US3278443A - Stabilized chlorinated cyanuric acid bleaching compositions - Google Patents
Stabilized chlorinated cyanuric acid bleaching compositions Download PDFInfo
- Publication number
- US3278443A US3278443A US210252A US21025262A US3278443A US 3278443 A US3278443 A US 3278443A US 210252 A US210252 A US 210252A US 21025262 A US21025262 A US 21025262A US 3278443 A US3278443 A US 3278443A
- Authority
- US
- United States
- Prior art keywords
- acid
- group
- chlorinated cyanuric
- bleaching
- compositions
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 41
- 238000004061 bleaching Methods 0.000 title claims description 12
- 150000007973 cyanuric acids Chemical class 0.000 title description 18
- -1 METHOXYPHENYL Chemical class 0.000 claims description 21
- 239000003381 stabilizer Substances 0.000 claims description 12
- 239000000460 chlorine Substances 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- 239000007844 bleaching agent Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 5
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 230000000087 stabilizing effect Effects 0.000 claims description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical group O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- SONNWYBIRXJNDC-VIFPVBQESA-N phenylephrine Chemical class CNC[C@H](O)C1=CC=CC(O)=C1 SONNWYBIRXJNDC-VIFPVBQESA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 19
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
- 230000003019 stabilising effect Effects 0.000 description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
- 238000003860 storage Methods 0.000 description 7
- ZMQAAUBTXCXRIC-UHFFFAOYSA-N safrole Chemical compound C=CCC1=CC=C2OCOC2=C1 ZMQAAUBTXCXRIC-UHFFFAOYSA-N 0.000 description 6
- 239000000377 silicon dioxide Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 4
- 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 description 4
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 238000009991 scouring Methods 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 4
- CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical compound ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 description 3
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- NNWHUJCUHAELCL-SNAWJCMRSA-N trans-isomethyleugenol Chemical compound COC1=CC=C(\C=C\C)C=C1OC NNWHUJCUHAELCL-SNAWJCMRSA-N 0.000 description 3
- NQBWNECTZUOWID-UHFFFAOYSA-N (E)-cinnamyl (E)-cinnamate Natural products C=1C=CC=CC=1C=CC(=O)OCC=CC1=CC=CC=C1 NQBWNECTZUOWID-UHFFFAOYSA-N 0.000 description 2
- 239000001636 3-phenylprop-2-enyl 3-phenylprop-2-enoate Substances 0.000 description 2
- NQBWNECTZUOWID-MZXMXVKLSA-N Cinnamyl cinnamate Chemical compound C=1C=CC=CC=1/C=C/C(=O)OC\C=C\C1=CC=CC=C1 NQBWNECTZUOWID-MZXMXVKLSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 description 2
- VHVOLFRBFDOUSH-NSCUHMNNSA-N Isosafrole Chemical compound C\C=C\C1=CC=C2OCOC2=C1 VHVOLFRBFDOUSH-NSCUHMNNSA-N 0.000 description 2
- VHVOLFRBFDOUSH-UHFFFAOYSA-N Isosafrole Natural products CC=CC1=CC=C2OCOC2=C1 VHVOLFRBFDOUSH-UHFFFAOYSA-N 0.000 description 2
- ZYEMGPIYFIJGTP-UHFFFAOYSA-N O-methyleugenol Chemical compound COC1=CC=C(CC=C)C=C1OC ZYEMGPIYFIJGTP-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 2
- 229940011037 anethole Drugs 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- NNWHUJCUHAELCL-UHFFFAOYSA-N cis-Methyl isoeugenol Natural products COC1=CC=C(C=CC)C=C1OC NNWHUJCUHAELCL-UHFFFAOYSA-N 0.000 description 2
- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 2
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 2
- 235000021286 stilbenes Nutrition 0.000 description 2
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 2
- SDOFMBGMRVAJNF-KVTDHHQDSA-N (2r,3r,4r,5r)-6-aminohexane-1,2,3,4,5-pentol Chemical compound NC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO SDOFMBGMRVAJNF-KVTDHHQDSA-N 0.000 description 1
- CAWFCZIEFIQKRV-UHFFFAOYSA-N 1,1'-(E)-ethene-1,2-diylbis(4-methoxybenzene) Natural products C1=CC(OC)=CC=C1C=CC1=CC=C(OC)C=C1 CAWFCZIEFIQKRV-UHFFFAOYSA-N 0.000 description 1
- CAWFCZIEFIQKRV-ONEGZZNKSA-N 1-methoxy-4-[(e)-2-(4-methoxyphenyl)ethenyl]benzene Chemical compound C1=CC(OC)=CC=C1\C=C\C1=CC=C(OC)C=C1 CAWFCZIEFIQKRV-ONEGZZNKSA-N 0.000 description 1
- CEBRPXLXYCFYGU-UHFFFAOYSA-N 3-methylbut-1-enylbenzene Chemical compound CC(C)C=CC1=CC=CC=C1 CEBRPXLXYCFYGU-UHFFFAOYSA-N 0.000 description 1
- NDJAJHASMBGZTL-UHFFFAOYSA-N 3-phenylprop-2-enyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC=CC1=CC=CC=C1 NDJAJHASMBGZTL-UHFFFAOYSA-N 0.000 description 1
- KOGDFDWINXIWHI-OWOJBTEDSA-N 4-[(e)-2-(4-aminophenyl)ethenyl]aniline Chemical compound C1=CC(N)=CC=C1\C=C\C1=CC=C(N)C=C1 KOGDFDWINXIWHI-OWOJBTEDSA-N 0.000 description 1
- HROZLGRKFUCIJJ-UHFFFAOYSA-N 6-methyleugenol Chemical compound COC1=CC(CC=C)=CC(C)=C1O HROZLGRKFUCIJJ-UHFFFAOYSA-N 0.000 description 1
- JRLTTZUODKEYDH-UHFFFAOYSA-N 8-methylquinoline Chemical group C1=CN=C2C(C)=CC=CC2=C1 JRLTTZUODKEYDH-UHFFFAOYSA-N 0.000 description 1
- 241001156002 Anthonomus pomorum Species 0.000 description 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 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 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- 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 description 1
- 241000183024 Populus tremula Species 0.000 description 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- XOURNDFHPYLQDJ-VMPITWQZSA-N [(e)-3-methoxyprop-1-enyl]benzene Chemical compound COC\C=C\C1=CC=CC=C1 XOURNDFHPYLQDJ-VMPITWQZSA-N 0.000 description 1
- QROGIFZRVHSFLM-QHHAFSJGSA-N [(e)-prop-1-enyl]benzene Chemical compound C\C=C\C1=CC=CC=C1 QROGIFZRVHSFLM-QHHAFSJGSA-N 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- WJSDHUCWMSHDCR-VMPITWQZSA-N cinnamyl acetate Natural products CC(=O)OC\C=C\C1=CC=CC=C1 WJSDHUCWMSHDCR-VMPITWQZSA-N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000005805 dimethoxy phenyl group Chemical group 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 239000010433 feldspar Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940116837 methyleugenol Drugs 0.000 description 1
- PRHTXAOWJQTLBO-UHFFFAOYSA-N methyleugenol Natural products COC1=CC=C(C(C)=C)C=C1OC PRHTXAOWJQTLBO-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229930015698 phenylpropene Natural products 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 235000019351 sodium silicates Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 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
- C11D3/395—Bleaching agents
- C11D3/3951—Bleaching agents combined with specific additives
-
- 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
- C11D3/3955—Organic bleaching agents
Definitions
- Trichlorocyanuric acid and dichlorocyanuric acid and mixtures of trichlorocyanuric acid and dichlorocyanuric acid which substances are meant by the term chlorinated cyanuric acid used herein, are Well known bleaching agents which have been incorporated in bleaching compositions of various kinds.
- alkaline or neutral salts such as sodium carbonate, sodium orthophosphate, pyrophosphate or tripolyphosphate, sodium silicates and sodium sulphate
- wetting or detergent agents such as sodium alkylbenzene sulphonates.
- compositions can be stabilised against a loss of active chlorine by the addition to them of certain unsaturated organic compounds.
- the invention provides a bleaching composition containing a chlorinated cyanuric acid, as here-inbefore defined, stabilised by a compound of the general formula R.CH:CH.X, where at least one of R and X is an electronreleasing group.
- Stabilisation of chlorinated cyanuric acid in accordance with the present invention can be effected in dry particulate compositions which give neutral, acidic or alkaline solutions in Water.
- At least one of the groups R and X is a phenyl group, a substituted phenyl group, a benzyl (C H .CH group or a benzyl group substituted in the aromatic nucleus (Y C H .CH).
- One of the groups R and X may be a hydrogen atom, a methyl group, an hydroxymethyl (HO.CH group or an ester or ether of an hydroxymethyl group.
- the groups R and X may be joined together to form a cyclic system.
- Compounds chosen to stabilise chlorinated cyanuric acids in accordance with the present invention should react with hypochlorous acid but should not have a very low vapour pressure nor yet be extremely volatile.
- Compounds of boiling point at atmospheric pressure outside the range C. to 360 C. are not contemplated as being normally useful within the scope of the present invention, although compounds boiling below 150 C. may be employed where sealed containers or volatility depressants such as mineral oil are employed.
- Compounds of boiling point at atmospheric pressure within the range 225 C. to 270 C. are especially preferred.
- Compounds suitable for the stabilisation of chlorinated cyanuric acids in accordance with the present invention include cinnamyl alcohol, cinnamyl cinnamate, anethole, stilbene, indene, methyl eugenol and methyl isoeugenol. Safrole, iso-safrole, eugenol and isoeugenol are especially preferred.
- the amount of stabilising compound to be used depends upon a number of factors, such as the physical form of the chlorinated cyanuric acid and the nature of the stabilising compound to be used, the nature and amount of the other ingredients of the composition and the conditions under which it may be stored. It is preferred to use a granulated chlorinated cyanuric acid. Appreciable increases in stability may be obtained with as little as 1%, by Weight of the chlorinated cyanuric acid, of stabilising compound according to the invention, while amounts of up to 50% are generally more than adequate to give substantially complete stability for normal compositions and times and conditions of storage. It is preferred to use from 2% to 20% of stabilising compound by weight of the chlorinated cyanuric acid.
- compositions of the invention care must be taken that the chlorinated cyanuric acid and the stabilising compound are not brought into contact with one another before at least one of them is, and preferably both are, diluted with or adsorbed on some of the other ingredients of the composition.
- a slight loss of available chlorine is generally found to have taken place during the process of mixing a chlorinated cyanuric acid with the other ingredients of a bleaching composition such as a bleaching scouring powder, and this mixing loss is often increased by the presence of organic compounds added for the purpose of stabilising the chlorinated cyanuric acid on storage. It is a further advantage of many of the compositions of the invention that this mixing loss is found to be relatively small.
- stabilising compositions of the invention are soluble or miscible with the perfume normally used in commercial bleaching or detergent compositions.
- a preferred method of incorporating the stabilising compounds in such cases is to form .a prefume-stabiliser mixture which is then sprayed onto the remainder of the bleaching composition.
- the procedure in making up the composition was as follows.
- the sodium dodecylbenzene sulphonate and the inorganic salts were lightly ground with about 1% of the silica.
- the triohlorocyanuric acid was mixed with a further small amount of the silica (about and the two mixes were then mixed thoroughly with the bulk of the remaining silica by rolling.
- the stabilising compound was added last as a mixture with the rest of the silica containing 1 to 6% of the compound.
- Example 11 and 12 were tested together, in comparison with a control which had no stabiliser added.
- Example 13 was tested against a control which had no stabiliser added.
- the control compositions are included for purposes of comparison only, and are not within the scope of the invention claimed.
- composition according to claim 1 in which the amount of the stabilizing agent is from about 2 to about 20% by Weight of the bleaching agent.
- composition according to claim 1 in which the stabilizing agent is safrole is safrole.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB26775/61A GB1008312A (en) | 1961-07-24 | 1961-07-24 | Stabilised bleaching compositions containing chlorinated cyanuric acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3278443A true US3278443A (en) | 1966-10-11 |
Family
ID=10248993
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US210252A Expired - Lifetime US3278443A (en) | 1961-07-24 | 1962-07-16 | Stabilized chlorinated cyanuric acid bleaching compositions |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3278443A (fr) |
| AT (1) | AT241405B (fr) |
| AU (1) | AU268744B2 (fr) |
| BE (1) | BE620566A (fr) |
| CH (1) | CH417823A (fr) |
| DE (1) | DE1271289B (fr) |
| ES (1) | ES279455A1 (fr) |
| FR (1) | FR1335198A (fr) |
| GB (1) | GB1008312A (fr) |
| LU (1) | LU42114A1 (fr) |
| NL (2) | NL133582C (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3356612A (en) * | 1965-02-01 | 1967-12-05 | Petrolite Corp | Stable detergent compositions |
| US3474037A (en) * | 1966-11-14 | 1969-10-21 | United States Borax Chem | Stabilization of organic bleaching compositions |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2947792A (en) * | 1954-02-16 | 1960-08-02 | Diamond Alkali Co | Stabilization of tetrachloroethylene with a mixture of a hydroxy alkyne and isoeugenol |
| GB848397A (en) * | 1958-04-14 | 1960-09-14 | Colgate Palmolive Co | Oxidizing wetting and detergent compositions |
| US3100804A (en) * | 1958-07-11 | 1963-08-13 | Monsanto Chemicals | Vinyl aromatic oxymethyl oxy compounds |
| US3108078A (en) * | 1958-04-14 | 1963-10-22 | Colgate Palmolive Co | Stabilized trichlorocyanuric acid and compositions containing same |
| US3108079A (en) * | 1960-03-17 | 1963-10-22 | Colgate Palmolive Co | Water soluble textile bleaching and detergent composition |
| US3123439A (en) * | 1964-03-03 | Ammonium bromide composition |
-
0
- NL NL281281D patent/NL281281A/xx unknown
- NL NL133582D patent/NL133582C/xx active
- BE BE620566D patent/BE620566A/xx unknown
-
1961
- 1961-07-24 GB GB26775/61A patent/GB1008312A/en not_active Expired
-
1962
- 1962-07-16 US US210252A patent/US3278443A/en not_active Expired - Lifetime
- 1962-07-20 CH CH876762A patent/CH417823A/de unknown
- 1962-07-20 FR FR904670A patent/FR1335198A/fr not_active Expired
- 1962-07-21 DE DEP1271A patent/DE1271289B/de active Pending
- 1962-07-23 ES ES0279455A patent/ES279455A1/es not_active Expired
- 1962-07-23 AU AU20259/62A patent/AU268744B2/en not_active Expired
- 1962-07-24 LU LU42114D patent/LU42114A1/xx unknown
- 1962-07-24 AT AT597462A patent/AT241405B/de active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3123439A (en) * | 1964-03-03 | Ammonium bromide composition | ||
| US2947792A (en) * | 1954-02-16 | 1960-08-02 | Diamond Alkali Co | Stabilization of tetrachloroethylene with a mixture of a hydroxy alkyne and isoeugenol |
| GB848397A (en) * | 1958-04-14 | 1960-09-14 | Colgate Palmolive Co | Oxidizing wetting and detergent compositions |
| US3108078A (en) * | 1958-04-14 | 1963-10-22 | Colgate Palmolive Co | Stabilized trichlorocyanuric acid and compositions containing same |
| US3100804A (en) * | 1958-07-11 | 1963-08-13 | Monsanto Chemicals | Vinyl aromatic oxymethyl oxy compounds |
| US3108079A (en) * | 1960-03-17 | 1963-10-22 | Colgate Palmolive Co | Water soluble textile bleaching and detergent composition |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3356612A (en) * | 1965-02-01 | 1967-12-05 | Petrolite Corp | Stable detergent compositions |
| US3474037A (en) * | 1966-11-14 | 1969-10-21 | United States Borax Chem | Stabilization of organic bleaching compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| ES279455A1 (es) | 1963-03-16 |
| AT241405B (de) | 1965-07-26 |
| BE620566A (fr) | |
| DE1271289B (de) | 1968-06-27 |
| NL133582C (fr) | |
| AU2025962A (en) | 1964-01-23 |
| CH417823A (de) | 1966-07-31 |
| NL281281A (fr) | |
| FR1335198A (fr) | 1963-08-16 |
| LU42114A1 (fr) | 1962-09-24 |
| GB1008312A (en) | 1965-10-27 |
| AU268744B2 (en) | 1966-07-18 |
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