WO1980001075A1 - Liquid formulations - Google Patents

Liquid formulations Download PDF

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Publication number
WO1980001075A1
WO1980001075A1 PCT/GB1979/000190 GB7900190W WO8001075A1 WO 1980001075 A1 WO1980001075 A1 WO 1980001075A1 GB 7900190 W GB7900190 W GB 7900190W WO 8001075 A1 WO8001075 A1 WO 8001075A1
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WO
WIPO (PCT)
Prior art keywords
amine
liquid formulation
formulation according
weight
particles
Prior art date
Application number
PCT/GB1979/000190
Other languages
French (fr)
Inventor
J Melville
Original Assignee
Unilever Nv
J Melville
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 Unilever Nv, J Melville filed Critical Unilever Nv
Priority to BR7908914A priority Critical patent/BR7908914A/en
Publication of WO1980001075A1 publication Critical patent/WO1980001075A1/en
Priority to DK307680A priority patent/DK307680A/en

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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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • C11D3/502—Protected perfumes
    • C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • 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
    • C11D1/40—Monoamines or polyamines; Salts thereof

Definitions

  • This invention relates to liquid formulations capable of depositing perfumes on fabric surfaces.
  • the formulation may be used in diluted form and examples of the fabric surfaces are cotton, wool, polyacrylic, polyamide and polyester fibres. These formulations are intended for use in the rinse cycle of a fabric cleaning operation.
  • liquid formulations of the invention will normally be used to provide a fabric softening effect.
  • Perfumes are liquid compositions consisting of a number of organic compounds, capable of appreciation by smell.
  • the compounds are usually derived from natural sources but synthetic materials are also used.
  • Formula intended for the laundering of fabric will normally conta perfume to provide a pleasant after smell on the laundered fabrics.
  • powder and liquid detergent formulations, and rinse cycle formulations contain perfumes.
  • the perfume in a fabric treatment formulation used efficiently because it is a relatively high cost component of any formulation.
  • the perfume will be present in the formulation at a relatively low concentration and dilution will cause the fabric to be in contact with a liquid system containing a very low concentration of the perfume.
  • a liquid formulation for depositing perfumes on fabric surfaces wherein the formulation comprises an aqueous base having: i) a first dispersed phase constituting from about 0.5% to about 50% by weight of the formulation and consisting of particles having an average size of from about 0.1 micron to about 200 microns, preferably 0.1 to 5.0 micron, the particles comprising an intimate mixture of (a) from about 0.5% to about 50% by weight, based on the weight of the particles, of a perfume, and (b) from about
  • R is an alkyl or alkenyl group having from 8 to 22 carbon atoms
  • R 1 is hydrogen or an alkyl or alkenyl group having 1 to 4 carbon atoms
  • R 2 is hydrogen or an alkyl, alkenyl or amino-alkyl group having from 1 to 22 carbon atoms, the matrix containing no added cationic material; and ii) a second dispersed phase constituting from about
  • the aqueous base will contain water as a major constituent. While it is possible for this to be the sole component of the base, the latter will usually include other materials, for example, electrolytes, buffering agents, short chain alcohols, emulsifiers, colouring materials,- bactericides, antioxidants, surface active agents and fluorescers.
  • alkyl groups, alkenyl groups and alkyl portion of the amino-alkyl groups may be linear or branched.
  • the amine is a primary or tertiary compound or a diamine, particularly a diamine of the formula
  • R-NH-(CH 2 ) 3 -NH 2 where R is as defined above.
  • Preferred compounds are methyl dihardened tallow tertiary amine, hardened tallow primary amine, methyl, dicoco-tertiary -amine, coco primary amine and N-alkyl 1:3 propylene diamines, where the alkyl group may be hardened tallow, coconut or C 18 /C 20 mixture.
  • the amines of utility in the invention can be solid, liquid or pasty and will have a solubility in water of not more than about 1% weight/ volume. The amines will be dispersible in the aqueous base liquid.
  • the fabric conditioning agent may be selected from the classes of: dialkyl quaternary ammonium salts e.g. distearyl dimethyl ammonium chloride; amine salt derivatives; amphoteric conrdounds e.g. alkyl sulphobetaines and imidazoline derivatives; agents formed by complexing cationic and anionic species e.g. as described in UK patent specification 2007735.
  • dialkyl quaternary ammonium salts e.g. distearyl dimethyl ammonium chloride
  • amine salt derivatives e.g. alkyl sulphobetaines and imidazoline derivatives
  • agents formed by complexing cationic and anionic species e.g. as described in UK patent specification 2007735.
  • suitable conditioning materials is given in German application 2732985.
  • the perfume may be selected from any perfumes and any mixtures thereof.
  • fabric substantive perfumes suitable for use in the present invention are listed in S irctander, Perfume Flavors and. Chemicals, Volumes I and II, published by the author, Montclair,
  • a method of preparing the liquid formulation of the invention includes the step of forming a liquid mixture of the amine and the perfume and dispersing the mixture in water.
  • the preferred method is to melt the amine and the perfume together and then disperse the mixture in heated water.
  • An aid to dispersion e.g. high speed stirrers, ultrasonic agitators, vibrating reeds and continuous mixers may be used.
  • the melt is solidified in bulk and then dispersed into water at ambient temperature.
  • the rinse liquor was formed by adding 2 mis of formulation to 800 mis of water. The samples, were spun dry for 30 seconds and dried overnight. . The perfume effect was then gauged by an experienced panel and graded, from 0 to 5. The average grade was taken for each formulation.
  • EXAMPLE 1 0.9 g of methyl di-hardened tallow amine was melted and 0.2 g of a perfume added; the amine was maintained as near to its melting point as possible consistent with good mixing. The melt was then added to 50 g water at 70oC and a dispersion formed with the aid of an ultrasonic probe. The average particle size was 0.4 microns. Dimethyl di-hardened tallow ammonium chloride (5 g) was. dispersed in water (50 g) and the. two dispersions mixed. The perfume effect was gauged and compared to a control
  • This control was formed by dispersing 5 g of the above quaternary ammonium salt in water (100 g) and adding 0.2 g of the same perfume.
  • Example 1 was repeated using methyl dicoco amine.
  • EXAMPLE 3 Example 1 was repeated using methyl di ( C 18 /C 20 ) alkyl amine. The long chain alkyl group was formed by a 50:50 molar mixture of C 18 and C 20 alkyl chains.
  • Example 1 was repeated using C 18 /C 20 Primary amine.
  • Example 1 was repeated using di-hardened tallow secondary amine.
  • Example 1 was repeated using di-coconut secondary amine.
  • Example 9 Example 1 was repeated using dimethyl mono hardened tallow tertiary amine.
  • Example 1 was repeated using dimethyl mono-coconut tertiary amine.
  • EXAMPLE 11 was repeated using dimethyl mono-coconut tertiary amine.
  • Example 1 was repeated using dimethyl mono (C 18 /C 20 ) alkyl tertiary amine.
  • Example 1 was repeated using N-hardened tallow
  • Example 1 was repeated using N-coco 1:3 propylene diamine.
  • Example 1 was repeated using N-(C 18 /C 20 ) 1:3 propylene diamine.
  • Example 1 was repeated using a number of perfume/ amine combinations and the results were compared with two controls.
  • Control A was an aqueous dispersion of non-ionic/cationic/perfume particles according to our German Patent Specification No. 2732985 containing the same quantity of perfume (0.2 g), where the non-ionic was tallow alcohol 3EO (0.9 g) and the 'cationic was Arosurf TA 100. (dimethyl distearyl ammonium chloride)(0.05 g).
  • Control B consisted of the same quantity of perfume dispersed in water.
  • Control-B LF 166 - 0.26 0.28 The perfume formulations used were: %LF 1 65
  • Phenyl Ethyl Alcohol 10.0 Oil of Bergamot Synthetic 5.0 Oil of Geranium Bourbon 5.0 Oil of Lavandin 5.0 Trichlor Methyl Phenyl Carbinyl Acetate 2.0 Oil of Patchouli 1.0

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  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Fats And Perfumes (AREA)
  • Detergent Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A liquid formulation for depositing perfumes on fabric surfaces comprises an aqueous base, 0.5 to 30% of a fabric conditioning agent such as a fabric softener and 0.5 -50% of particles consisting of an intimate mixture of an amine and a perfume, the particles having a size of 0.1-200 micron, preferably 0.1 to 5 micron. The amine may be a primary amine, a tertiary amine or a diamine. The particles are formed from a liquid melt of the amine and the perfume by dispersing in water. A benefit over particles consisting of non-ionic, cationic and perfume can be demonstrated.

Description

LIQUID FORMULATIONS
FIELD OF THE INVENTION This invention relates to liquid formulations capable of depositing perfumes on fabric surfaces. The formulation may be used in diluted form and examples of the fabric surfaces are cotton, wool, polyacrylic, polyamide and polyester fibres. These formulations are intended for use in the rinse cycle of a fabric cleaning operation.
The liquid formulations of the invention will normally be used to provide a fabric softening effect.
Perfumes are liquid compositions consisting of a number of organic compounds, capable of appreciation by smell. The compounds are usually derived from natural sources but synthetic materials are also used. Formula intended for the laundering of fabric will normally conta perfume to provide a pleasant after smell on the laundered fabrics. Thus powder and liquid detergent formulations, and rinse cycle formulations contain perfumes.
It is desirable to have the perfume in a fabric treatment formulation used efficiently because it is a relatively high cost component of any formulation. In use the perfume will be present in the formulation at a relatively low concentration and dilution will cause the fabric to be in contact with a liquid system containing a very low concentration of the perfume. BACKGROUND ART
The desirability of enhancing the effectiveness of perfumes has been acknowledged in the patent literature. United States Patent Specification No. 4 152272 (Young) describes a fabric conditioning composition comprising particles of a wax-like carrier and a perfume. British Patent Specification No. 1 544 863 (Schilling et al) describes a fabric conditioning composition for use in an automatic laundry dryer comprising particles of a mixed cationic/non-ionic carrier and a perfume. In German patent application No. 2732985 of Unilever Limit a deposition system is described which provides increased deposition of materials providing a perceivable effect, for example perfumes. Amines are disclosed as matrixmaterials, but a cationic material is required as an essential component of the dispersed phase including, the perceivable component. DISCLOSURE OF THE INVENTION
We have now discovered that surprising good perfume deposition on fabrics can be achieved without the incorporation of cationic materials in perfume-carrying amine particles. Thus, according to the invention, there is provided a liquid formulation for depositing perfumes on fabric surfaces, wherein the formulation comprises an aqueous base having: i) a first dispersed phase constituting from about 0.5% to about 50% by weight of the formulation and consisting of particles having an average size of from about 0.1 micron to about 200 microns, preferably 0.1 to 5.0 micron, the particles comprising an intimate mixture of (a) from about 0.5% to about 50% by weight, based on the weight of the particles, of a perfume, and (b) from about
50% to about 99-5% by weight, based on the weight of the particles of a matrix comprising at least one water dispersible amine of the formula
where R is an alkyl or alkenyl group having from 8 to 22 carbon atoms, R1 is hydrogen or an alkyl or alkenyl group having 1 to 4 carbon atoms and R2 is hydrogen or an alkyl, alkenyl or amino-alkyl group having from 1 to 22 carbon atoms, the matrix containing no added cationic material; and ii) a second dispersed phase constituting from about
0.5% to about 30% by weight of the formulation and comprising a fabric conditioning agent. The aqueous base will contain water as a major constituent. while it is possible for this to be the sole component of the base, the latter will usually include other materials, for example, electrolytes, buffering agents, short chain alcohols, emulsifiers, colouring materials,- bactericides, antioxidants, surface active agents and fluorescers.
The alkyl groups, alkenyl groups and alkyl portion of the amino-alkyl groups may be linear or branched.
Preferably the amine is a primary or tertiary compound or a diamine, particularly a diamine of the formula
R-NH-(CH2)3-NH2, where R is as defined above. Preferred compounds are methyl dihardened tallow tertiary amine, hardened tallow primary amine, methyl, dicoco-tertiary -amine, coco primary amine and N-alkyl 1:3 propylene diamines, where the alkyl group may be hardened tallow, coconut or C18/C20 mixture. The amines of utility in the invention can be solid, liquid or pasty and will have a solubility in water of not more than about 1% weight/ volume. The amines will be dispersible in the aqueous base liquid.
The fabric conditioning agent may be selected from the classes of: dialkyl quaternary ammonium salts e.g. distearyl dimethyl ammonium chloride; amine salt derivatives; amphoteric conrdounds e.g. alkyl sulphobetaines and imidazoline derivatives; agents formed by complexing cationic and anionic species e.g. as described in UK patent specification 2007735. A list of suitable conditioning materials is given in German application 2732985.
The perfume may be selected from any perfumes and any mixtures thereof. Examples of fabric substantive perfumes suitable for use in the present invention are listed in S irctander, Perfume Flavors and. Chemicals, Volumes I and II, published by the author, Montclair,
New Jersey, USA and the Merck Index, 8th Edition, Merck & Co.
Inc., Eahway, New Jersey, USA. Deodorant perfumes such as disclosed in United States specification 4134838 ma also be used. A method of preparing the liquid formulation of the invention, includes the step of forming a liquid mixture of the amine and the perfume and dispersing the mixture in water.
The preferred method is to melt the amine and the perfume together and then disperse the mixture in heated water. An aid to dispersion e.g. high speed stirrers, ultrasonic agitators, vibrating reeds and continuous mixers may be used. In an alternative method the melt is solidified in bulk and then dispersed into water at ambient temperature. BEST MODE OF CARRYING OUT INVENTION Examples of formulations according to. the invention will now be given. The benefit achieved by use of the invention is demonstrated using the following test methods Three pieces of 20 cm × 20 cm terry towelling (T) or bulked acrylic (BA) were rinsed in a Terg-o-Tometer
(a Registered Trade Mark) for 4 minutes at 75 cycles per minute agitation. The rinse liquor was formed by adding 2 mis of formulation to 800 mis of water. The samples, were spun dry for 30 seconds and dried overnight. . The perfume effect was then gauged by an experienced panel and graded, from 0 to 5. The average grade was taken for each formulation.
EXAMPLE 1 0.9 g of methyl di-hardened tallow amine was melted and 0.2 g of a perfume added; the amine was maintained as near to its melting point as possible consistent with good mixing. The melt was then added to 50 g water at 70ºC and a dispersion formed with the aid of an ultrasonic probe. The average particle size was 0.4 microns. Dimethyl di-hardened tallow ammonium chloride (5 g) was. dispersed in water (50 g) and the. two dispersions mixed. The perfume effect was gauged and compared to a control
formulation. This control was formed by dispersing 5 g of the above quaternary ammonium salt in water (100 g) and adding 0.2 g of the same perfume.
The results of this and the following Examples 2-14 are given in the Table I which quotes the average grading for each formulation and defines the amine used by chain length of the alkyl group and type of amine.
EXAMPLE 2 Example 1 was repeated using methyl dicoco amine. EXAMPLE 3 Example 1 was repeated using methyl di ( C18/C20) alkyl amine. The long chain alkyl group was formed by a 50:50 molar mixture of C18 and C20 alkyl chains.
EXAMPLE 4 Exaπple 1 was repeated using hardened tallow primary amine.
EXAMPLE 5 Exazrple 1 was repeated using coconut primary amine.
EXAMPLE 6 Example 1 was repeated using C18/C20 Primary amine.
EXAMPLE 7 Example 1 was repeated using di-hardened tallow secondary amine.
EXAMPLE 8 Example 1 was repeated using di-coconut secondary amine. EXAMPLE 9 Example 1 was repeated using dimethyl mono hardened tallow tertiary amine. EXAMPLE 10
Example 1 was repeated using dimethyl mono-coconut tertiary amine. EXAMPLE 11
Example 1 was repeated using dimethyl mono (C18/C20) alkyl tertiary amine.
EXAMPLE 12
Example 1 was repeated using N-hardened tallow
1 :3 propylene diamine .
EXAMPLE 13
Example 1 was repeated using N-coco 1:3 propylene diamine.
EXAMPLE 14
Example 1 was repeated using N-(C18/C20) 1:3 propylene diamine.
Figure imgf000010_0001
EXAMPLES 15 TO 20 Example 1 was repeated using a number of perfume/ amine combinations and the results were compared with two controls. Control A was an aqueous dispersion of non-ionic/cationic/perfume particles according to our German Patent Specification No. 2732985 containing the same quantity of perfume (0.2 g), where the non-ionic was tallow alcohol 3EO (0.9 g) and the 'cationic was Arosurf TA 100. (dimethyl distearyl ammonium chloride)(0.05 g). Control B consisted of the same quantity of perfume dispersed in water.
The amines used were:
T 9701 - methyl dihardened tallow tertiary amine P 970 - hardened tallow primary amine D 970 - hardened tallow 1:3 polypropylene diamine D 650 - coco 1:3 propylene diamine The results are given in the following table II: TABLE II
MEAN PEBFUME INTENSITIES
EXAMPLE PERFUME AMINE TERRY FABRIC ACRYLIC FABBIC
15 LF 165 T9701 0.83 0.60
16 LF 165 P 970 1.31 0.61
17 LF 165 D 970 1.07 0.57
18 LF 165 D 650 1.30 0.68
Control-A LF 165 - 0.44 0.42
Control-B LF 165 - 0.35 0.26
19 LF 166 T9701 0.58 0.49
20 LF 166 P 970 0.54 0.49
Control-A LF 166 - 0.36 0.38
Control-B LF 166 - 0.26 0.28 The perfume formulations used were: %LF 1 65
5.0
Benzyl Salicylate 5.0Musk Sylene Galaxolide 30% 5.0 Hexyl Cinnamic Aldehyde 10.0
5.0
Lilial
Hydroxycitronellal 6.0 Methyl Dihydro Jasmonate 8.0 Citronellol Standard 5.0 5.0 Geraniol Standard
Phenyl Ethyl Alcohol 10.0 Oil of Bergamot Synthetic 5.0 Oil of Geranium Bourbon 5.0 Oil of Lavandin 5.0 Trichlor Methyl Phenyl Carbinyl Acetate 2.0 Oil of Patchouli 1.0
Linalol 10.0
Coumarin 2.0
Benzyl Acetate 2.0 Terpineol 4.0 100.0
LF 166 %
Amyl Cinnamic Aldehyde 2.0 Anisic Aldehyde 1.5
Benzyl Acetate 6.0
Cinnamic Alcohol 8.0 Hexyl Cinnamic Aldehyde 4.0
Bydroxycitronellal 8.0
Indole 10% 3.0
Iso Eugenol 1.0
Lilial 7.0
Linalol 6.0
Lyral 7.0
Phenyl Ethyl Alcohol 18.0
Terpineol 16.0
Tonalid 12.0
Vanillin 0.5
100.0

Claims

C L A I M S 1. A liquid formulation for depositing perfumes on fabric surfaces , characterised in that the formulation comprises an aqueous base having: i) a first dispersed phase constituting from about 0.5% to about 50% by weight of the formulation and consisting of particles having an average size of from about 0.1 micron to about 200 micron, the particles comprising an intimate mixture of (a) from about 0.5% to about 50% by weight, based on the weight of the particles , of a perfume;' and (b) from about 50% to about 99-5% by weight, based on the weight of the particles of a matrix comprising at least one water dispersible ami tie of the formula
R - N R1 R2 where R is an alkyl or alkenyl group having 1 to 4 carbon atoms and R 2 is hydrogen or an alkyl, alkenyl or amino-alkyl group having from 1 to 22 carbon atoms; and ii) a second dispersed phase constituting from about
0.5% to about 30% by weight of the formulation and comprising a fabric conditioning agent, and in that the matrix contains no added cationic material.
2. A liquid formulation according to Claim 1, characterised in that the amine is a primary amine.
3. A liquid formulation according to Claim 2,characterise in that the amine is hardened tallow primary amine, primary amine or C18/C20 mixture tertiary amine.
4. A liquid formulation according to Claim 1, characterised in that the amine Is a tertiary amine.
5. A liquid formulation according to Claim 4, characterised in that the amine is methyl dihardened tallow tertiary amine, methyl dϊcoco tertiary amine or methyl di(C18/C20 mixture) tertiary amine.
6. A liquid formulation according to Claim 1, characterised in that the amine is a diamine.
7. A liquid formulation according to Claim 6, characterised in that the diamine has the formula
R - N - (CH2)3 - NH2 H where R is an alkyl or alkenyl group having from 8 to 22 carbon atoms.
8. A liquid formulation according to Claim 7, characterised in that R is hardened tallow, coconut or a C18/C20 ture.
9. A liquid formulation according to Claim
1 , characterised in that the amine has a solubility in water of not more than 1% weight/volume.
10. A liquid formulation according to Claim
1 , characterised in that the fabric conditioning agent Is a fabric softening agent.
11. A liquid formulation according to Claim 10, characterised in that the fabric softening agent is a cationic material.
12. A liquid formulation according to Claim 10 or 11, characterised in that the fabric softening agent is a dialkyl quaternary ammonium salt, an amine salt or an amphoteric fabric softening agent.
13. A liquid formulation according to Claim 12, characterised in that the fabric softening agent is distearyl dimethyl ammonium chloride.
14. A liquid formulation according to Claim 12, characterised in that the amphoteric fabric softening agent is an alkyl sulphobetaine or an imidazoline derivative.
15. A liquid formulation according to Claim
1 , characterised in that that formulation contains from about 2.0% to about 10% by weight of the formulation of the fabric conditioning agent.
16. A liquid formulation according to Claim
1 , characterised in that the formulation contains from about 0.7% to about 2.0%, by weight of the formulation, of said particles.
17. A liquid formulation according to Claim 1 , characterised in that the particles have a size in the range of. from about0,1 micron to about5.0 micron.
18. A liquid formulation according to Claim 1 characterised in that the particles contain from about 10% to about 30%, by weight of the particles, of the perfume.
19- A method of preparing a liquid formulation according to Claim 1, characterised by Including the steps of forming a liquid mixture of the amine and the perfume and dispersing the mixture so formed in water.
20. A method according to Claim.19, characterised in that the liquid mixture is formed by melting the amine and the perfume together.
21. A method according to Claim 19 or 20, characterised in that the liquid mixture is dispersed in heated water.
22. A method according to Claim 19 or 20, characterised in that the liquid mixture is solidified and then dispersed in water at ambient temperature.
23. A method of depositing perfumes on fabric surfaces, characterised by treating the fabric surfaces with a liquid formulation according to Claim 1.
PCT/GB1979/000190 1978-11-17 1979-11-16 Liquid formulations WO1980001075A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BR7908914A BR7908914A (en) 1978-11-17 1979-11-16 LIQUID FORMULATION FOR PLACING PERFUMES ON CLOTH SURFACES AND PROCESS FOR YOUR PREPARATION
DK307680A DK307680A (en) 1978-11-17 1980-07-16 LIQUID PREPARATION

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB7845075 1978-11-17
GB7845075 1978-11-17

Publications (1)

Publication Number Publication Date
WO1980001075A1 true WO1980001075A1 (en) 1980-05-29

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AT (1) ATE357T1 (en)
AU (1) AU531802B2 (en)
CA (1) CA1130058A (en)
DE (1) DE2961275D1 (en)
DK (1) DK307680A (en)
ES (1) ES8100341A1 (en)
PT (1) PT70463A (en)
WO (1) WO1980001075A1 (en)
ZA (1) ZA796187B (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU544258B2 (en) * 1980-02-07 1985-05-23 Unilever Ltd. A method of depositing perfume and compositions therefor
PH17340A (en) * 1980-03-11 1984-08-01 Unilever Nv Detergent composition
US4511495A (en) * 1980-05-16 1985-04-16 Lever Brothers Company Tumble dryer products for depositing perfume
US6511948B1 (en) 1998-07-10 2003-01-28 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
EP0971026A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Laundry and cleaning compositions
US6790815B1 (en) 1998-07-10 2004-09-14 Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
US6413920B1 (en) 1998-07-10 2002-07-02 Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
EP0971024A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Laundry and cleaning compositions
EP0971027A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
EP0971025A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
DE10063428A1 (en) * 2000-12-20 2002-07-11 Henkel Kgaa Dispersions of nanoparticulate fragrance-containing composite materials
US7569529B2 (en) * 2005-09-07 2009-08-04 The Procter & Gamble Company Method of using fabric care compositions to achieve a synergistic odor benefit
DE102009026855A1 (en) * 2009-06-09 2010-12-16 Henkel Ag & Co. Kgaa Scented washing, cleaning or care products

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3790484A (en) * 1972-01-18 1974-02-05 Blalock E Fragrance-imparting laundering composition
FR2311884A1 (en) * 1975-05-21 1976-12-17 Procter & Gamble FABRIC PACKAGING COMPOSITIONS
FR2318265A1 (en) * 1975-07-14 1977-02-11 Procter & Gamble Fabric conditioner for domestic washing machines - contg. nonionic and cationic components and perfume for use with conventional washing agents(BE140177)
DE2732985A1 (en) * 1976-07-26 1978-02-02 Unilever Nv LIQUID TEXTILE TREATMENT AGENTS AND METHOD FOR THE PRODUCTION THEREOF
FR2369340A1 (en) * 1976-10-29 1978-05-26 Procter & Gamble PERFUMED COMPOSITION USABLE FOR PACKAGING FABRICS

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3790484A (en) * 1972-01-18 1974-02-05 Blalock E Fragrance-imparting laundering composition
FR2311884A1 (en) * 1975-05-21 1976-12-17 Procter & Gamble FABRIC PACKAGING COMPOSITIONS
FR2318265A1 (en) * 1975-07-14 1977-02-11 Procter & Gamble Fabric conditioner for domestic washing machines - contg. nonionic and cationic components and perfume for use with conventional washing agents(BE140177)
DE2732985A1 (en) * 1976-07-26 1978-02-02 Unilever Nv LIQUID TEXTILE TREATMENT AGENTS AND METHOD FOR THE PRODUCTION THEREOF
FR2369340A1 (en) * 1976-10-29 1978-05-26 Procter & Gamble PERFUMED COMPOSITION USABLE FOR PACKAGING FABRICS

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AU5292579A (en) 1980-05-22
ZA796187B (en) 1981-06-24
CA1130058A (en) 1982-08-24
ATE357T1 (en) 1981-11-15
EP0011499B1 (en) 1981-11-04
ES486066A0 (en) 1980-11-01
ES8100341A1 (en) 1980-11-01
PT70463A (en) 1979-12-01
DE2961275D1 (en) 1982-01-14
EP0011499A1 (en) 1980-05-28
JPS55500911A (en) 1980-11-06
DK307680A (en) 1980-07-16
AU531802B2 (en) 1983-09-08

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