CH167375A - Process for the production of a new textile auxiliary. - Google Patents
Process for the production of a new textile auxiliary.Info
- Publication number
- CH167375A CH167375A CH167375DA CH167375A CH 167375 A CH167375 A CH 167375A CH 167375D A CH167375D A CH 167375DA CH 167375 A CH167375 A CH 167375A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- textile auxiliary
- new
- new textile
- parts
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000004753 textile Substances 0.000 title description 2
- MMXKVMNBHPAILY-UHFFFAOYSA-N ethyl laurate Chemical compound CCCCCCCCCCCC(=O)OCC MMXKVMNBHPAILY-UHFFFAOYSA-N 0.000 claims description 4
- 150000003457 sulfones Chemical class 0.000 claims description 4
- DILXLMRYFWFBGR-UHFFFAOYSA-N 2-formylbenzene-1,4-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(S(O)(=O)=O)C(C=O)=C1 DILXLMRYFWFBGR-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 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 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- NFPVUSMKBONLIX-UHFFFAOYSA-N O.O.O.[S] Chemical compound O.O.O.[S] NFPVUSMKBONLIX-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- DOUHZFSGSXMPIE-UHFFFAOYSA-N hydroxidooxidosulfur(.) Chemical compound [O]SO DOUHZFSGSXMPIE-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- KHDBMTLGTSGEEG-UHFFFAOYSA-M sodium;2-methylbenzenesulfinate Chemical compound [Na+].CC1=CC=CC=C1S([O-])=O KHDBMTLGTSGEEG-UHFFFAOYSA-M 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Textilhilfsstoffes. Es wurde gefunden, dass man ein neues, als Tegtilhilfsstoff besonders wertvolles Pro dukt erhält, wenn man ein Salz der p-To- luolsulfinsäure mit einem in a-Stellung halo- genierten Laurinsäureäthylester umsetzt und das so erhaltene Sulfon mit Sulfonierungs- mitteln behandelt.
Die neue Sulfonsäure bildet in Form ihres Natriumsalzes ein Pulver, welches eine gute Waschkraft besitzt.
<I>Beispiel: ,</I> 25 Gewichtsteile a-Bromlaurinsäureäthyl- ester werden mit einer solchen Menge toluol- sulfinsaurem Natrium, als 17,4 Gewichtstei len reinem Sulfinat entspricht, und 90 Raum teilen Äthylalkohol während etwa 11 Stun den in einem Rührautoklaven auf 150 bis 160 C gehalten. Man verdünnt darauf das Reaktionsprodukt mit Wasser und schüttelt mit einem Lösungsmittel, zum Beispiel Äther, aus. Nach dem Abdestillieren des Lösungsmittels hinterbleibt das Sulfon als gelbliches Öl.
Zur Sulfonierung lässt man 15 Gewichts teile des so erhaltenen Sulfons unter Küh lung in 30 Gewichtsteile Chlorsulfonsäure einlaufen und fügt darauf 30 Gewichtsteile rauchende Schwefelsäure mit einem Schwe- feltriogydgehalt von etwa 64% allmählich hinzu, wobei man die Temperatur unter etwa <B>10'</B> C hält. Man lässt hierauf die Tempera tur auf 30 C steigen und rührt bei Zimmer temperatur bis das Reaktionsprodukt in Wasser löslich ist.
Trägt man nach beendig ter Sulfonierung das Reaktionsgemisch auf wenig Eis aus, so lässt sich die entstandene Sulfonsäure bei genügender Abkühlung von der verdünnten Schwefelsäure abtrennen. Man neutralisiert dieselbe und dampft zur Trockne ein.
Process for the production of a new textile auxiliary. It has been found that a new product which is particularly valuable as a Tegtil auxiliary is obtained if a salt of p-toluenesulfinic acid is reacted with an ethyl laurate halogenated in the α-position and the sulfone thus obtained is treated with sulfonating agents.
The new sulfonic acid forms a powder in the form of its sodium salt, which has good detergency.
<I> Example: </I> 25 parts by weight of a-bromolauric acid ethyl ester are mixed with sodium toluenesulfinate in such an amount as 17.4 parts by weight corresponds to pure sulfinate, and 90 parts by weight of ethyl alcohol are in a stirred autoclave for about 11 hours held at 150 to 160 C. The reaction product is then diluted with water and extracted with a solvent, for example ether. After the solvent has been distilled off, the sulfone remains as a yellowish oil.
For sulfonation, 15 parts by weight of the sulfone obtained in this way are run into 30 parts by weight of chlorosulfonic acid with cooling, and 30 parts by weight of fuming sulfuric acid with a sulfur trihydrate content of about 64% are gradually added, the temperature being below about 10% / B> C holds. The temperature is then allowed to rise to 30 ° C. and the mixture is stirred at room temperature until the reaction product is soluble in water.
If the reaction mixture is discharged onto a little ice after the sulfonation has ended, the sulfonic acid formed can be separated off from the dilute sulfuric acid with sufficient cooling. It is neutralized and evaporated to dryness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH163536T | 1932-07-15 | ||
| CH167375T | 1932-07-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH167375A true CH167375A (en) | 1934-02-15 |
Family
ID=25717772
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH167375D CH167375A (en) | 1932-07-15 | 1932-07-15 | Process for the production of a new textile auxiliary. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH167375A (en) |
-
1932
- 1932-07-15 CH CH167375D patent/CH167375A/en unknown
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