CH133094A - Process for the preparation of a highly foaming condensation product of beta-naphthalene sulfonic acid which is readily soluble in water. - Google Patents
Process for the preparation of a highly foaming condensation product of beta-naphthalene sulfonic acid which is readily soluble in water.Info
- Publication number
- CH133094A CH133094A CH133094DA CH133094A CH 133094 A CH133094 A CH 133094A CH 133094D A CH133094D A CH 133094DA CH 133094 A CH133094 A CH 133094A
- Authority
- CH
- Switzerland
- Prior art keywords
- butylene
- naphthalene
- water
- condensation product
- sulfonic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 13
- 239000007859 condensation product Substances 0.000 title claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 9
- 238000005187 foaming Methods 0.000 title claims description 5
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 16
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 4
- 239000012670 alkaline solution Substances 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- 238000009736 wetting Methods 0.000 claims description 3
- 230000001419 dependent effect Effects 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 239000010985 leather Substances 0.000 description 3
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000013527 degreasing agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- -1 felt Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines in Wasser leicht löslichen, stark schäumenden Kondensationsproduktes der Beta-Naphtalinsulfosäure. Die Erfindung betrifft ein Verfahren zur Darstellung eines in Wasser leicht löslichen, stark schäumenden Kondensationsproduktes der Beta-Naphtalirrsulfosäure von hohem Netz vermögen, das die erwähnten Eigenschaften in saurer, neutraler und alkalischer Lösung aufweist, nach welchem man Naphtalin, ein Sulfiernngsmittel und Butylen in Gegenwart eines Kondensationsmittels aufeinander ein wirken lässt.
Das erhaltene Kondensations produkt besitzt ein hohes Dispergiervermögen und darüber, hinausgehend die Fähigkeit, an sich in Wasser unlösliche Stoffe in vielen Fällen sogar in klare wässerige Lösung über zuführen.
Man kann zum Beispiel so verfahren, dass man das Naphtalin zuerst sulfiert und danach die erhaltene Naphtalinsulfosäur-e mit Butylen in Gegenwart von Kondensationsmitteln be handelt, doch ist es in manchen Fälle auch zweckmässig, das Naphtalin zuerst mit Bu- tylen in Gegenwart von Kondensationsmitteln zu behandeln und gleichzeitig oder danach zu sulfieren.
Als Kondensationsmittel sind beispiels weise Schwefelsäure, Aluminiumchlorid etc. geeignet. Man lässt die Kondensation zweck mässig bei Temperaturen unter<B>1000</B> vor sich gehen. In manchen Fällen ist es von Vorteil, die Behandlung mit Butylen unter erhöhtem Druck erfolgen zu lassen.
Das erhaltene Kondensationsprodukt ist in Wasser leicht löslich, schäumt stark und besitzt ein hohes Netzvermögen. Die genannten Eigenschaften hat dieses Produkt in saurer sowohl als neutraler oder alkalischer Lösung, so dass seine wässerige Lösung eine hoch gradige Unempfindlichkeit gegenüber elektro- lythaltigen Flüssigkeiten aufweist. Diese Eigenschaft begünstigt seine technische An wendbarkeit in hohem Grade.
Das erhaltene Produkt kann als freie Säure bezw. als Salz eine sehr vielseitige Anwendung in Technik und Industrie finden Seine hervorstechendste Eigenschaft ist, dass es die Oberflächenspannung wässeriger Lösun gen sehr stark herabsetzt. Hierauf ist als praktische Folgerung .zurückzuführen, dass es ein über dasjenige gewöhnlicher Seifen weit hinausgehendes, auch in sauren Flüssigkeiten unverändertes Schaumvermögen besitzt,-ferner- hin ein ausserordentliches Emulgiervermögen aufweist.
Das letztere äussert es, wie Ver suche zeigten, gegenüber allen an sich wasser unlöslichen Flüssigkeiten und festen Stoffen, wie Mineralölen, Paraffin, Fetten, Harzen, Terpenen, aromatischen Kohlenwasserstoffen und dergleichen, so dass es zum Beispiel bei jeder Art von Wasch- und Reinigungspro zessen wertvolle Dienste leistet.
Darüber hinausgehend besitzt das beschriebene Kon densationsprodukt die Fähigkeit, an sich wasserunlösliche Stoffe in vielen Fällen sogar in klare wässerige Lösungen zu überführen, welche ihrerseits bei weiterer Verdünnung mit Wasser hochdisperse, untrennbare Emul sionen liefern, so dass es mit seiner Hilfe möglich ist, derartige als Fettlöser besonders in der Textilindustrie gebräuchliche Lösungs mittel bei technischen Wasch- und Reinigungs prozessen zur Mitanwendung zu bringen.
Ferner gewinnen alle Textil- und andern Faserstoffe, wie Filze, Leder, Pappen, Papiere und dergleichen, wie weitere Versuche ergaben, wenn sie mit Lösungen des genannten Kon densationsproduktes imprägniert werden, ein bedeutend erhöhtes Aufsaugevermögen und eine gesteigerte Netzbarkeit. Die letztere Eigenschaft kennzeichnet das neue Produkt auch in verdünnter wässerige Lösung für sich oder auch in Kombination mit den vor genannten, an sich wasserunlöslichen Fett lösern als spezifisches Netzmittel für die gesamte Textil-, Papier- und Lederindustrie.
Seine bereits angeführte Beständigkeit in sauren und elektrolythaltigen Flüssigkeiten gestattet insbesondere, das Produkt auch als Netzmittel bei der Karbonisation der Wolle oder beim Färben in sauren Farbflotten und bei allen in sauren Medien vor sich gehenden Prozessen der Textil- und Lederindustrie zu benutzen. .Aus führur@qsbeispiel Dran führt 128 Teile Naphtalin durch Behandeln mit konzentrierter Schwefelsäure bei<B>500</B> C in Beta-Naphtalinsulfosäure über, gibt weitere 200 Teile Schwefelsäure zu und leitet 112 Teile Butylengas bei Temperaturen zwischen 50 und<B>100'</B> ein.
Nach beendeter Reaktion trennt sich die Masse, eventuell nach Zusatz kleiner Mengen Wasser, in zwei Schichten, von denen die obere das Kondensa tionsprodukt enthält und entweder als solche oder nach der Neutralisation mit Laugen ver wendet werden kann. Man kann das Reak tionsprodukt auch so aufarbeiten, dass man entweder die ganze Masse oder auch nur die obere Schicht mit Kalk behandelt und das Kalksalz der Sulfosäure mit Soda in deren Na-Salz überführt.
Process for the preparation of a highly foaming condensation product of beta-naphthalene sulfonic acid which is readily soluble in water. The invention relates to a process for the preparation of a highly foaming condensation product of beta-naphthalene sulfonic acid of high net capacity, which is easily soluble in water and which has the properties mentioned in acidic, neutral and alkaline solution, after which naphthalene, a sulfonating agent and butylene in the presence of a Condensation agent can act on each other.
The condensation product obtained has a high level of dispersibility and, in addition, the ability to transfer substances which are insoluble in water in many cases even into clear aqueous solutions.
One can, for example, proceed in such a way that the naphthalene is sulfated first and then the naphthalene sulfonic acid obtained is treated with butylene in the presence of condensing agents, but in some cases it is also expedient to first add the naphthalene with butylene in the presence of condensing agents treat and sulfate at the same time or afterwards.
As a condensing agent example, sulfuric acid, aluminum chloride, etc. are suitable. The condensation is expediently allowed to proceed at temperatures below <B> 1000 </B>. In some cases it is advantageous to allow the treatment with butylene to take place under increased pressure.
The condensation product obtained is easily soluble in water, foams strongly and has high wetting properties. This product has the properties mentioned in an acidic as well as a neutral or alkaline solution, so that its aqueous solution is highly insensitive to liquids containing electrolyte. This property greatly favors its technical applicability.
The product obtained can bezw as the free acid. As salt, it has a very versatile application in technology and industry. Its most striking property is that it greatly reduces the surface tension of aqueous solutions. As a practical consequence, it can be traced back to the fact that it has a foaming power which goes far beyond that of ordinary soaps and is unchanged even in acidic liquids, and also has an extraordinary emulsifying power.
The latter expresses it, as tests have shown, in relation to all water-insoluble liquids and solid substances, such as mineral oils, paraffin, fats, resins, terpenes, aromatic hydrocarbons and the like, so that it can be used, for example, in every type of washing and cleaning process processes provides valuable services.
In addition, the condensation product described has the ability to transfer water-insoluble substances in many cases even into clear aqueous solutions, which in turn deliver highly disperse, inseparable emulsions upon further dilution with water, so that it is possible with its help to identify such as To bring degreaser, especially common solvents in the textile industry, to use in technical washing and cleaning processes.
Furthermore, all textiles and other fibrous materials such as felt, leather, cardboard, paper and the like, as further tests have shown, when impregnated with solutions of the aforementioned condensation product, have a significantly increased absorption capacity and increased wetting properties. The latter property also characterizes the new product in dilute aqueous solution on its own or in combination with the aforementioned, water-insoluble fat solvents as a specific wetting agent for the entire textile, paper and leather industry.
Its resistance to acidic and electrolyte-containing liquids, as already mentioned, allows the product to be used as a wetting agent in the carbonization of wool or when dyeing in acidic dye liquors and in all processes in the textile and leather industry that take place in acidic media. .Example on it converts 128 parts of naphthalene by treatment with concentrated sulfuric acid at <B> 500 </B> C in beta-naphthalene sulfonic acid, adds another 200 parts of sulfuric acid and passes 112 parts of butylene gas at temperatures between 50 and <B> 100 'a.
After the reaction has ended, the mass separates into two layers, possibly after adding small amounts of water, of which the upper one contains the condensation product and can be used either as such or after neutralization with alkalis. The reaction product can also be worked up in such a way that either the whole mass or only the upper layer is treated with lime and the lime salt of the sulfonic acid is converted into its Na salt with soda.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE133094X | 1925-12-31 | ||
| CH127252T | 1926-12-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH133094A true CH133094A (en) | 1929-05-15 |
Family
ID=25710792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH133094D CH133094A (en) | 1925-12-31 | 1926-12-27 | Process for the preparation of a highly foaming condensation product of beta-naphthalene sulfonic acid which is readily soluble in water. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH133094A (en) |
-
1926
- 1926-12-27 CH CH133094D patent/CH133094A/en unknown
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