitt & Colman Inc Improved compositions containing organic compounds
EP0791362A3 (en) * 1996-02-23 1998-03-04 The Procter & Gamble Company Disinfecting compositions and processes for disinfecting surfaces
BR9612661A (en) 1996-07-16 1999-07-20 Procter & Gamble Use of a combination of chelating surfactants and essential oils for effective disinfection
GB2322552B (en) * 1997-03-01 2001-05-16 Reckitt & Colman Inc Liquid disinfectant concentrate
CA2225118C (en) 1997-03-04 1999-12-28 Marcel Raymond Biodegradable compound for cleaning, disinfecting and descaling water dispensers and method of use thereof
GB9704989D0 (en) * 1997-03-11 1997-04-30 Unilever Plc Improvements relating to hard-surface cleaning compositions
CO5040174A1 (en) * 1997-12-12 2001-05-29 Colgate Palmolive Co ANTIMICROBIAL COMPOSITIONS FOR MULTIPLE MICROEMULSION PURPOSES CONTAINING A CATIONIC TENSIOACTIVE
EP0966883A1 (en) 1998-06-26 1999-12-29 The Procter & Gamble Company The use of an anti-microbial compound for disinfection
GB2341092B (en) * 1998-09-07 2000-12-06 Macgregor Keith Martin Composition for the removal of biological and organic substances
EP1001012A1 (en) 1998-11-10 2000-05-17 The Procter & Gamble Company Disinfecting and cleaning compositions
US7465697B1 (en) 2006-11-02 2008-12-16 Ohsoclean, Inc. Essential oils based cleaning and disinfecting compositions
ITMI20071623A1 (en) 2007-08-03 2009-02-04 Vetagro S R L SYNERGIC COMPOSITION INCLUDING FLAVORING SUBSTANCES AND ORGANIC ACIDS, AND ITS USE
US20090105195A1 (en) * 2007-10-17 2009-04-23 O'brien Chris Composition comprising microbicidal active ingredients
EA019846B1 (en) 2008-10-20 2014-06-30 Юнилевер Нв An antimicrobial composition, comprising thymol and terpineol, and use thereof
DE102008064481A1 (en) 2008-12-18 2010-08-12 Bode Chemie Gmbh Combined disinfectants and decontaminants with increased effectiveness
MX2012000105A (en) 2009-06-30 2012-03-14 Univ Columbia Antimicrobial/preservative compositions comprising botanicals.

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2013064315A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106318653A (en) * 2016-08-19 2017-01-11 桂林福冈新材料有限公司 Glass washing agent free of trace after being cleaned

Also Published As

Publication number Publication date
EP2773739B1 (en) 2015-11-04
MX339345B (en) 2016-05-20
CN103890160B (en) 2017-03-08
MX2014005403A (en) 2014-07-11
BR112014008053A2 (en) 2017-04-11
EA201400533A1 (en) 2014-08-29
EA022049B1 (en) 2015-10-30
WO2013064315A1 (en) 2013-05-10
BR112014008053B1 (en) 2021-06-01
CN103890160A (en) 2014-06-25
PL2773739T3 (en) 2016-06-30

Similar Documents

Publication Publication Date Title
EP2773739B1 (en) A liquid hard surface antimicrobial cleaning composition
US7465697B1 (en) Essential oils based cleaning and disinfecting compositions
EP2338343B1 (en) Enhanced activity hydrogen peroxide disinfectant
EP1423497B1 (en) Thickened toilet bowl cleaner
EP2576747B1 (en) Hard surface treatment composition
EP2787956B1 (en) An anti bacterial composition
EP2780438B1 (en) A liquid hard surface antimicrobial cleaning composition
EP2575444A1 (en) Dilutable biocidal compositions and methods of use
US9693941B2 (en) Liquid personal wash composition
MX2023001820A (en) Organic acid based antimicrobial formulations containing extremely low levels of surfactant.
US20060052264A1 (en) Hard surface cleaning and disinfecting compositions
US9756855B2 (en) Antimicrobial particle and compositions thereof
CN113163751A (en) Bleaching agent composition
JP6093279B2 (en) Liquid detergent composition for hard surfaces
JP5188950B2 (en) Hard surface cleaning and sterilization method
CN111655832A (en) Mildew-removing cleaning agent composition for hard surface
EP4392519A1 (en) A liquid disinfecting composition
EP2759199A1 (en) A method of providing antimicrobial action and a synergistic antimicrobial composition thereof

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20140320

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DAX Request for extension of the european patent (deleted)
GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

INTG Intention to grant announced

Effective date: 20150724

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 759199

Country of ref document: AT

Kind code of ref document: T

Effective date: 20151115

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602012012209

Country of ref document: DE

REG Reference to a national code

Ref country code: NL

Ref legal event code: MP

Effective date: 20151104

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG4D

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 759199

Country of ref document: AT

Kind code of ref document: T

Effective date: 20151104

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20160204

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20160304

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20160304

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20160205

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

REG Reference to a national code

Ref country code: DE

Ref legal event code: R026

Ref document number: 602012012209

Country of ref document: DE

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

26 Opposition filed

Opponent name: THE PROCTER & GAMBLE COMPANY

Effective date: 20160804

PLAX Notice of opposition and request to file observation + time limit sent

Free format text: ORIGINAL CODE: EPIDOSNOBS2

REG Reference to a national code

Ref country code: FR

Ref legal event code: PLFP

Year of fee payment: 5

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

PLBB Reply of patent proprietor to notice(s) of opposition received

Free format text: ORIGINAL CODE: EPIDOSNOBS3

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: IE

Ref legal event code: MM4A

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20160930

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20160930

Ref country code: IE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20160926

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20160926

REG Reference to a national code

Ref country code: FR

Ref legal event code: PLFP

Year of fee payment: 6

REG Reference to a national code

Ref country code: DE

Ref legal event code: R100

Ref document number: 602012012209

Country of ref document: DE

PLCK Communication despatched that opposition was rejected

Free format text: ORIGINAL CODE: EPIDOSNREJ1

PLBN Opposition rejected

Free format text: ORIGINAL CODE: 0009273

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: OPPOSITION REJECTED

27O Opposition rejected

Effective date: 20171120

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: HU

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO

Effective date: 20120926

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: MT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20160930

Ref country code: MK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

REG Reference to a national code

Ref country code: FR

Ref legal event code: PLFP

Year of fee payment: 7

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: TR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

Ref country code: AL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20151104

REG Reference to a national code

Ref country code: DE

Ref legal event code: R081

Ref document number: 602012012209

Country of ref document: DE

Owner name: UNILEVER GLOBAL IP LIMITED, WIRRAL, GB

Free format text: FORMER OWNER: UNILEVER N.V., ROTTERDAM, NL

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20210920

Year of fee payment: 10

REG Reference to a national code

Ref country code: GB

Ref legal event code: 732E

Free format text: REGISTERED BETWEEN 20220127 AND 20220202

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 602012012209

Country of ref document: DE

P01 Opt-out of the competence of the unified patent court (upc) registered

Effective date: 20230425

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230401

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20230921

Year of fee payment: 12

Ref country code: GB

Payment date: 20230920

Year of fee payment: 12

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: PL

Payment date: 20230918

Year of fee payment: 12

Ref country code: FR

Payment date: 20230928

Year of fee payment: 12