WO1980001075A1 - Liquid formulations - Google Patents
Liquid formulations Download PDFInfo
- 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
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- amine
- liquid formulation
- formulation according
- weight
- particles
- Prior art date
Links
- 239000012669 liquid formulation Substances 0.000 title claims abstract description 27
- 239000002304 perfume Substances 0.000 claims abstract description 41
- 239000004744 fabric Substances 0.000 claims abstract description 29
- 150000001412 amines Chemical class 0.000 claims abstract description 26
- 239000002245 particle Substances 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000007788 liquid Substances 0.000 claims abstract description 11
- 125000002091 cationic group Chemical group 0.000 claims abstract description 10
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 10
- 230000003750 conditioning effect Effects 0.000 claims abstract description 9
- 150000003141 primary amines Chemical class 0.000 claims abstract description 9
- 238000000151 deposition Methods 0.000 claims abstract description 8
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 150000004985 diamines Chemical class 0.000 claims abstract description 6
- 239000011872 intimate mixture Substances 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 39
- 238000009472 formulation Methods 0.000 claims description 23
- 239000003760 tallow Substances 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 9
- -1 amine salt Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000011159 matrix material Substances 0.000 claims description 5
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical group [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 claims description 4
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 3
- 244000060011 Cocos nucifera Species 0.000 claims description 3
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 3
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 claims description 2
- 150000002462 imidazolines Chemical class 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 239000004902 Softening Agent Substances 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000002979 fabric softener Substances 0.000 abstract 1
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 4
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 230000008021 deposition Effects 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- 241000234269 Liliales Species 0.000 description 2
- GUUHFMWKWLOQMM-NTCAYCPXSA-N alpha-hexylcinnamaldehyde Chemical compound CCCCCC\C(C=O)=C/C1=CC=CC=C1 GUUHFMWKWLOQMM-NTCAYCPXSA-N 0.000 description 2
- GUUHFMWKWLOQMM-UHFFFAOYSA-N alpha-n-hexylcinnamic aldehyde Natural products CCCCCCC(C=O)=CC1=CC=CC=C1 GUUHFMWKWLOQMM-UHFFFAOYSA-N 0.000 description 2
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 2
- 229940007550 benzyl acetate Drugs 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 2
- 229940067107 phenylethyl alcohol Drugs 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 229940116411 terpineol Drugs 0.000 description 2
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- DNRJTBAOUJJKDY-UHFFFAOYSA-N 2-Acetyl-3,5,5,6,8,8-hexamethyl-5,6,7,8- tetrahydronaphthalene Chemical compound CC(=O)C1=C(C)C=C2C(C)(C)C(C)CC(C)(C)C2=C1 DNRJTBAOUJJKDY-UHFFFAOYSA-N 0.000 description 1
- ORMHZBNNECIKOH-UHFFFAOYSA-N 4-(4-hydroxy-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde Chemical compound CC(C)(O)CCCC1=CCC(C=O)CC1 ORMHZBNNECIKOH-UHFFFAOYSA-N 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 241000208152 Geranium Species 0.000 description 1
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 description 1
- 235000010672 Monarda didyma Nutrition 0.000 description 1
- 244000179970 Monarda didyma Species 0.000 description 1
- 244000273256 Phragmites communis Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 240000002505 Pogostemon cablin Species 0.000 description 1
- 235000011751 Pogostemon cablin Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229940022663 acetate Drugs 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 235000001053 badasse Nutrition 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- ONKNPOPIGWHAQC-UHFFFAOYSA-N galaxolide Chemical compound C1OCC(C)C2=C1C=C1C(C)(C)C(C)C(C)(C)C1=C2 ONKNPOPIGWHAQC-UHFFFAOYSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 235000009606 lavandin Nutrition 0.000 description 1
- 244000056931 lavandin Species 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dispersion Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Fats And Perfumes (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Detergent Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BR7908914A BR7908914A (pt) | 1978-11-17 | 1979-11-16 | Formulacao liquida para depositar perfumes sobre superficies de pano e processo para sua preparacao |
| DK307680A DK307680A (da) | 1978-11-17 | 1980-07-16 | Flydende praeparat |
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 |
Family
ID=10501143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/GB1979/000190 WO1980001075A1 (en) | 1978-11-17 | 1979-11-16 | Liquid formulations |
Country Status (11)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4394127A (en) * | 1980-02-07 | 1983-07-19 | Lever Brothers Company | 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 |
| US6413920B1 (en) | 1998-07-10 | 2002-07-02 | Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
| US6511948B1 (en) | 1998-07-10 | 2003-01-28 | 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 |
| EP0971026A1 (en) * | 1998-07-10 | 2000-01-12 | The Procter & Gamble Company | Laundry and cleaning compositions |
| EP0971024A1 (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 |
| EP0971027A1 (en) * | 1998-07-10 | 2000-01-12 | The Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
| DE10063428A1 (de) * | 2000-12-20 | 2002-07-11 | Henkel Kgaa | Dispersionen nanopartikulärer riechstoffhaltiger Kompositmaterialien |
| 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 (de) * | 2009-06-09 | 2010-12-16 | Henkel Ag & Co. Kgaa | Duftgebendes Wasch-, Reinigungs- oder Pflegemittel |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3790484A (en) * | 1972-01-18 | 1974-02-05 | Blalock E | Fragrance-imparting laundering composition |
| FR2311884A1 (fr) * | 1975-05-21 | 1976-12-17 | Procter & Gamble | Compositions de conditionnement de tissus |
| FR2318265A1 (fr) * | 1975-07-14 | 1977-02-11 | Procter & Gamble | Perles et compositions pour le conditionnement des tissus |
| DE2732985A1 (de) * | 1976-07-26 | 1978-02-02 | Unilever Nv | Fluessige textilbehandlungsmittel und verfahren zu ihrer herstellung |
| FR2369340A1 (fr) * | 1976-10-29 | 1978-05-26 | Procter & Gamble | Composition parfumee utilisable pour le conditionnement des tissus |
-
1979
- 1979-11-16 DE DE7979302599T patent/DE2961275D1/de not_active Expired
- 1979-11-16 ES ES486066A patent/ES486066A0/es active Granted
- 1979-11-16 JP JP50191979A patent/JPS55500911A/ja active Pending
- 1979-11-16 CA CA340,005A patent/CA1130058A/en not_active Expired
- 1979-11-16 AU AU52925/79A patent/AU531802B2/en not_active Ceased
- 1979-11-16 WO PCT/GB1979/000190 patent/WO1980001075A1/en unknown
- 1979-11-16 ZA ZA00796187A patent/ZA796187B/xx unknown
- 1979-11-16 EP EP79302599A patent/EP0011499B1/en not_active Expired
- 1979-11-16 AT AT79302599T patent/ATE357T1/de not_active IP Right Cessation
- 1979-11-16 PT PT70463A patent/PT70463A/pt unknown
-
1980
- 1980-07-16 DK DK307680A patent/DK307680A/da not_active Application Discontinuation
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3790484A (en) * | 1972-01-18 | 1974-02-05 | Blalock E | Fragrance-imparting laundering composition |
| FR2311884A1 (fr) * | 1975-05-21 | 1976-12-17 | Procter & Gamble | Compositions de conditionnement de tissus |
| FR2318265A1 (fr) * | 1975-07-14 | 1977-02-11 | Procter & Gamble | Perles et compositions pour le conditionnement des tissus |
| DE2732985A1 (de) * | 1976-07-26 | 1978-02-02 | Unilever Nv | Fluessige textilbehandlungsmittel und verfahren zu ihrer herstellung |
| FR2369340A1 (fr) * | 1976-10-29 | 1978-05-26 | Procter & Gamble | Composition parfumee utilisable pour le conditionnement des tissus |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0011499A1 (en) | 1980-05-28 |
| ES8100341A1 (es) | 1980-11-01 |
| CA1130058A (en) | 1982-08-24 |
| AU531802B2 (en) | 1983-09-08 |
| AU5292579A (en) | 1980-05-22 |
| DK307680A (da) | 1980-07-16 |
| PT70463A (en) | 1979-12-01 |
| ZA796187B (en) | 1981-06-24 |
| ES486066A0 (es) | 1980-11-01 |
| DE2961275D1 (en) | 1982-01-14 |
| EP0011499B1 (en) | 1981-11-04 |
| JPS55500911A (enrdf_load_stackoverflow) | 1980-11-06 |
| ATE357T1 (de) | 1981-11-15 |
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| Date | Code | Title | Description |
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| AK | Designated states |
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