DE699655C - Wetting agent for mercerising liquors - Google Patents
Wetting agent for mercerising liquorsInfo
- Publication number
- DE699655C DE699655C DE1933G0085825 DEG0085825D DE699655C DE 699655 C DE699655 C DE 699655C DE 1933G0085825 DE1933G0085825 DE 1933G0085825 DE G0085825 D DEG0085825 D DE G0085825D DE 699655 C DE699655 C DE 699655C
- Authority
- DE
- Germany
- Prior art keywords
- alcohols
- sulfuric acid
- acid esters
- mercerising
- liquors
- 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
- 238000009992 mercerising Methods 0.000 title claims description 6
- 239000000080 wetting agent Substances 0.000 title claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 10
- 150000002989 phenols Chemical class 0.000 claims description 8
- -1 heterocyclic Alcohols Chemical class 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 150000004665 fatty acids Chemical class 0.000 claims description 3
- 239000010685 fatty oil Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 238000006277 sulfonation reaction Methods 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 3
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229940116411 terpineol Drugs 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 2
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 150000001875 compounds Chemical class 0.000 description 2
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 229940041616 menthol Drugs 0.000 description 2
- 238000005517 mercerization Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
- IAZFBDCXIGRJLS-UHFFFAOYSA-N 1,3-dioxo-2-benzofuran-4-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC2=C1C(=O)OC2=O IAZFBDCXIGRJLS-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- JCYHHICXJAGYEL-UHFFFAOYSA-N 3-butoxypropane-1,2-diol Chemical compound CCCCOCC(O)CO JCYHHICXJAGYEL-UHFFFAOYSA-N 0.000 description 1
- WADQOGCINABPRT-UHFFFAOYSA-N 3-chloro-2-methylphenol Chemical class CC1=C(O)C=CC=C1Cl WADQOGCINABPRT-UHFFFAOYSA-N 0.000 description 1
- VRUFTFZZSSSPML-UHFFFAOYSA-N 3-hydroxyoxolane-2-carbaldehyde Chemical compound OC1CCOC1C=O VRUFTFZZSSSPML-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- 125000001931 aliphatic group Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 229940116229 borneol Drugs 0.000 description 1
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000010665 pine oil Substances 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
Classifications
-
- 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
-
- 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
- D06M13/10—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 oxygen
- D06M13/152—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 oxygen having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Es wurde gefunden, daß die sauren Schwefelsäureester von hydroaromatischen
oder heterocyclischen Alkoholen oder deren Salze -ausgezeichnete Netzmittel für Mercerisierlaugen
darstellen. Diese Schwefelsäureester oder deren Salze können allein oder
zusammen mit bekannten Mercerisierlaugenzusatzmitteln, wie insbesondere Phenolen oder
alkalibeständigen Sulfonierungsprodukten von höheren Fettsäuren bzw. fetten Ölen, verwendet
werden. Es können auch Gemische derartiger Zusätze verwendet werden. Die angeführten sauren Schwefelsäureester verleihen
Mercerisierlaugen eine Netzfähigkeit, die es ermöglicht, rohe, nicht abgekochte Baumwolle unmittelbar zu mercerisienen.
, Als Netzmittel eignen sich erfindungsgemäß beispielsweise die sauren Schwefelsäureester,
die sich von Cyclohexanol oder dessen Homo-It has been found that the acid sulfuric acid esters of hydroaromatic or heterocyclic alcohols or their salts are excellent wetting agents for mercerising liquors. These sulfuric acid esters or their salts can be used alone or together with known mercerizing liquor additives, such as in particular phenols or alkali-resistant sulfonation products of higher fatty acids or fatty oils. Mixtures of such additives can also be used. The acidic sulfuric acid esters listed give mercerising liquors a wetting ability which enables raw, uncooked cotton to be mercerised immediately.
According to the invention, for example, the acidic sulfuric acid esters, which are derived from cyclohexanol or its homo-
ao logen, ferner von Terpineol, Borneol, Menthol, Furfuralkohol oder von TetrahydrofurfuralkohoL ableiten. Auch Teerphenole, insbesondere Phenole der Tieftemperaturverkokung oder Phenole aus Vertikalretortenteer, liefern nach dem Hydrieren und Umwandeln in die sauren Schwefelsäureester der entsprechenden hydroaromatischen Alkohole geeignete Netzmittel für Mercerisierlaugen. In Betracht kommen ferner die sauren Schwefelsäureester von Naphthenalkoholen, die durch katalytische Hochdruckhydrierung oder mittels Natriums aus den zugehörigen Carbonsäuren bzw. Estern erhältlich sind.ao lied, also from terpineol, borneol, menthol, Furfural alcohol or derived from tetrahydrofurfural alcohol. Also tar phenols, especially phenols from low-temperature coking or phenols from vertical retort tar, after hydrogenation and conversion to the acid sulfuric acid esters of the corresponding hydroaromatic alcohols suitable wetting agents for mercerising liquors. The acid sulfuric acid esters of naphthenic alcohols, which are catalyzed by catalytic High pressure hydrogenation or by means of sodium from the associated carboxylic acids or Esters are available.
Gleichzeitig mit diesen Schwefelsäureestern ^können den Mercerisierlaugen laliphatische Alkohole, wie Äthyl-, Butyl- oder Amylalkohol, aliphatisch-aromatische Alkohole, wie Benzylalkohol, hydroaromatische Alkohole, wie Cyclohexanol, Methylcyclohexanol, Terpineol, Menthol oder Pineöl, heterocyclische Alkohole, wie Furfuralkohol oder Tetrahydrofurfur-· alkohol, KetoniaJkohole, wie Diacetonalkohol, Äther mehrwertiger Alkohole, wie Glykolmonobutyläther, Diäthylenglykolmonobutyläther oder Glycerinmonobutyläther, oder Phenole, Halogenphenole,- wie Chlorphenol oder Chlorkresole, oder alkalibeständige SuIf onierunigsprodukte von höheren Fettsäuren bzw. fetten Ölen zugesetzt werden. Derartige alkalibeständige sulfonierte Öle kann man beispielsweise durch Sulfonieren von Ricinusöl in Gegenwart von Sulfophthalsäureanhydrid gewinnen.Simultaneously with these sulfuric acid esters ^ The mercerising liquors can be laliphatic Alcohols such as ethyl, butyl or amyl alcohol, aliphatic-aromatic alcohols such as Benzyl alcohol, hydroaromatic alcohols such as cyclohexanol, methylcyclohexanol, terpineol, Menthol or pine oil, heterocyclic alcohols such as furfural alcohol or tetrahydrofurfur alcohol, ketonic alcohols such as diacetone alcohol, Ethers of polyhydric alcohols, such as glycol monobutyl ether, diethylene glycol monobutyl ether or glycerol monobutyl ether, or phenols, halophenols, - such as chlorophenol or chlorocresols, or alkali-resistant SuIf onierunigsprodukte of higher fatty acids or fatty oils are added. Such Alkali-resistant sulfonated oils can be prepared, for example, by sulfonating castor oil in the presence of sulfophthalic anhydride to win.
Es ist bereits bekannt, Merperisierlaugen saure Schwefelsäureester von aliphatischen Alkoholen, ferner Gemische aus PhenolenIt is already known to merperize acidic sulfuric acid esters of aliphatic Alcohols and mixtures of phenols
und hydrierten aromatischen Verbindungen, hydrierten Phenolen, aliphatischen und aromatischen Alkoholen oder Terp en verbindungen, wie Terpentinöl, Terpineol o. dgl., zuzusetzen. Die erfindungsgemäß zu verwenden-:* den sauren Schwefelsäureester zeichnen sich aber durch eine günstigere Wirkung aus.and hydrogenated aromatic compounds, hydrogenated phenols, aliphatic and aromatic alcohols or Terp en compounds such as turpentine, terpineol o. the like., to enforce. The acidic sulfuric acid esters to be used according to the invention are distinguished, however, by a more favorable effect.
Beispiel· ιExample · ι
to Man vermischt ι Gewichtsteil· methyleyclohexylschwefelsaures Natrium mit ι Gewichtsteil des nach Beispiel ι der Patentschrift 535 854 hergestellten sulfonierten Öls und setzt der zu verwendenden Mercerisierlauge je Liter 2,5 g des erhaltenen Gemisches zu. Auch unter Verwendung von nicht abgekochtem Rohgarn erzielt man eine schnelle Benetzung· der Ware und eine einwandfreie Mercerisation. Die Netzkraft der Mereerisierflotte bleibt auch nach längerem Stehen erhalten. Man kann die Benetzungsgeschwindigkeit noch etwas erhöhen, wenn man dem "beschriebenen Gemisch aus methylcyclohexylschwefelsaurem Natrium und sulfonierten! Öl 50/0 Methylcyclohexanol zusetzt.to One mixed ι part by weight · methyl cyclohexylsulfuric acid Sodium with ι part by weight of the example of the patent 535,854 produced sulfonated oil and adds 2.5 g of the mixture obtained to the mercerizing liquor to be used per liter. A quick one can also be achieved using raw yarn that has not been cooked Wetting of the goods and perfect mercerization. The network power of the merging fleet remains even after standing for a long time. One can adjust the wetting speed increase something if you follow the "described Mixture of methylcyclohexylsulfuric acid Sodium and sulfonated! Adding 50/0 methylcyclohexanol oil.
'Man vermischt 1 Gewichtsteil methylcyclohexylschwefelsaures Natrium mit 1 Gewichtsteil Rohkresol und versetzt die zu verwendende Mercerisierlauge mit 2,5%0 des erhaltenen Gemisches. Man erzielt eine ähnliche Wirkung wie nach Beispiel 1.'Compound, 1 part by weight of sodium methylcyclohexylschwefelsaures with 1 part by weight of crude cresol and mixed to be used, the mercerization 2.5% 0 of the resulting mixture. An effect similar to that of Example 1 is achieved.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH431662X | 1933-06-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE699655C true DE699655C (en) | 1940-12-04 |
Family
ID=4514962
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1933G0085825 Expired DE699655C (en) | 1933-06-20 | 1933-06-24 | Wetting agent for mercerising liquors |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE699655C (en) |
| FR (1) | FR774748A (en) |
| GB (1) | GB431662A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE955857C (en) * | 1954-02-04 | 1957-01-10 | Kurt Lindner Dr | Process for obtaining wetting active mercerising liquor |
-
1933
- 1933-06-24 DE DE1933G0085825 patent/DE699655C/en not_active Expired
-
1934
- 1934-06-19 GB GB18123/34A patent/GB431662A/en not_active Expired
- 1934-06-19 FR FR774748D patent/FR774748A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE955857C (en) * | 1954-02-04 | 1957-01-10 | Kurt Lindner Dr | Process for obtaining wetting active mercerising liquor |
Also Published As
| Publication number | Publication date |
|---|---|
| GB431662A (en) | 1935-07-12 |
| FR774748A (en) | 1934-12-12 |
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