EP0040343B1 - Composés tensio-actifs non-ioniques à couleur stabilisée et leur utilisation comme substances actives dans des compositions de lavage et de nettoyage - Google Patents
Composés tensio-actifs non-ioniques à couleur stabilisée et leur utilisation comme substances actives dans des compositions de lavage et de nettoyage Download PDFInfo
- Publication number
- EP0040343B1 EP0040343B1 EP81103314A EP81103314A EP0040343B1 EP 0040343 B1 EP0040343 B1 EP 0040343B1 EP 81103314 A EP81103314 A EP 81103314A EP 81103314 A EP81103314 A EP 81103314A EP 0040343 B1 EP0040343 B1 EP 0040343B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- color
- surfactants
- washing
- dicarboxylic acids
- surfactant
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 239000004480 active ingredient Substances 0.000 title claims 2
- 238000004140 cleaning Methods 0.000 title description 6
- 238000005406 washing Methods 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 title description 3
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 12
- 239000003381 stabilizer Substances 0.000 claims abstract description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims abstract description 3
- 239000004094 surface-active agent Substances 0.000 claims description 20
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000001361 adipic acid Substances 0.000 claims description 2
- 235000011037 adipic acid Nutrition 0.000 claims description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 2
- 239000012459 cleaning agent Substances 0.000 claims description 2
- 150000004702 methyl esters Chemical class 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
- 239000003599 detergent Substances 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000009472 formulation Methods 0.000 description 5
- 239000007800 oxidant agent Substances 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 230000003113 alkalizing effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- HFVMEOPYDLEHBR-UHFFFAOYSA-N (2-fluorophenyl)-phenylmethanol Chemical compound C=1C=CC=C(F)C=1C(O)C1=CC=CC=C1 HFVMEOPYDLEHBR-UHFFFAOYSA-N 0.000 description 1
- 229940122930 Alkalising agent Drugs 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 238000006359 acetalization reaction Methods 0.000 description 1
- -1 aliphatic dicarboxylic acids Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2082—Polycarboxylic acids-salts thereof
-
- 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/06—Protein or carboxylic compound containing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/905—Agent composition per se for colloid system making or stabilizing, e.g. foaming, emulsifying, dispersing, or gelling
- Y10S516/917—The agent contains organic compound containing oxygen
- Y10S516/92—The compound contains repeating unsubstituted oxyalkylene
Definitions
- the invention relates to color-stabilized nonionic surfactants which contain polyalkylene oxide groups bonded with terminal hydroxyl groups, and to the use of such color-stabilized nonionic surfactants in alkaline washing and cleaning agents.
- alkaline reacting framework substances such as phosphates, silicates, carbonates and on the other hand also contain caustic alkalis.
- An essential and necessary component of such cleaning formulations in addition to any other additives such as, in particular, oxidizing and disinfecting agents, are also nonionic surfactants of the known classes of surfactants, the most important of which are: alkylene oxide copolymers and block polymers; alkoxylated ethylene or propylene polyamines or fatty alcohols, the alkylene oxide component consisting either of pure ethylene oxide or pure propylene oxide or both, and in the latter case the polyaddition can be carried out with the alkylene oxide gas mixture or in succession (in block form).
- the surfactants used are often those which, despite their good cleaning action, produce little foam or even have a foam-suppressing effect, but special problems can also make highly foaming surfactants necessary.
- discolouration may occur. These mostly brown discolourations are due to chemical reactions between non-ionic surfactant, alkali and oxidizing substances such as atmospheric oxygen or chlorine carriers in the ready-made cleaner itself.
- the color changes can only be of an external nature without causing a change in the application properties. In the case of commercial products, which preferably end up in the household, an unappealing appearance hinders sales.
- the interaction between surfactant, alkali and oxidizing agent can go so far that changes in the application properties can be determined. It has been shown that the free hydroxyl groups of the nonionic surfactants are the target for alkali and oxidizing agents.
- the invention was therefore based on the object of searching for nonionic low-foam surfactants which, with otherwise unchanged application behavior, are stable against the action of strong alkalis and oxidizing agents.
- these compounds are aliphatic dicarboxylic acids having 4 to 8 carbon atoms, mixtures thereof, their C 1 -C 4 -alkyl esters or their mixtures.
- the color stabilizers are dissolved in the liquid, nonionic surfactant by stirring, advantageously in the heat.
- 0.1 to 5% by weight of stabilizer is preferably added. Less than 0.1% by weight and more than 5% by weight mean no additional advantages. Additions of 0.5 to 3% by weight are of particular technical interest.
- nonionic surfactant is not liquid at room temperature, it is melted and proceeded as described. After the color stabilizer has dissolved in it, let it solidify again.
- the color-stabilized surfactants according to the invention can therefore be in liquid or solid form.
- the color-stabilized surfactants are mixed with the other components, in particular the alkaline builder substances mentioned at the outset and optionally other additives such as oxidizing agents, fragrances and colorants and disinfectants, to prepare the cleaning formulations.
- the non-color-stabilized mixtures there is practically no risk of any discolouration during storage, not even in the heat. It has been shown that the color stabilizers in almost all Ethylene oxide and ethylene oxide / propylene oxide surfactants are effective, ie no time-consuming attempts are necessary to select special surfactants, for example.
- Cleaner formulations which contain the color-stabilized surfactants according to the invention generally comprise from 70 to 99, preferably 90 to 99% by weight of inorganic alkaline builder and 30 to 1, preferably 10 to 1% by weight, based in each case on the entire formulation Surfactant together.
- the alkylene oxide adducts were tested in such a way that they were stored at different temperatures for 24 days with and without addition of stabilizer.
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)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT81103314T ATE4911T1 (de) | 1980-05-16 | 1981-05-02 | Farbstabilisierte, nichtionische tenside und ihre verwendung als wirksubstanzen in waschund reinigungsmitteln. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3018714 | 1980-05-16 | ||
| DE19803018714 DE3018714A1 (de) | 1980-05-16 | 1980-05-16 | Farbstabilisierte, nichtionische tenside und ihre verwendung als wirksubstanzen in wasch- und reinigungsmitteln |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0040343A1 EP0040343A1 (fr) | 1981-11-25 |
| EP0040343B1 true EP0040343B1 (fr) | 1983-10-05 |
Family
ID=6102553
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP81103314A Expired EP0040343B1 (fr) | 1980-05-16 | 1981-05-02 | Composés tensio-actifs non-ioniques à couleur stabilisée et leur utilisation comme substances actives dans des compositions de lavage et de nettoyage |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4412933A (fr) |
| EP (1) | EP0040343B1 (fr) |
| AT (1) | ATE4911T1 (fr) |
| DE (2) | DE3018714A1 (fr) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6039719B2 (ja) * | 1982-05-11 | 1985-09-07 | 花王株式会社 | 液体洗浄剤組成物 |
| US4581161A (en) * | 1984-01-17 | 1986-04-08 | Lever Brothers Company | Aqueous liquid detergent composition with dicarboxylic acids and organic solvent |
| US4935158A (en) * | 1986-10-30 | 1990-06-19 | Aszman Harry W | Solid detergent cleaning composition, reusable cleaning pad containing same and method of manufacture |
| US4803008A (en) * | 1987-09-23 | 1989-02-07 | The Drackett Company | Cleaning composition containing a colorant stabilized against fading |
| US4822854A (en) * | 1987-09-23 | 1989-04-18 | The Drackett Company | Cleaning compositions containing a colorant stabilized against fading |
| ATE255157T1 (de) * | 1995-05-18 | 2003-12-15 | Textil Color Ag | Zusammensetzung zum waschen und reinigen von textilmaterialien |
| US6387864B1 (en) | 2000-12-15 | 2002-05-14 | Ecolab Inc. | Composition and method for prevention of discoloration of detergents using nonionic surfactants and an alkaline source |
| US7468345B2 (en) * | 2006-09-29 | 2008-12-23 | Eco Holdings, Llc | Graffiti cleaning solution including a non-aqueous concentrate and diluted aqueous solution |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1109819B (de) * | 1959-04-27 | 1961-06-29 | Weigert Chem Fab | Nachspuelmittel fuer Geschirr, insbesondere fuer Geschirrspuelmaschinen |
| US4092273A (en) * | 1974-10-03 | 1978-05-30 | Colgate-Palmolive Company | Liquid detergent of controlled viscosity |
-
1980
- 1980-05-16 DE DE19803018714 patent/DE3018714A1/de not_active Withdrawn
-
1981
- 1981-04-17 US US06/255,166 patent/US4412933A/en not_active Expired - Fee Related
- 1981-05-02 DE DE8181103314T patent/DE3161110D1/de not_active Expired
- 1981-05-02 AT AT81103314T patent/ATE4911T1/de not_active IP Right Cessation
- 1981-05-02 EP EP81103314A patent/EP0040343B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ATE4911T1 (de) | 1983-10-15 |
| US4412933A (en) | 1983-11-01 |
| DE3161110D1 (en) | 1983-11-10 |
| DE3018714A1 (de) | 1981-11-26 |
| EP0040343A1 (fr) | 1981-11-25 |
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