Aromatic substance mixtures containing 8,8-dimethyl-6,10-dioxaspiro[4,5]decane

Abstract

The present invention relates primarily to fragrance substance mixtures, preferably perfume oils, comprising or consisting of (a) 8,8-dimethyl-6,10-dioxaspiro[4,5]decane, i.e. a compound of formula (I) as described herein, and additionally (b) one or more fragrance substance(s) selected from the group consisting of esters, lactones, oximes and sulphur compounds with a molar mass of 240 g/mol or less and/or (c) one or more fragrance substance(s) selected from the group consisting of acetals, ketones and ethers with a molar mass in the range of 126-240 g/mol. The invention further relates to methods for the production of fragrance substance mixtures according to the invention, methods for enhancing the natural freshness and/or radiance and/or for masking or reducing sulphurous, artificial and/or metallic notes of one or more fragrance substances different from the compound of formula (I), perfumed products containing a fragrance substance mixture according to the invention, methods for producing perfumed products according to the invention and the use of the compound of formula (I) for enhancing the natural freshness and/or radiance and/or for masking and/or reducing sulphurous, artificial and/or metallic notes of one or more fragrance substances different from the compound of formula (I).

Claims

1. A fragrance substance mixture comprising: (a) a compound of formula (I) ##STR00006## and (b) one or more fragrance substance(s) with a fruity olfactory note selected from the group consisting of esters, lactones, oximes and sulphur compounds with a molar mass of 240 g/mol or less, and/or (c) one or more fragrance substance(s) selected from the group consisting of acetals, ketones, and ethers, with a molar mass in the range of 126-240 g/mol.

2. The fragrance substance mixture according to claim 1, wherein component (b) comprises two or more different fragrance substances, and/or component (c) comprises two or more different fragrance substances.

3. The fragrance substance mixture according to claim 1, wherein the mass ratio of the total amount of fragrance substance(s) of component (b), if present, to the compound of formula (I) is greater than or equal to 40:60, and/or the mass ratio of the total amount of fragrance substance(s) of component (c), if present, to the compound of formula (I) is greater than or equal to 60:40.

4. The fragrance substance mixture according to claim 1 comprising the one or more fragrance substance(s) of component (b), wherein the one or more fragrance substance(s) of component (b) has/have a molar mass in the range of 130 to 240 g/mol.

5. The fragrance substance mixture according to claim 1, wherein the one or more fragrance substance(s) of component (b), if present, is/are selected are selected from the group consisting of allyl capronate, allylcyclohexyl propionate, 5-hexyl-4-methyl-tetrahydrofuran-2-one, ethyl-2-cyclopent-2-en-1-yl acetate, 1-cyclohexylethyl-(E/Z)-but-2-enoate, 1,5-dimethylbicyclo[3.2.1]octan-8-one oxime, 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 2-methyl-4-propyl-1,3-oxathiane, isopentyl acetate, ethyl-2-(2,4-dimethyl-1,3-dioxolan-2-yl)acetate, ethyl-2-methylbutanoate, (2-cyclopentylcyclopentyl)-(E/Z) -but-2-enoate, 4-methoxy-2-methyl-butane-2-thiol, 1,3-dimethylbutyl-(E/Z) -but-2-enoate, 1,3-dimethylbut-3-enyl-2-methylpropanoate, 1-methoxyhexane-3-thiol, 4-isopropyl-1-methyl-7-thiabicyclo[2.2.1]heptane, 2-(4-methylcyclohex-3-en-1-yl)propane-2-thiol, 5-methyl-2-(1-methyl-1-sulfanyl-ethyl)cyclohexanone, (1,3-dimethyl-3-phenyl-butyl)acetate, allyl-2-isopentyloxyacetate, 5-butyltetrahydrofuran-2-one, 5-pentyltetrahydrofuran-2-one, 5-heptyltetrahydrofuran-2-one, 5-octyltetrahydrofuran-2-one, 5-hexyltetrahydrofuran-2-one, ethyl-2-(2-methyl-1,3-dioxolan-2-yl)acetate and diethylcyclohexan-1,4-dicarboxylate, and/or the one or more fragrance substance(s) of component (c), if present, is/are selected are selected from the group consisting of 1-(2,6,6-trimethylcyclohex-2-en-1-yl)hepta-1,6-dien-3-one, 1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one, 1-(2,6,6-trimethylcyclohexen-1-yl)but-2-en-1-one, 1-(2,6,6-trimethylcyclohex-3-en-1-yl)but-2-en-1-one, 1-(2,4,4-trimethylcyclohex-2-en-1-yl)but-2-en-1-one, 1-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-oxabicyclo[2.2.2]octane, 4-(4-methoxyphenyl)-butan-2-one, 5-methylhept-2-en-4-one, 6,6-dimethoxy-2,5,5-trimethyl-hex-2-ene and 2,4,6-trimethyl-4-phenyl-1,3-dioxane.

6. A method for producing the fragrance substance mixture according to claim 1 comprising: mixing component (a) with component (b) and/or (c).

7. The method according to claim 6, resulting in a fragrance substance mixture in which the mass ratio of the total amount of fragrance substance(s) of component (b), if present, to the compound of formula (I) is greater than or equal to 40:60, and/or the mass ratio of the total amount of fragrance substance(s) of component (c), if present, to the compound of formula (I) is greater than or equal to 60:40.

8. A perfumed product comprising a fragrance substance mixture according to claim 1 in a sensorially effective amount.

9. The perfumed product according to claim 8, wherein the product is selected from the group consisting of perfume extracts, eau de parfums, eau de toilettes, aftershaves, eau de colognes, pre-shave products, splash colognes, perfumed refreshing cloths, acidic, alkaline and neutral detergents, textile fresheners, ironing aids, liquid detergents, powdered detergents, laundry pre-treatment agents, fabric softeners, washing soaps, washing tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes, personal care products, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, aftershave creams and lotions, tanning creams and lotions, hair care products, deodorants and antiperspirants, decorative cosmetic products, candles, lamp oils, incense sticks, insecticides, repellents, and fuels, wherein the perfumed product comprises 0.01 to 10% by weight of the fragrance substance mixture, based on the total mass of the perfumed product.

10. A method for producing a perfumed product comprising: i) providing a fragrance substance mixture according to claim 1, ii) providing further components of the perfumed product, and iii) contacting the further components of the perfumed product provided in ii) with a sensorially effective amount of the fragrance substance mixture provided in i).

11. The fragrance substance mixture according to claim 1, wherein the mass ratio of the total amount of fragrance substance(s) of component (b), if present, to the compound of formula (I) is greater than or equal to 80:20, and/or the mass ratio of the total amount of fragrance substance(s) of component (c), if present, to the compound of formula (I) is greater than or equal 80:20.

12. The fragrance substance mixture according to claim 1, wherein the mass ratio of the total amount of fragrance substance(s) of component (b), if present, to the compound of formula (I) is greater than or equal to 99:1, and/or the mass ratio of the total amount of fragrance substance(s) of component (c), if present, to the compound of formula (I) is greater than or equal 99:1.

13. The fragrance substance mixture according to claim 1 comprising the one or more fragrance substance(s) of component (b), wherein the one or more fragrance substance(s) of component (b) has/have a molar mass in the range of 130 to 240 g/mol.

14. A method for enhancing natural freshness and/or radiance and/or for masking or reducing sulphurous, artificial and/or metallic notes of one or more fragrance substances different from the compound of formula (I) ##STR00007## comprising mixing the one or more fragrance substances different from the compound of formula (I) with an amount of the compound of formula (I) sufficient to enhance the natural freshness and/or radiance of the fragrance substances different from the compound of formula (I) and/or to mask or reduce sulphurous, artificial and/or metallic notes of the fragrance substances different from the compound of formula (I), wherein the one or more fragrance substance(s) different from the compound of formula (I) is/are selected from:. (b) one or more fragrance substance(s) with a fruity olfactory note selected from the group consisting of esters, lactones, oximes and sulphur compounds with a molar mass of 240 g/mol or less, and/or (c) one or more fragrance substance(s) selected from the group consisting of acetals, ketones, and ethers, with a molar mass in the range of 126-240 g/mol.

15. The method according to claim 14, wherein the mass ratio of the total amount of fragrance substance(s) of component (b), if present, to the compound of formula (I) is greater than or equal to 40:60, and/or the mass ratio of the total amount of fragrance substance(s) of component (c), if present, to the compound of formula (I) is greater than or equal to 60:40.

16. A fragrance substance mixture comprising: (a) a compound of formula (I) ##STR00008## and (b) one or more fragrance substance(s) with a fruity olfactory note chosen from esters, lactones, oximes and sulphur compounds with a molar mass of 240 g/mol or less, wherein the mass ratio of the total amount of fragrance substance(s) of component (b), if present, to the compound of formula (I) is greater than or equal to 80:20, and the compound of formula (I) enhances the natural freshness and/or radiance of the one or more fragrance substance(s) of (b) and/or masks or reduces sulphurous, artificial and/or metallic notes of the one or more fragrance substance(s) of (b).

17. The fragrance substance mixture according to claim 16, wherein the one or more fragrance substance(s) of component (b) is/are selected are selected from the group consisting of allyl capronate, allylcyclohexyl propionate, 5-hexyl-4-methyl-tetrahydrofuran-2-one, ethyl-2-cyclopent-2-en-1-yl acetate, 1-cyclohexylethyl-(E/Z)-but-2-enoate, 1,5-dimethylbicyclo[3.2.1]octan-8-one oxime, 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 2-methyl-4-propyl-1,3-oxathiane, isopentyl acetate, ethyl-2-(2,4-dimethyl-1,3-dioxolan-2-yl)acetate, ethyl-2-methylbutanoate, (2-cyclopentylcyclopentyl)-(E/Z)-but-2-enoate, 4-methoxy-2-methyl-butane-2-thiol, 1,3-dimethylbutyl-(E/Z)-but-2-enoate, 1,3-dimethylbut-3-enyl-2-methylpropanoate, 1-methoxyhexane-3-thiol, 4-isopropyl-1-methyl-7-thiabicyclo[2.2.1]heptane, 2-(4-methylcyclohex-3-en-1-yl)propane-2-thiol, 5-methyl-2-(1-methyl-1-sulfanyl-ethyl)cyclohexanone, (1,3-dimethyl-3-phenyl-butyl)acetate, allyl-2-isopentyloxyacetate, 5-butyltetrahydrofuran-2-one, 5-pentyltetrahydrofuran-2-one, 5-heptyltetrahydrofuran-2-one, 5-octyltetrahydrofuran-2-one, 5-hexyltetrahydrofuran-2-one, ethyl-2-(2-methyl-1,3-dioxolan-2-yl)acetate and diethylcyclohexan-1,4-dicarboxylate.

18. The fragrance substance mixture according to claim 16, wherein the mass ratio of the total amount of fragrance substance(s) of component (b) to the compound of formula (I) is greater than or equal to 99:1.

Description

EXAMPLES

1. Example: Perfume Oil P1

(1) TABLE-US-00001 ETHYL ACETOACETATE 3 ALDEHYDE C14 SO CALLED 10% DPG 4 ALLYLAMYL GLYCOLATE 3 ALLYLCYCLOHEXYL PROPIONATE 2 ALLYL HEPTYLATE 10% DPG 3 ALLYL IONONE 1.5 AMBRETTOLIDE 2 AMBRINOL S 10% DPG 1 AMBROXIDE 1 BENZALDEHYDE DD 10% DPG 1 BENZYL ACETATE 5 BENZYL ISOBUTYRATE 0.5 BENZYL SALICYLATE 20 BOURGEONAL 1 CALONE 10% DPG 8 CARYOPHYLLENE NAT. RECT. 8 CITRONELLOL 950 3 CITRONELLYL ISOBUTYRATE 3 CYCLAMEN ALDEHYDE 12 Lemon IDENTOIL ® 30 DAMASCONE ALPHA 10% DPG 3 DECALACTONE GAMMA 1 DIHYDROMYRCENOL 20 DIMETHYL BENZYL CARBINYL BUTYRATE 4 DIPROPYLENE GLYCOL 18.5 DUPICAL 10% DPG 1 ETHYL BUTYRATE 1% DPG 5 ETHYL METHYL BUTYRATE-2 10% DPG 2 EVERNYL 10% DPG 5 FLORAZON 1 FLORHYDRAL 10% DPG 3 FLOROSA 40 GALAXOLIDE TYPE BASE NEW 100 GERANIOL SUPRA 6 GERANYL ACETATE PURE 5 GLOBALIDE ® 10 GRAPEFRUIT PHASE C 20 HEDIONE 130 HELIONAL 20 HELIOTROPIN/PIPERONAL 10% DPG 2 HEXENOL CIS-3 1 HEXENYL ACETATE CIS-3 10% DPG 7 HEXENYL BENZOATE CIS-3 1 HEXENYL ISOBUTYRATE CIS-3 10% DPG 7 HEXENYL SALICYLATE CIS-3 22 HEXYL CINNAMIC ALDEHYD ALPHA 15 INDOL FF 10% DPG 3 IONONE BETA 15 ISO E SUPER 30 JASMONE CIS 10% DPG 5 CARROT SEED OIL 10% DPG 2 LEAFOVERT ® 0.5 LINALOOL 40 LINALYL ACETATE 50 MACROLIDE ® SUPRA 30 MAGNOLAN 20 MANDARINAL 1 MANZANATE 1% DPG 4 METHYL ANTHRANILATE 10% DPG 1 METHYL HEPTENONE-6,5,2 10% DPG 1 METHYL NAPHTHYL KETONE BETA 10% DPG 1.5 MINTONATE 11 ORANGE OIL 45 ORYCLON ® SPECIAL 20 PHENYL ETHYL ALCOHOL 7 PHENYL ETHYL ISOBUTYRATE 1.5 PRUNELLA 5 ROSAPHEN ® 8 TETRAHYDROLINALOOL 30 VANILLIN 10% DPG 1 VERTACETAL ® COEUR 6

(2) With the addition of 2% of a 10% solution of 8,8-dimethyl-6,10-dioxaspiro[4.5]decane (compound of formula (I)), the mixture appears stronger, more floral and more green-fruity.

2. Example: Perfume Oil P2

(3) TABLE-US-00002 ETHYL ACETOACETATE 15 AMBROCENIDE ® cryst. 1% DPG 6 AMBROXIDE 10 BENZYL ALCOHOL DD 18 BERGAMOTTE OIL BERGAPTEN FREE 40 CARDAMOMEN OIL 10% DPG 10 CEDAR WOOD OIL 10 CEDRAMBER 40 LEMON OIL ITAL. 38 COUMARIN 10% DPG 5 DAMASCENONE 10% DPG 5 DAVANA OIL F. PERF. 10% DPG 7.5 DIMETHYL BENZYL CARBINYL ACETATE 10% DPG 4.5 DIPROPYLENE GLYCOL 52 ETHYL HEPTYLATE 10% DPG 1.5 ETHYL PROPIONATE 10% DPG 4.5 EVERNYL 2 FLOROSA 10 GERANIOL SUPRA 5 GLOBALIDE ® 10 GRAPEFRUIT OIL 20 HEDIONE HC/30 50 GINGER OIL 10% DPG 5 IONONE BETA 10 ISO E SUPER 350 JASMAPRUNAT 10% DPG 10.5 SPEARMINT OIL 65% AMERIC. 10 LIME OIL COLD PRESSED 20 LINALOOL 40 LINALYL ACETATE 20 BAY LEAVE OIL FLS 5 MAJANTOL ® 30 MANDARINE OIL ITAL. 2 NEROLI ARTESSENCE 4 ORANGEN BLOSSOM ABS. 10% DPG 2 ORANGE OIL BITTER 6 ORANGE OIL ITAL. SWEET ENTF. 10 PATCHOULI OIL ENTF. DM 15 PERU BALSAM OIL ED 1.5 PETITGRAIN OIL PARAG. BOLEADOR 2 ROSEMARY OIL TUN. 5 SANDALWOOD OIL EASTINDIAN 2 SANDRANOL 2 SULTANENE ® 1% DPG 1.5 TABANON COEUR 3 THYME OIL WHITE 1% DPG 10 TOLU RESIN 10% DPG 7.5 VERTOFIX 50 VETIVER OIL HAITI 5 VERTACTAL COEUR 2 CINNAMON BARK OIL MADAG. 10% DPG 5

(4) With the addition of 3% 8,8-dimethyl-6,10-dioxaspiro[4.5]decane (compound of formula (I)) the mixture becomes fresher, the fruity notes are enhanced and the compound of formula (I) provides a harmonious, natural note.

3. Example: Perfume Oil P3

(5) TABLE-US-00003 ALDEHYDE C 8 3.5 ALDEHYDE C10 6.5 GLYCOLIERRAL 10 FLOROPAL 45 RHUBAFURANE 2.5 STYROLYL ACETATE 25 ORANGE OIL 304 GRAPEFRUIT OIL 50 GRAPEFRUIT OIL TERPENE 250 AMAROCIT ® 45 CORPS 1490 10% DPG 3.5 ALLYL HEPTYLATE 3.5 NECTARYL 5 THIOMENTHANONE-8,3 10% DPG 6.5 LINALOOL 95 NEROL 900 35 HEDIONE 100

(6) With the addition of 5% 8,8-dimethyl-6,10-dioxaspiro[4.5]decane (compound of formula (I)), the mixture becomes more natural, less sulphurous, more fruity, rounder, fresher and tangier.

4. Example: Perfume Oil P4

(7) TABLE-US-00004 HEXENOL CIS-3 7.5 STEMONE 10 ORANGE OIL 75 CORPS 1490 1% DPG 6 OXANE 10% DPG 3.5 PINENE BETA NAT. 120 THIOMENTHANONE-8,3 10% DPG 3.5 LINALOOL 95 LINALOOL OXIDE 3.5 DIMETHYL BENZYL CARBINYL ACETATE 15 ROSE OXIDE HIGH CIS 5 PHENYL ETHYL ALCOHOL 95 CITRONELLOL 950 120 HEDIONE 90 VELOUTONE 6 ANISYL ACETATE 20 CINNAMIC ALCOHOL 5 DIPROPYLENE GLYCOL 310

(8) With the addition of 10% 8,8-dimethyl-6,10-dioxaspiro[4.5]decane (compound of formula (I)), the mixture becomes less sulphurous, more fruity, round, floral and natural.

5. Example: Odour Description of Preferred Fragrance Substances after the Addition of 8,8-dimethyl-6,10-dioxaspiro[4.5]decane (Compound of Formula (I))

(9) TABLE-US-00005 Dosage compound Odour description compared Fragrance of formula to the odour of the pure substances Type (I) fragrance substance Sultanene Ester .sup. 1% more impact, fresher, more (M = 154) natural, more fruity, brighter Aprifloren Lactone 0.2% stronger fruity, juicier (M = 184) Datilat Ester 0.4% more impact and radiance, (M = 196) more fruity, tangier Buccoxim Oxime 0.2% less sulphurous, stronger, (M = 167) more fruity, more natural, more volume Vertacetal Acetal 0.2% less metallic, rounder, Coeur natural, more fruity (M = 206) Oxanthia 50% Sulphur 0.7% less sulphurous, more in TEC compound fruity, more natural (M = 160) Cassiffix Ether 0.3% more impact, more juicy- (M = 234) fruity Isoamyl Ester 0.7% more banana, more juicy- acetate fresh (M = 130) Ethyl Methyl Ester 0.5% less metallic, more fruity, Butyrate-2 more round (M = 130) Fragolane Ester/ 0.3% more strawberry, fresher, (M = 188) Acetal more natural Pyroprunat Ester 0.5% more fruity-sweet, more like (M = 222) ripe fruit Cassix 150 Sulphur .sup. 1% less sulphur note, softer, (M = 134) compound rounder and more naturalness Allycyclohexyl- Ester 0.6% more impact, fresher and propionate more radiant (M = 196) Allycapronat Ester 0.6% more impact, more aqueous- (M = 156) transparent, fresher Frutinat Ester 0.7% more impact, juicier and (M = 170) fruitier Isopentyrate Ester 0.6% more impact, more radiant, (M = 170) fresher Buccoflor Schwefel- 0.5% more impact, juicier, fresher (M = 148) verbindung and fruitier Thiocineol Schwefel- .sup. 1% less sulphur and onion note, (M = 170) verbindung more fruity and juicy Thiomenthanone-8,8 Schwefel- .sup. 1% less sulfur note, more fruity (M = 148) verbindung and juicy

6. Manufacturing Specification of 8,8-dimethyl-6,10-dioxaspiro[4.5]decane (Compound of Formula (I))

(10) ##STR00005##

(11) In a 1000 ml three-necked flask with stirrer, contact thermometer, heating mantle, and water separator, 126 g (1.5 mol) cyclopentanone, 156 g (1.5 mol) 2,2-dimethyl-1,3-propanediol, 1.5 g p-toluenesulfonic acid in 305 g cyclohexane are provided and boiled 2-3 at the water separator. After cooling to RT, wash 2× with soda solution and concentrate. The residue is distilled over a 10 cm M.F.K. (boiling range: 72-73° C./10 mbar).

(12) Yield: 219 g (corresponds to 85.9% of theory)

(13) MS: m/z (%)=170 (7), 141(100), 85(34), 69(68), 67(13), 56(43), 55(67), 41(33).

(14) .sup.1H-NMR (400 MHz, DMSO-d6) δ 3.39 (s, 4H), 1.82-1.73 (m, 4H), 1.62-1.50 (m, 4H), 0.89 (s, 6H).

Formulation Examples

(15) The perfume oils P1, P2, P3 or P4 from the above perfume oil examples 1 to 4 were each separately incorporated into the following formulations.

(16) The olfactory effects described above under the respective perfume oil were also observed in the following formulations, respectively.

Example F1—Washing Powder

(17) TABLE-US-00006 Material Chemical name Function Weight-% Weight-% Sodium metasilicate Sodium Metasilicate Ad 100 Ad 100 pentahydrate Pentahydrate Sodium hydrogen Sodium hydrogen Alkali 15.0 15.0 carbonate carbonate Sodium Sodium carbonate Bleach 15.0 15.0 percarbonate peroxyhydrate Peractive AC TAED/Na- Activator 5.00 5.00 Blue Carboxymethylcellulose Genapol Oxoalcohol C14-15, Nonionic 3.00 3.00 OA-080 8EO surfactant Texapon K12 Sodium Lauryl Sulphate Anionic 7.00 7.00 powder C12 surfactant Tinopal CBS-X Brightener 0.50 0.50 Savinase 6.0 Protease Enzyme 0.40 0.40 T, Type W Termamyl 120 T Alpha-Amylase Enzyme 0.30 0.30 Sodium sulphate Sodium Sulphate Filler 5.50 5.50 Perfume oil P1, Perfume 0.30 0.50 P2, P3 or P4 (Fragrance)

Example F2—All-Purpose Cleaner

(18) TABLE-US-00007 Material Chemical name Function Weight-% Weight-% Deionised water Water Solvent Ad 100 Ad 100 Mergal K9N 5-Chloro-2- Preservative 0.1 0.1 methyl-3-(2H)- isothiazolone and 2-methyl-3-(2H)- isothiazolone Trisodium citrate Tri Sodium Citrate Complexing 3.0 3.0 dihydrate Dihydrate agent Zetesol NL-2 Fatty alcohol Anionic 30.0 30.0 C12-14-sulphate, Surfactant Sodium Imbentin Fatty alcohol Nonionic 5.0 5.0 C/125/055 C12-C15, 8EO Surfactant Ethanol Ethanol Solvent 2.0 2.0 Perfume oil P1, Perfume 0.3 0.5 P2, P3 or P4 (Fragrance)

Example F3—Shampoo

(19) TABLE-US-00008 Material INCI-Name Weight-% Weight-% Deionised water Water Ad 100 Ad 100 Plantacare Sodium Laureth 20.0 20.0 PS 10 Sulphate, Lauryl Glucoside Euperlan Glycol Distearate, 6.0 6.0 PK 771 Sodium Lauryl Sulphate, Cocamide MEA, Laureth-10 Dragocid Phenoxyethanol, 0.5 0.5 Liquid Methylparaben, Ethylparaben, Butylparaben, Propylparaben, Isobutylparaben Sodium chloride Sodium Chloride 1.4 1.4 Citric acid Citric Acid 0.1 0.1 monohydrate crystalline Perfume oil P1, Perfume 0.5 0.8 P2, P3 or P4 (Fragrance)

Example F4—Shower Gel

(20) TABLE-US-00009 Material INCI-Name Weight-% Weight-% Deionised water Water Ad 100 Ad 100 Plantacare Sodium Laureth 20.0 20.0 PS 10 Sulphate, Lauryl Glucoside Dragocid Phenoxyethanol, 0.5 0.5 liquid Methylparaben, Ethylparaben, Butylparaben, Propylparaben, Isobutylparaben Sodium chloride Sodium Chloride 1.4 1.4 Citric acid Citric Acid 1.3 1.3 monohydrate crystalline Perfume oil P1, Perfume 0.5 0.7 P2, P3 or P4 (Fragrance)

Example F5—Fabric Softener

(21) TABLE-US-00010 Material Chemical name Function Weight-% Weight-% Deionised water Water Solvent Ad 100 Ad 100 Rewoquat Dialkylesterammonium- Cationic 16.6 16.6 WE 18 ethosulphate Surfactant Mergal K9N 5-Chloro-2-methyl-3- Preservative 0.10 0.10 (2H)-isothiazolone und 2-methyl-3-(2H)- isothiazolone Dow Corning Polydimethyl-siloxane Defoamer 0.30 0.30 1520 Antifoam Magnesium Magnesium Chloride Consistency 10.00 10.00 chloride 1% Solution Enhancer solution Perfume oil P1, Fragrance 0.55 0.75 P2, P3 or P4

Example F6—Eau De Cologne/Eau De Toilette

(22) TABLE-US-00011 Ingredients Weight-% Weight-% Perfume oil P1, P2, P3 or P4  5 10 Ethanol Ad 100 Ad 100 Water 18 10

Example F7—Aerosol-Pumpspray

(23) TABLE-US-00012 Ingredients Weight-% Weight-% Perfume oil P1, P2, P3 or P4 1.0 1.5  Ethanol Ad 100 Ad 100 Water 5.0 8.0  Alpha-Tocopherol 0.20 0.20 Hydroxypropyl cellulose 0.20 — Rosemary extract, soluble 0.22 — in ethanol Cetyl alcohol 1.00 0.50

Example F8—Shampoo

(24) TABLE-US-00013 Ingredients Weight-% Weight-% Weight-% Sodium lauryl ether sulphate 12 12 12 (e.g. Texapon NSO, Company Cognis Deutschland GmbH) Cocamidopropyl betaine 2 2 2 (e.g. Dehyton K, Company Cognis Deutschland GmbH) Sodium chloride 1.4 1.4 1.4 Citric acid 1.3 1.3 1.3 Phenoxyethanol, Methyl-, 0.5 0.5 0.5 Ethyl-, Butyl- and Propyl paraben Perfume oil P1, P2, P3 or P4 0.3 0.5 0.7 Water Ad 100 Ad 100 Ad 100

Example F9—Washing Powder

(25) TABLE-US-00014 Ingredients Weight-% Weight-% Weight-% Linear Na-alkyl benzene sulphonate 8.8 8.8 8.8 Ethoxylated fatty alcohol C12-18 4.7 4.7 4.7 (7 EO) Na soap 3.2 3.2 3.2 Defoamer DOW CORNING(R) 3.9 3.9 3.9 2-4248S POWDERED ANTIFOAM, silicone oil on zeolite as carrier material Zeolite 4A Ad 100 Ad 100 Ad 100 Na carbonate 11.6 11.6 11.6 Na salt of a copolymer of acrylic 2.4 2.4 2.4 and maleic acid (Sokalan CP5) Na silicate 3.0 3.0 3.0 Carboxymethyl cellulose 1.2 1.2 1.2 Dequest 2066([[(Phosphono- 2.8 2.8 2.8 methyl)imino]bis[(ethylene- nitrilo)bis(methylene)]]tetrakis- phosphonic acid, sodium salt) Optical brightener 0.2 0.2 0.2 Na sulphate 6.5 6.5 6.5 Protease 0.4 0.4 0.4 Sodium perborate tetrahydrate 21.7 21.7 21.7 Perfume oil P1, P2, P3 or P4 0.25 0.35 0.5 EDTA 1.0 1.0 1.0

Example F10—Liquid Detergent

(26) TABLE-US-00015 Ingredients Weight-% Deionised water 39.9 Optical brightener 0.10 Coconut fatty acids (C12-C18) 7.5 Potassium hydroxide 50% solution 4.3 Propane-1,2-diol 5.00 Fatty alcohols C12-C15, 8 EO 12.0 Na salt of secondary alkyl sulphonates 17.0 (C13-C17) Triethanolamine 2.0 Trisodium citrate dihydrate 5.0 Dequest 2066([[(Phosphono- 3.0 methyl)imino]bis[(ethylene- nitrilo)bis(methylene)]]tetrakis- phosphonic acid, sodium salt) Ethanol 3.0 Enzymes 0.7 Perfume oil P1, P2, P3 or P4 0.5

Example F11—Liquid Detergent Concentrate

(27) TABLE-US-00016 Ingredients Weight-% Deionised water 13.4 Coconut fatty acids (C12-C18) 10.0 Fatty alcohols C12-C15, 8 EO 26.0 Na salt of secondary alkyl 26.5 sulphonates (C13-C17) Triethanolamine 8.5 Na salt of fatty alcohol sulphates 3.0 C12-C14 Ethanol 5.5 Urea 4.5 Enzymes 0.9 Citric acid 1.0 Perfume oil P1, P2, P3 or P4 0.7