GB981285A - Alkylated 1,3-dioxanes and their use as perfumes - Google Patents
Alkylated 1,3-dioxanes and their use as perfumesInfo
- Publication number
- GB981285A GB981285A GB35005/63A GB3500563A GB981285A GB 981285 A GB981285 A GB 981285A GB 35005/63 A GB35005/63 A GB 35005/63A GB 3500563 A GB3500563 A GB 3500563A GB 981285 A GB981285 A GB 981285A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sodium
- methyl
- dioxane
- sulphate
- isobutyl
- 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.)
- Expired
Links
- 239000002304 perfume Substances 0.000 title abstract 4
- 150000000093 1,3-dioxanes Chemical class 0.000 title abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 10
- 239000011734 sodium Substances 0.000 abstract 10
- 229910052708 sodium Inorganic materials 0.000 abstract 10
- 239000000203 mixture Substances 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 5
- 239000004115 Sodium Silicate Substances 0.000 abstract 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 abstract 5
- 229910052911 sodium silicate Inorganic materials 0.000 abstract 5
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical class [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 5
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 abstract 4
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 abstract 4
- 239000000344 soap Substances 0.000 abstract 4
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000003599 detergent Substances 0.000 abstract 3
- 235000019794 sodium silicate Nutrition 0.000 abstract 3
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 3
- 235000019832 sodium triphosphate Nutrition 0.000 abstract 3
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 abstract 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 abstract 2
- KEPNSIARSTUPGS-UHFFFAOYSA-N 2-n,4-n,6-n-trichloro-1,3,5-triazine-2,4,6-triamine Chemical compound ClNC1=NC(NCl)=NC(NCl)=N1 KEPNSIARSTUPGS-UHFFFAOYSA-N 0.000 abstract 2
- GDTSJMKGXGJFGQ-UHFFFAOYSA-N 3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B([O-])OB2OB([O-])OB1O2 GDTSJMKGXGJFGQ-UHFFFAOYSA-N 0.000 abstract 2
- ZFBLKHRAGAMZDX-UHFFFAOYSA-N 4-methyl-2-(2-methylpropyl)-1,3-dioxane Chemical compound CC(C)CC1OCCC(C)O1 ZFBLKHRAGAMZDX-UHFFFAOYSA-N 0.000 abstract 2
- ZKQDCIXGCQPQNV-UHFFFAOYSA-N Calcium hypochlorite Chemical compound [Ca+2].Cl[O-].Cl[O-] ZKQDCIXGCQPQNV-UHFFFAOYSA-N 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 abstract 2
- 239000004141 Sodium laurylsulphate Substances 0.000 abstract 2
- HKXLIBHOBSEOIF-UHFFFAOYSA-N [ClH]1([ClH](N=NN=C1)=O)(=O)=O.[K] Chemical compound [ClH]1([ClH](N=NN=C1)=O)(=O)=O.[K] HKXLIBHOBSEOIF-UHFFFAOYSA-N 0.000 abstract 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 abstract 2
- 239000000654 additive Substances 0.000 abstract 2
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 abstract 2
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 abstract 2
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 abstract 2
- 229910021538 borax Inorganic materials 0.000 abstract 2
- 239000001768 carboxy methyl cellulose Substances 0.000 abstract 2
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 abstract 2
- 235000000484 citronellol Nutrition 0.000 abstract 2
- 150000002191 fatty alcohols Chemical class 0.000 abstract 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 159000000001 potassium salts Chemical class 0.000 abstract 2
- 229940071207 sesquicarbonate Drugs 0.000 abstract 2
- 239000000377 silicon dioxide Substances 0.000 abstract 2
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 abstract 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 abstract 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 abstract 2
- 229910000031 sodium sesquicarbonate Inorganic materials 0.000 abstract 2
- 235000011152 sodium sulphate Nutrition 0.000 abstract 2
- 239000010678 thyme oil Substances 0.000 abstract 2
- 229960001479 tosylchloramide sodium Drugs 0.000 abstract 2
- WCTAGTRAWPDFQO-UHFFFAOYSA-K trisodium;hydrogen carbonate;carbonate Chemical compound [Na+].[Na+].[Na+].OC([O-])=O.[O-]C([O-])=O WCTAGTRAWPDFQO-UHFFFAOYSA-K 0.000 abstract 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 abstract 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 abstract 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- YRIZYWQGELRKNT-UHFFFAOYSA-N 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione Chemical compound ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O YRIZYWQGELRKNT-UHFFFAOYSA-N 0.000 abstract 1
- 150000000185 1,3-diols Chemical class 0.000 abstract 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 abstract 1
- ZZNDQCACFUJAKJ-UHFFFAOYSA-N 1-phenyltridecan-1-one Chemical compound CCCCCCCCCCCCC(=O)C1=CC=CC=C1 ZZNDQCACFUJAKJ-UHFFFAOYSA-N 0.000 abstract 1
- KRUXBRVGZPOVFE-UHFFFAOYSA-N 2,4-dimethyl-2-(2-methylpropyl)-1,3-dioxane Chemical compound CC(C)CC1(C)OCCC(C)O1 KRUXBRVGZPOVFE-UHFFFAOYSA-N 0.000 abstract 1
- AZUIOWXOJBTWPR-UHFFFAOYSA-N 2-heptyl-4-methyl-1,3-dioxane Chemical compound CCCCCCCC1OCCC(C)O1 AZUIOWXOJBTWPR-UHFFFAOYSA-N 0.000 abstract 1
- RPJFSQGTIFDOQT-UHFFFAOYSA-N 4,5,6-trimethyl-2-(2-methylpropyl)-1,3-dioxane Chemical compound C(C(C)C)C1OC(C(C(O1)C)C)C RPJFSQGTIFDOQT-UHFFFAOYSA-N 0.000 abstract 1
- QNPFUHRTOONXKE-UHFFFAOYSA-N 4,6-dimethyl-2-(2-methylpropyl)-1,3-dioxane Chemical compound CC(C)CC1OC(C)CC(C)O1 QNPFUHRTOONXKE-UHFFFAOYSA-N 0.000 abstract 1
- MFJDOCQLNIKDKT-UHFFFAOYSA-N 4-methyl-2-(2-methylbutyl)-1,3-dioxane Chemical compound C(C)C(CC1OCCC(O1)C)C MFJDOCQLNIKDKT-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- JPNWZSPUHBHTEV-UHFFFAOYSA-N ClN1C(N(C=2N(C(N(C(C1=2)=O)C#N)=O)Cl)Cl)=O Chemical compound ClN1C(N(C=2N(C(N(C(C1=2)=O)C#N)=O)Cl)Cl)=O JPNWZSPUHBHTEV-UHFFFAOYSA-N 0.000 abstract 1
- 241000208152 Geranium Species 0.000 abstract 1
- 239000005909 Kieselgur Substances 0.000 abstract 1
- 239000004372 Polyvinyl alcohol Substances 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003082 abrasive agent Substances 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000004996 alkyl benzenes Chemical class 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002956 ash Substances 0.000 abstract 1
- 238000004061 bleaching Methods 0.000 abstract 1
- 229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000004140 cleaning Methods 0.000 abstract 1
- 239000003086 colorant Substances 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 abstract 1
- CFNDRVCFJKQSHT-UHFFFAOYSA-N dodecyl benzenesulfonate;potassium Chemical compound [K].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 CFNDRVCFJKQSHT-UHFFFAOYSA-N 0.000 abstract 1
- 239000010433 feldspar Substances 0.000 abstract 1
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 abstract 1
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- -1 isopropanol amide Chemical class 0.000 abstract 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N isopropyl alcohol Natural products CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 1
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 abstract 1
- UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229920000609 methyl cellulose Polymers 0.000 abstract 1
- 239000001923 methylcellulose Substances 0.000 abstract 1
- 235000010981 methylcellulose Nutrition 0.000 abstract 1
- SKDZEPBJPGSFHS-UHFFFAOYSA-N n,n-bis(2-hydroxyethyl)tetradecanamide Chemical compound CCCCCCCCCCCCCC(=O)N(CCO)CCO SKDZEPBJPGSFHS-UHFFFAOYSA-N 0.000 abstract 1
- 125000000963 oxybis(methylene) group Chemical group [H]C([H])(*)OC([H])([H])* 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract 1
- 239000008262 pumice Substances 0.000 abstract 1
- 238000009991 scouring Methods 0.000 abstract 1
- 150000004760 silicates Chemical class 0.000 abstract 1
- 229910010271 silicon carbide Inorganic materials 0.000 abstract 1
- 235000017550 sodium carbonate Nutrition 0.000 abstract 1
- 235000019795 sodium metasilicate Nutrition 0.000 abstract 1
- 239000001488 sodium phosphate Substances 0.000 abstract 1
- 229910000162 sodium phosphate Inorganic materials 0.000 abstract 1
- 235000011008 sodium phosphates Nutrition 0.000 abstract 1
- 235000019830 sodium polyphosphate Nutrition 0.000 abstract 1
- 235000018341 sodium sesquicarbonate Nutrition 0.000 abstract 1
- 235000010339 sodium tetraborate Nutrition 0.000 abstract 1
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000000375 suspending agent Substances 0.000 abstract 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/008—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing six atoms
-
- 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
- C11D3/395—Bleaching agents
- C11D3/3958—Bleaching agents combined with phosphates
-
- 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
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/44—Perfumes; Colouring materials; Brightening agents ; Bleaching agents
- C11D9/442—Perfumes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:0981285/C2/1> wherein R1 is an alkyl group containing 4-9 carbon atoms, R2 is hydrogen or an alkyl group containing 1-4 carbon atoms, and R3 is hydrogen or a methyl radical. The compounds are prepared by reacting about 1 to 1.5 equivalents of the appropriate 1,3-diol with about 1 equivalent of the appropriate aldehyde in the presence of, firstly, a solvent which azeotropes with water, e.g. chloroform, ethylene dichloride or benzene, and, secondly, about 0.01% to about 10% of an acid catalyst, e.g. sulphuric acid, hydrochloric acid, p-toluenesulphonic acid or an insoluble resin acid of the sulphonic acid type. The reaction product is cooled, neutralized with aqueous or dry alkali, washed and distilled. Examples are given. Comparative examples describe other 1,3-dioxanes outside the scope of the above formula, some of which contain an additional methyl substituent in the 4- or 5-position. Specification 521,566 is referred to.ALSO:Cleaning compositions contain as a perfume a compound of the general formula <FORM:0981285/C4-C5/1> wherein R1 is an alkyl group having 4-9 carbon atoms, R2 is hydrogen or an alkyl group having 1-4 carbon atoms, and R3 is a hydrogen atom or a methyl group. The compositions may also contain soaps or non-soap detergents such as sodium lauryl sulphate, sodium alkyldiphenyloxide or the sulphonate thereof, or <FORM:0981285/C4-C5/2> wherein b is selected to provide a molecular weight of propylene oxide of 1750 and a+c is an integer to provide 10% or 20% ethylene oxide in the molecule, soil suspending agents such as sodium carboxymethyl cellulose, sodium carboxymethyl hydroxyethyl cellulose, sodium cellulose sulphate, polyvinyl alcohol or polyethylene glycols, chlorine-releasing agents such as trichloro-cyanuric acid or its sodium or potassium salts, dichlorodimethylhydantoin, N - chlorosuccinimide, trichloromelamine, calcium hypochlorite, chlorinated trisodium phosphate, chloramine-T or N,N-dichlorooxo-carbonamidine, abrasives such as silica, volcanic ash, diatomaceous earth, pumice, alumina, feldspar or carborundum, and other additives such as sodium polyphosphates, sodium metasilicate, sodium silicate solids or solutions, or sodium carbonate, tetraborate, sesquicarbonate or sulphate. Examples describe (5) a dishwasher composition containing 2 - isobutyl - 4,5,6 - trimethyl - 1,3 - dioxane, sodium tripolyphosphate, chlorinated trisodium phosphate, sodium silicate solutions, compounds of the formula <FORM:0981285/C4-C5/3> as defined above, colorants and water, (6) a liquid detergent containing 2-(2-ethyl-propyl)-4-methyl - 1,3 - dioxane, potassium dodecyl-benzenesulphonate, sodium xylene-sulphonate, lauric/myristic diethanol amide, lauric/myristic isopropanol amide, potassium pyrophosphate, sodium silicate, sodium carboxymethylcellulose, methylcellulose and water, (7) a scouring cleanser containing 2-isobutyl-2,4-dimethyl-1,3-dioxane, 90 mesh silica, chlorinated tri-sodium phosphate, sodium alkylbenzene sulphonate and sodium tripolyphosphate, and (8) dishwasher compositions as in (6) having an added perfumery blend containing citronellol, cinnamic alcohol, thyme oil, amyl cinnamic aldehyde, and (a) 2-isobutyl-4-methyl-1,3-dioxane or (b) linalool and geranyl acetate. Specification 521,566 is referred to.ALSO:A perfumery blend having a geranium odour comprises citronellol, 2-isobutyl-4-methyl-1,3-dioxane, cinnamic alcohol, thyme oil and amyl cinnamic aldehyde. Specification 521,566 is referred to.ALSO:Dry bleaches contain as perfume a compound of the general formula <FORM:0981285/D1-D2/1> wherein R1 is an alkyl group containing 4-9 carbon atoms, R2 is hydrogen or an alkyl group containing 1-4 carbon atoms, and R3 is hydrogen or a methyl radical. The bleaching composition may contain only the perfume and a chlorine-releasing agent but other ingredients may also be present. Specified chlorine-releasing agents are trichlorocyanuric and or its sodium or potassium salts, dichlorodimethylhydantoin, N-chlorosuccinimide, trichloromelamine, calcium hypochlorite, chlorinated trisodium phosphate, chloramine-T and N, N-dichloro-azocarbonamidine. Other specified additives are soaps, non-soap detergents such as sodium lauryl sulphate, sodium alkyldiphenyloxide sulphonate or HO(C2H4O)a (C3H6O)b (C2H4O)c H wherein b is selected to provide a molecular weight of propylene oxide of 1750 and a + c is an integer to provide 10% or 20% ethylene oxide in the molecule, and sodium phosphate, carbonate, tetraborate, sulphate, sesquicarbonate or silicates. Example 4 describes dry bleaches containing sodium tripolyphosphate, sodium silicate, sodium sulphate and (a) 2-isobutyl-4-methyl-1, 3-dioscane, potassium dichlortriazinetrione and sodium fatty alcohol sulphate, (b) 2-n-heptyl-4-methyl-1, 3-dioxane, potassium dichlortriazinetrione and sodium alkylbenzenesulphonate, or (c) 2-isobutyl-4, 6-dimethyl1, 3-dioxane, dichlorodimethylhydantoin and sodium fatty alcohol sulphate. Specification 521,566 is referred to.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US221318A US3326746A (en) | 1962-09-04 | 1962-09-04 | 1, 3-dioxane cleaning compositions |
| US62347666A | 1966-09-13 | 1966-09-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB981285A true GB981285A (en) | 1965-01-20 |
Family
ID=26915682
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB35005/63A Expired GB981285A (en) | 1962-09-04 | 1963-09-04 | Alkylated 1,3-dioxanes and their use as perfumes |
Country Status (2)
| Country | Link |
|---|---|
| US (2) | US3326746A (en) |
| GB (1) | GB981285A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS505541A (en) * | 1973-04-18 | 1975-01-21 | ||
| US3966647A (en) * | 1974-03-18 | 1976-06-29 | Lever Brothers Company | Perfume compositions containing monoalkyl-para-dioxanes |
| US4124541A (en) * | 1976-06-28 | 1978-11-07 | Henkel Kommanditgesellschaft Auf Aktien | Dioxa bicyclo dodecane and -hexadecane perfume compositions |
| JPS56167614A (en) * | 1980-04-25 | 1981-12-23 | Henkel Kgaa | Use of substituted 2-(1-methylbutyl)-1,3-dioxane as perfume and perfume composition containing it |
| GB2145410A (en) * | 1983-08-08 | 1985-03-27 | Kotobuki Seiyaku Co Ltd | 1,3-dioxane derivatives |
| WO1996030359A1 (en) * | 1995-03-25 | 1996-10-03 | Quest International B.V. | Novel 1,3-dioxane and its use in perfumery |
| WO2004009564A3 (en) * | 2002-07-18 | 2004-04-08 | Basf Ag | Co-surfactants based on aldehydes |
| EP2569278B1 (en) * | 2010-05-14 | 2018-10-10 | David J. Schneider | Low chlorine odor control compositions |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4026813A (en) * | 1974-03-18 | 1977-05-31 | Lever Brothers Company | Monoalkyl-para-dioxanes |
| DE2614521C2 (en) * | 1976-04-03 | 1984-09-13 | Henkel KGaA, 4000 Düsseldorf | Oxidizing, bleaching and washing agents containing bleach activators |
| DE2648109C2 (en) * | 1976-10-23 | 1985-08-14 | Henkel KGaA, 4000 Düsseldorf | 4-isopropyl-5,5-dimethyl-1,3-dioxane-containing fragrance compositions and 4-isopropyl-5,5-dimethyl-1,3-dioxanes as such |
| ATE5083T1 (en) * | 1979-05-04 | 1983-11-15 | Bush Boake Allen Limited | FRAGRANCE COMPOSITION. |
| US4880775A (en) * | 1989-02-01 | 1989-11-14 | Basf K&F Corporation | Poly-alkylated benzodioxin musk compositions |
| WO1996030469A1 (en) * | 1995-03-25 | 1996-10-03 | Quest International B.V. | Fragrance material |
| AU2002307434A1 (en) * | 2001-04-25 | 2002-11-05 | Senomyx, Inc. | Use of low molecular weight acetal, alcohol, acylated alcohol and ester compounds to block or reduce odor of carboxylic acids |
| CN112723591B (en) * | 2020-12-10 | 2023-04-07 | 西安航天动力试验技术研究所 | PH-adjustable unsymmetrical dimethylhydrazine waste liquid treatment agent and method |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2684373A (en) * | 1950-11-27 | 1954-07-20 | Monsanto Chemicals | Cyclic acetal telomers |
| US3042621A (en) * | 1957-11-01 | 1962-07-03 | Colgate Palmolive Co | Detergent composition |
| US3110677A (en) * | 1959-04-23 | 1963-11-12 | Olin Mathieson | Chlorinated trisodium phosphate |
| US3057877A (en) * | 1959-11-06 | 1962-10-09 | Nopco Chem Co | Process for producing 2-(1, 1-dimethyl-2-hydroxy-ethyl)-5, 5-dimethyl-1, 3-dioxane |
-
1962
- 1962-09-04 US US221318A patent/US3326746A/en not_active Expired - Lifetime
-
1963
- 1963-09-04 GB GB35005/63A patent/GB981285A/en not_active Expired
-
1966
- 1966-09-13 US US623476A patent/US3423430A/en not_active Expired - Lifetime
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS505541A (en) * | 1973-04-18 | 1975-01-21 | ||
| US3884841A (en) * | 1973-04-18 | 1975-05-20 | Naarden International Nv | 2-n-butyl 4,4,6-trimethyl-1,3 dioxane perfume |
| DE2415922B2 (en) * | 1973-04-18 | 1977-10-20 | Naarden International N.V, Naarden (Niederlande) | FRAGRANCE COMPOSITION |
| DE2415922C3 (en) * | 1973-04-18 | 1978-06-08 | Naarden International N.V., Naarden (Niederlande) | Fragrance composition |
| US3966647A (en) * | 1974-03-18 | 1976-06-29 | Lever Brothers Company | Perfume compositions containing monoalkyl-para-dioxanes |
| US4124541A (en) * | 1976-06-28 | 1978-11-07 | Henkel Kommanditgesellschaft Auf Aktien | Dioxa bicyclo dodecane and -hexadecane perfume compositions |
| JPS56167614A (en) * | 1980-04-25 | 1981-12-23 | Henkel Kgaa | Use of substituted 2-(1-methylbutyl)-1,3-dioxane as perfume and perfume composition containing it |
| GB2145410A (en) * | 1983-08-08 | 1985-03-27 | Kotobuki Seiyaku Co Ltd | 1,3-dioxane derivatives |
| WO1996030359A1 (en) * | 1995-03-25 | 1996-10-03 | Quest International B.V. | Novel 1,3-dioxane and its use in perfumery |
| WO2004009564A3 (en) * | 2002-07-18 | 2004-04-08 | Basf Ag | Co-surfactants based on aldehydes |
| EP2569278B1 (en) * | 2010-05-14 | 2018-10-10 | David J. Schneider | Low chlorine odor control compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| US3423430A (en) | 1969-01-21 |
| US3326746A (en) | 1967-06-20 |
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