DE1014067B - Wetting agent for mercerising and caustic baths - Google Patents
Wetting agent for mercerising and caustic bathsInfo
- Publication number
- DE1014067B DE1014067B DEB26756A DEB0026756A DE1014067B DE 1014067 B DE1014067 B DE 1014067B DE B26756 A DEB26756 A DE B26756A DE B0026756 A DEB0026756 A DE B0026756A DE 1014067 B DE1014067 B DE 1014067B
- Authority
- DE
- Germany
- Prior art keywords
- vol
- mercerising
- acids
- german
- hydrocarbons
- 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.)
- Pending
Links
- 238000009992 mercerising Methods 0.000 title claims description 6
- 239000000080 wetting agent Substances 0.000 title claims description 6
- 239000003518 caustics Substances 0.000 title claims description 5
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 5
- 150000003460 sulfonic acids Chemical class 0.000 claims description 5
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 3
- 239000002518 antifoaming agent Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 26
- 239000002253 acid Substances 0.000 description 13
- 150000007513 acids Chemical class 0.000 description 11
- 239000000047 product Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 150000002430 hydrocarbons Chemical class 0.000 description 9
- 235000011121 sodium hydroxide Nutrition 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- 235000002639 sodium chloride Nutrition 0.000 description 7
- 239000000203 mixture Substances 0.000 description 6
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 5
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000007127 saponification reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- 229920000297 Rayon Polymers 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000002964 rayon Substances 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- -1 low molecular weight Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 1
- 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
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 241000396377 Tranes Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000009993 causticizing Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000003077 lignite Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000005517 mercerization Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000005608 naphthenic acid group Chemical group 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000011022 opal Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229940095696 soap product Drugs 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
- D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
- D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Paper (AREA)
Description
Es wurde nun gefunden, daß man äußerst wirksame 15 : It has now been found that extremely effective 15 :
Netzmittel für Merzerisier- und Laugierbäder erhalten „Wetting agents for mercerising and caustic baths received "
kann, wenn man in höhermolekulare aliphatische odercan, if you are in higher molecular weight aliphatic or
cycloaliphatische Kohlenwasserstoffe mehr als eine Sulfon- schiedene an sich bekannte Weise vorgenommen werden,
säuregruppe pro Molekül einführt, so daß Di- und Poly- etwa durch Halogenierung mittels Chlor oder Brom und
sulfonsäuren entstehen. Es ist dabei nicht erforderlich, 20 Austausch der Halogenatome gegen Sulfogruppen, z. B.
daß die gewonnenen Produkte ausschließlich Di- und mittels schwefligsaurer Alkalien in bekannter Weise.
Polysulfonsäuren enthalten. Dank der Fähigkeit dieser, Ferner kann man entsprechende Alkylhalogenide, insfür
Monosulfonsäuren als-Lösungsvermittler in Merzeri- besondere Bromide, durch Umsetzung mit Schwefelsier-
oder Laugierbädern zu wirken, können im Gemisch wasserstoff bzw.. ^Alkalisulfiden in Mercaptane überauch
mehr oder minder große Mengen Monosulfonsäuren 25 führen und diese!, beispielsweise mit Salpetersäure, zu
enthalten sein, wobei die für sich allein unwirksamen — da den Sulfonsäuren oxydieren. Besonders vorteilhaft geunlöslichen—Monosulfonsäuren
wesentlich zur Steigerung staltet sich die direkte Einführung von Sulfogruppen in
des Netzvermögens beitragen. Schon Gemische mit etwa gesättigte Kohlenwasserstoffe der genannten Art, z. B.
20 % Disulfonsäuren und 80 °/0 Monosulfonsäuren etwa durch Behandlung mit Oleum oder Chlorsulfonsäure,
gleicher Kettenlänge zeigen gute Laugenlöslichkeit und 3° oder nach den bekannten Verfahren der SuIfο Chlorierung
vorzügliche oberflächenaktive Wirksamkeit. Im allge- oder Sulfoxidation, d. h. durch gleichzeitige Einwirkung
meinen wird man jedoch einem höheren Anteil an Di-
und Polysulfonsäuren, beispielsweise 30 bis 50°/0 und
darüber, den Vorzug geben. Derartige Sulfonsäuregemische können technisch nach bekannten Verfahren auf 35 Ausmaß der Sulfochlorierung oder Sulfoxydation so
einfache. Weise gewonnen werden. ,viele Sulfogruppen je Kohlenwasserstoffmolekül einzu-Cycloaliphatic hydrocarbons are carried out in more than one sulfonic manner known per se, introducing acid groups per molecule, so that di- and poly- are formed, for example, by halogenation by means of chlorine or bromine and sulfonic acids. It is not necessary to replace the halogen atoms with sulfo groups, e.g. B. that the products obtained exclusively by means of di- and sulphurous alkalis in a known manner. Contains polysulfonic acids. Thanks to the ability of these, one can also use corresponding alkyl halides, insfür monosulphonic acids as solubilizers in merceri special bromides, to act by reaction with sulfurizing or caustic baths, hydrogen or alkali sulphides in mercaptans can be mixed with more or less large amounts of monosulphonic acids 25 lead and this !, for example with nitric acid, to be included, whereby the ineffective alone - because the sulfonic acids oxidize. The direct introduction of sulfo groups into the wetting capacity is particularly beneficial for insoluble monosulfonic acids. Even mixtures with approximately saturated hydrocarbons of the type mentioned, z. B. 20% disulfonic acids and 80 ° / 0 monosulfonic acids, for example by treatment with oleum or chlorosulfonic acid, of the same chain length show good alkali solubility and 3 ° or excellent surface-active effectiveness according to the known processes of sulfo chlorination. In general or sulphoxidation, ie by simultaneous action, one will however mean a higher proportion of di-
and polysulfonic acids, for example 30 to 50 ° / 0 and
about giving preference. Such sulfonic acid mixtures can technically by known methods to the extent of sulfochlorination or sulfoxidation so easily. Way to be won. to include many sulfo groups per hydrocarbon molecule
AIs Ausgangsstoffe eignen sich aliphatische oder cycloaliphatische Kohlenwasserstoffe mit etwa 10 bis 20 C-Atomen oder deren Gemische oder Fraktionen, wie man sieAliphatic or cycloaliphatic are suitable as starting materials Hydrocarbons with about 10 to 20 carbon atoms or their mixtures or fractions, how to get them
z. B. aus Erdölen, Erdölkrackprodukten, den Hydrie- 40 mit alkalischen Mitteln, insbesondere Alkalilaugen, rungsprodukten der Stein- oder Braunkohle oder deren Ammoniak oder Aminen, sind deren wasserlösliche Salze Schwelteeren u. dgl. durch Destillation erhalten kann. leicht erhältlich. Sofern die Verseifungsprodukte noch Sofern derartige Gemische aromatische Kohlenwasser- Anteile unveränderter Kohlenwasserstoffe enthalten, ist stoffe enthalten, ist es zweckmäßig, diese nach bekannten " es zweckmäßig, diese ganz oder teilweise zu entfernen. Verfahren, z. B. durcK Behandlung mit Aluminium- 45 Vielfach scheiden sie sich bereits freiwillig aus dem Verchlorid, Schwefelsäure, Qleum u. dgl., zu entfernen oder seifungsprodukt als unlösliche Schicht ab, die abgezogen durch kätalytische Hydrierung in cycloaliphatische werden kann. Zur Förderung "einer solchen Schichten-Kohlenwasserstoffe überzuführen. Besonders geeignet bildung ist es mitunter zweckmäßig, dem wäßrigen Versind synthetische, rein aliphatische Kohlenwasserstoffe seifungsgemisch niedrigmolekulare, wasserlösliche Löder genannten Kettenlänge, wie sie z. B. aus den Produk- 5° sungsmittel, wie Methanol, Äthanol, Aceton od. dgl., ten der Kohlenoxydhydrierung nach Fischer-Tropsch zuzusetzen, die nach Abtrennung der Kohlenwasserstoffdurch Destillation und gegebenenfalls nachfolgende schicht aus der Lösung der sulfonsäuren Salze abdestilhert Hydrierung erhältlich sind. und wieder verwendet werden können. Auch das einfachez. B. from petroleum, petroleum cracked products, the hydration 40 with alkaline agents, in particular alkaline solutions, The products of coal or lignite or their ammonia or amines are their water-soluble salts Can be obtained by distillation. easily available. Unless the saponification products are still If such mixtures contain aromatic hydrocarbons fractions of unchanged hydrocarbons, is contain substances, it is advisable to "remove them" in whole or in part. Procedure, e.g. B. by treatment with aluminum 45 In many cases they are voluntarily separated from the chloride, Sulfuric acid, Qleum and the like, remove or soap product as an insoluble layer, which is peeled off can be converted into cycloaliphatic by catalytic hydrogenation. To promote "such a stratified hydrocarbons convict. Particularly suitable education, it is sometimes useful to use the aqueous Versind synthetic, purely aliphatic hydrocarbons, mixed with soap, low molecular weight, water-soluble solvents called chain length, as z. B. from the product 5 ° solvents such as methanol, ethanol, acetone or the like., ten to add the carbohydrate hydrogenation according to Fischer-Tropsch, which after separation of the hydrocarbons by Distillation and, if appropriate, subsequent layer are removed by distillation from the solution of the sulfonic acid salts Hydrogenation are available. and can be used again. Even the simple one
Die Einführung der Sulfogruppen kann auf ver- Vermischen von Di- - und bzw. oder PolysulfonsäurenThe introduction of the sulfo groups can be based on mixing di- and / or polysulfonic acids
von gasförmigem SO2 und Cl2 oder von SO2 und O2, zweckmäßig unter Bestrahlen mit kurzwelligem Licht. Man hat es nach diesem Verfahren in der Hand, durch dasof gaseous SO 2 and Cl 2 or of SO 2 and O 2 , expediently under irradiation with short-wave light. According to this procedure, you have it in your hand, through the
führen, daß das Verhältnis von Di- und Polysulfonsäuren zu Monosulfonsäuren beliebig variiert werden kann. Durch Verseifung der Sulfochloride bzw. Sulfonsäurenlead to the fact that the ratio of di- and polysulfonic acids to monosulfonic acids can be varied as desired. By saponification of the sulfochlorides or sulfonic acids
10 I 15 I 20 I 25Caustic soda, ο Βέ
10 I 15 I 20 I 25
52opal
52
46clear
46
51clear
51
i° Netzzeit,
Sekunden solution
i ° network time,
Seconds
trübe
56weak
cloudy
56
98clear
98
höhermolekularer Kohlenwasserstoffe bzw. der Salze 2,5 cm Durchmesser zum Untersinken zu bringen. Die
dieser mit den Monosulfonsäuren dieser Kohlenwasser- Messungen beziehen sich auf eine Konzentration von
stoffe oder ihren Salzen liefert vorzüglich wirksame Netz- 10 g Substanz pro Liter Lauge,
mittel für Merzerisier- und Laugierbäder.to bring higher molecular hydrocarbons or salts 2.5 cm in diameter to sink below. These with the monosulphonic acids of these hydrocarbon measurements relate to a concentration of substances or their salts provides an extremely effective net 10 g of substance per liter of lye,
agent for mercerising and caustic baths.
Die so erhältlichen Netzmittel sind überraschenderweise sowohl in Alkalilaugen geringer bis mittlerer Konzentration
(etwa in Natronlauge zwischen 5 und 15° Be)
als auch in hochkonzentrierten Laugen (Natronlauge bis
zu 35° Be und darüber), wie man sie z. B. zum Laugieren
oder Merzerisieren von Baumwolle-, Kunstseide-, ZeIlwoll-
oder Mischgeweben verwendet, klar bis leicht trübe
löslich und verleihen den Bädern ein ausgezeichnetes
Netzvermögen. Werden die nicht sulfierten Anteile vollständig, z. B.The wetting agents obtainable in this way are surprisingly effective in both low to medium concentration alkali solutions (e.g. in caustic soda between 5 and 15 ° Be)
as well as in highly concentrated alkalis (caustic soda up to
to 35 ° Be and above), how to use them e.g. B. for causticizing
or mercerising of cotton, rayon, zeIlwoll- or blended fabrics, clear to slightly cloudy
soluble and give the baths an excellent
Network capacity. If the non-sulfated portions are completely, z. B.
Zur Verbesserung ihrer Eigenschaften kann man den durch Ausblasen mit Wasserdampf, entfernt, so ist das
Produkten weitere oberflächenaktive Substanzen, Merze- 15 Endprodukt auch in Natronlauge geringerer Konzenträrisier-
oder Schaumbekämpfungsmittel beimischen. Als tion klar löslich,
erstere kommen z. B. Netzmittel, wie alkylbenzol- bzw. -o · \ \ 0 To improve its properties, it can be removed by blowing it out with steam, so that the product can be mixed with other surface-active substances, Merze final product, also in sodium hydroxide solution, with lower concentrating or anti-foaming agents. Clearly soluble as a tion,
the former come e.g. B. wetting agents such as alkylbenzene or -o · \ \ 0
alkyrnaphthalinsulfonsaure Salze, Äthylenoxyd-Kondensationsprodukte, Fettalkoholsulfonate, Alkyldisulfimide, Eine zwischen 230 und 275° siedende Fraktion eines sulfaminsaure Salze u. a. m., in Betracht. Auch diese 20 Bruchsaler Erdöls wird zweimal mit je 20°/0 seines GeSubstanzen können mittels der di- und polysulfonsäuren wichts an Oleum (20°/0ig) mehrere Stunden ausgerührt Salze laugenlöslich gemacht werden. Als weitere mit- und über Bleicherde nitriert. 100 Teile davon werden wie zuverwendende Merzerisier- bzw. Schaumverhütungs- im Beispiel 1 sulfochloriert, bis die Gewichtszunahme mittel seien z. B. genannt: Phenole, Kresole, Cyclo- 54% beträgt. Das SuIfochlorierungsprodukt mit der Verhexanol, Butanol, Äthylhexanol, Isobutylölfraktionen 25 seifungszahl 387 und einem Gehalt von rund 30 °/0 Di- bzw. ihre Sulfonierungsprodukte, ferner sulfonierte Öle sulfochloriden wird mit 175 Teilen 25°/0iger Natronlaugealkyrnaphthalenesulfonic acid salts, ethylene oxide condensation products, fatty alcohol sulfonates, alkyl disulfimides, a fraction of a sulfamic acid salt boiling between 230 and 275 °, etc., into consideration. These 20 Bruchsal oil is with 20 ° / 0 of its GeSubstanzen can be made twice salts laugenlöslich using the di- and polysulfonic Klobuk of oleum (20 ° / 0 solution) for several hours stirred. As further nitrated with and over fuller's earth. 100 parts of it are sulfochlorinated as to be used mercerization or foam prevention in Example 1 until the weight gain is medium z. B. named: phenols, cresols, cyclo- 54%. The SuIfochlorierungsprodukt with the Verhexanol, butanol, ethylhexanol, Isobutylölfraktionen saponification index 25 387 and a content of around 30 ° / 0 di- and their sulfonation is sulfochlorides further sulfonated oils with 175 parts of 25 ° / 0 sodium hydroxide solution
verseift. Nach Zugabe von 20 Teilen Methanol scheiden sich 22 Teile Unverseifbares als ölige Schicht aus, die abgetrennt wird. Nunmehr wird das Methanol abdestil-30 liert, das Produkt bis auf einen Wassergehalt von 30% eingedampft und vom ausgeschiedenen Kochsalz abgetrennt. Der Rückstand, 215 Teile, wird mit 10 Teilen Beispiel 1 eines gemäß Patentschrift 869 797, Beispiel 1, erhältlichensaponified. After the addition of 20 parts of methanol, 22 parts of unsaponifiable material separate out as an oily layer is separated. The methanol is now distilled off liert, the product evaporated to a water content of 30% and separated from the precipitated salt. The residue, 215 parts, is obtained with 10 parts of Example 1 according to Patent 869,797, Example 1
Natriumalkylsulfimids vermischt. Man erhält eine viskoseSodium alkyl sulfimide mixed. A viscous one is obtained
Eine zwischen 250 und 320° siedende Fraktion 35 Flüssigkeit, die sich in Natronlaugen bis zu 35° Βέ klar eines aliphatischen Kohlenwasserstoff gemisches, erhältlich löst und sich vorzüglich als Netzmittel zum LaugierenA fraction boiling between 250 and 320 ° 35 liquid, which is clear in caustic soda up to 35 ° Βέ an aliphatic hydrocarbon mixture, obtainable dissolves and is excellent as a wetting agent for leaching
von Zellwolle oder Baumwolle-Zellwolle-Mischgeweben sowie zum Merzerisieren von Baumwolle eignet.of rayon or cotton-rayon blended fabrics as well as for mercerising cotton.
oder Trane, Naphthensäuren u. a. m. Welche Mengen hierbei anzuwenden sind, läßt sich durch Vorversuche leicht ermitteln und richtet sich nach dem gewünschten Verwendungszweck.or trane, naphthenic acids and others. m. Which amounts are to be used here can be determined by preliminary tests easy to determine and depends on the intended use.
Die in den nachfolgenden Beispielen angegebenen Teile sind Gewichtsteile.The parts given in the following examples are parts by weight.
durch Kohlenoxydhydrierung nach Fischer-Tropsch, wird an einem Nickelkatalysator bei 200° unter einem Druck von 200 atü so lange hydriert, bis die Jodzahl verschwunden ist. 100 Teile dieses Produktes werden unter Bestrahlen mit einer Quecksilberdampflampe innerhalb von 5 bis 6 Stunden mit einem Gemisch von 1 Volumen Chlorgas und 1,2 Volumen SO2-GaS in bekannter Weise sulfochloriert, bis die Gewichtszunahme 70°/0 beträgt. Dieses Produkt mit 18,0 % Schwefelgehalt und 23,2 % Gesamtchlorgehalt hat die Verseifungszahl 431 und enthält neben Monosulfochloriden und etwas chlorhaltigen Kohlenwasserstoffen etwa 50°/0 Di- bzw. Polysulfochloride. Es wird mit 275 Teilen 20°/0iger wäßriger Natronlauge unter Erwärmen verseift, worauf sich 17 Teile Kohlenwasserstoffe als Öl abscheiden, die abgetrennt werden. Nunmehr wird die Hauptmenge des Wassers unter Rühren verdampft und der Rückstand, etwa 250 Teile einer viskosen bräunlichen Flüssigkeit mit etwa 20% Wassergehalt, von ausgeschiedenem Kochsalz abfiltriert. by hydrogenation of carbohydrates according to Fischer-Tropsch, hydrogenation is carried out on a nickel catalyst at 200 ° under a pressure of 200 atmospheres until the iodine number has disappeared. 100 parts of this product are sulfochlorinated in a known manner while irradiating with a mercury vapor lamp with a mixture of 1 volume of chlorine gas and 1.2 volumes of SO 2 gas until the increase in weight is 70 ° / 0 . This product with 18.0% sulfur and 23.2% total chlorine content has the saponification number 431, and contains, in addition Monosulfochloriden and some chlorinated hydrocarbons about 50 ° / 0 di- or polysulfochlorides. It will ° / 0 aqueous sodium hydroxide solution saponified by heating with 275 parts of 20 to 17 parts whereupon hydrocarbons deposited as oil, which are separated. The majority of the water is now evaporated with stirring and the residue, about 250 parts of a viscous brownish liquid with about 20% water content, is filtered off from the precipitated common salt.
Das Produkt wurde mit Wasser auf einen Gehalt an 60% salzfreier Trockensubstanz eingestellt und der Prüfung seiner Löslichkeit und seines Netzvermögens in Natronlaugen verschiedener Konzentration unterworfen. Zur Bewertung des Netzvermögens wurde die Zeit gemessen, die erforderlich ist, um ein unter die Oberfläche gebrachtes rundes Rohbaumwolläppchen vonThe product was adjusted to a content of 60% salt-free dry matter with water and the Subject to testing of its solubility and its wetting properties in sodium hydroxide solutions of various concentrations. To evaluate the wetting ability, the time required to get below the surface was measured brought round raw cotton rag from
Claims (1)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB26756A DE1014067B (en) | 1953-07-29 | 1953-07-29 | Wetting agent for mercerising and caustic baths |
| FR1105089D FR1105089A (en) | 1953-07-29 | 1954-07-21 | Process for the production of wetting agents by alkaline baths |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB26756A DE1014067B (en) | 1953-07-29 | 1953-07-29 | Wetting agent for mercerising and caustic baths |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1014067B true DE1014067B (en) | 1957-08-22 |
Family
ID=6962129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB26756A Pending DE1014067B (en) | 1953-07-29 | 1953-07-29 | Wetting agent for mercerising and caustic baths |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1014067B (en) |
| FR (1) | FR1105089A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3346578A1 (en) * | 1983-12-23 | 1985-07-18 | Sandoz-Patent-GmbH, 7850 Lörrach | Composition and process for the single-bath single-stage alkaline pretreatment of cellulose-containing textile materials |
| EP0729500B1 (en) * | 1992-05-18 | 2002-09-18 | Oy Faintend Ltd | Process for the preparation of mixtures comprising tenside |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE539551C (en) * | 1928-09-30 | 1931-12-02 | Oranienburger Chem Fab Akt Ges | Process for the production of high molecular weight water-soluble sulfonic acids or salts thereof suitable as cleaning, emulsifying and wetting agents |
| DE656730C (en) * | 1927-03-10 | 1938-02-14 | Oranienburger Chem Fab Akt Ges | Fiber protectants |
| US2174509A (en) * | 1939-09-26 | Cyclohexane sulphonyl chlorides | ||
| US2213360A (en) * | 1940-09-03 | Chemical process and composition | ||
| DE715323C (en) * | 1939-09-23 | 1941-12-19 | Ig Farbenindustrie Ag | Separation procedure |
| DE717680C (en) * | 1938-05-07 | 1942-02-19 | Ig Farbenindustrie Ag | Process for the preparation of aliphatic sulfonic acid halides |
| DE735096C (en) * | 1940-12-09 | 1943-05-06 | Ig Farbenindustrie Ag | Process for the production of sulphonic acids |
| DE855556C (en) * | 1951-07-17 | 1952-11-13 | Imhausen & Co G M B H | Process for the saponification of hydrocarbon sulfochlorides |
-
1953
- 1953-07-29 DE DEB26756A patent/DE1014067B/en active Pending
-
1954
- 1954-07-21 FR FR1105089D patent/FR1105089A/en not_active Expired
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2174509A (en) * | 1939-09-26 | Cyclohexane sulphonyl chlorides | ||
| US2213360A (en) * | 1940-09-03 | Chemical process and composition | ||
| DE656730C (en) * | 1927-03-10 | 1938-02-14 | Oranienburger Chem Fab Akt Ges | Fiber protectants |
| DE539551C (en) * | 1928-09-30 | 1931-12-02 | Oranienburger Chem Fab Akt Ges | Process for the production of high molecular weight water-soluble sulfonic acids or salts thereof suitable as cleaning, emulsifying and wetting agents |
| DE717680C (en) * | 1938-05-07 | 1942-02-19 | Ig Farbenindustrie Ag | Process for the preparation of aliphatic sulfonic acid halides |
| DE715323C (en) * | 1939-09-23 | 1941-12-19 | Ig Farbenindustrie Ag | Separation procedure |
| DE735096C (en) * | 1940-12-09 | 1943-05-06 | Ig Farbenindustrie Ag | Process for the production of sulphonic acids |
| DE855556C (en) * | 1951-07-17 | 1952-11-13 | Imhausen & Co G M B H | Process for the saponification of hydrocarbon sulfochlorides |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3346578A1 (en) * | 1983-12-23 | 1985-07-18 | Sandoz-Patent-GmbH, 7850 Lörrach | Composition and process for the single-bath single-stage alkaline pretreatment of cellulose-containing textile materials |
| EP0729500B1 (en) * | 1992-05-18 | 2002-09-18 | Oy Faintend Ltd | Process for the preparation of mixtures comprising tenside |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1105089A (en) | 1955-11-28 |
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