AT155308B - Method for protecting wool, hair, fur, feathers, etc. like before moth damage. - Google Patents
Method for protecting wool, hair, fur, feathers, etc. like before moth damage.Info
- Publication number
- AT155308B AT155308B AT155308DA AT155308B AT 155308 B AT155308 B AT 155308B AT 155308D A AT155308D A AT 155308DA AT 155308 B AT155308 B AT 155308B
- Authority
- AT
- Austria
- Prior art keywords
- feathers
- fur
- hair
- wool
- atoms
- Prior art date
Links
- 210000003746 feather Anatomy 0.000 title claims description 6
- 210000002268 wool Anatomy 0.000 title claims description 6
- 210000004209 hair Anatomy 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 150000003457 sulfones Chemical class 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 238000007654 immersion Methods 0.000 claims 1
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 2
- -1 4-chloro-phenyl-sulfoacetic acid nitrile Chemical class 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 150000003462 sulfoxides Chemical class 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- GPAPPPVRLPGFEQ-UHFFFAOYSA-N 4,4'-dichlorodiphenyl sulfone Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 GPAPPPVRLPGFEQ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 125000005361 aryl sulfoxide group Chemical group 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- OKTFBRSELAROSR-UHFFFAOYSA-N benzenesulfonylbenzene methanol Chemical compound CO.C1(=CC=CC=C1)S(=O)(=O)C1=CC=CC=C1 OKTFBRSELAROSR-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Substances OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 125000004354 sulfur functional group Chemical group 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zum Schützen von Wolle, Haaren, Pelzwerk, Federn u. dgl. vor Mottenfrass.
Es wurde gefunden, dass halogensubstituierte Arylsulfon-oder Arylsulfoxydderivate, in denen die S02- oder SO-Gruppe auf der einen Seite an einen halogenierten Benzolkern, auf der andern Seite gebunden ist an R, SR oder SO, R, in denen R sein kann : Aryl, Aralkyl oder Alkyl, und wobei die unverzweigten oder verzweigten Aralkyl-oder die Alkylketten durch weitere Atome oder Atomgruppen, z. B.
Halogen, 0, S, SO, S02, NH, CO, NH-CO usw., substituiert bzw. unterbrochen sein können, in hervorragender Weise geeignet sind, Wolle, Haare, Federn, Pelzwerk u. dgl. dauernd vor Mottenfrass zu schützen.
Eine solche Wirkung dieser Schwefelderivate war keineswegs vorauszusehen, da bekanntlich der Eintritt von andern oxydierten Schwefelgruppen, wie die Sulfonsäuregruppe, in aromatischen Verbindungen ihre Giftigkeit stark herabsetzt oder ganz vernichtet. So wird das schon in kleinen Mengen giftige Martiusgelb (2. 4-Dinitro-1-naphthol) durch Überführung in die Sulfonsäure durchaus unschädlich gemacht, ein Beweis, dass die Sulfongruppe die giftige Nitrowirkung vollständig aufheben kann. Auch der Eintritt von andern, an sich indifferenten sauren Gruppen schwächt die physiologische Wirkung bedeutend oder hebt sie ganz auf.
Von den Verbindungen sind nachfolgend eine Anzahl erwähnt, von denen die meisten bekannt sind ; wo es sich um neue Verbindungen handelt, lassen sie sich nach bekannten Verfahren gewinnen : 4-4'- Dichlor-diphenylsulfoxyd ; 4-4'- Dichlor-diphenyl-sulfon ; 4-4'- Dibrom-diphenylsulfoxyd ;
EMI1.1
phenylsulfon-carbinol und seine Ester ; 3-Nitro-a-4'-chlorphenylsulfon-benzylalkohol ; 1- Thio-4-chlor- phenyl-4'-chlorbenzolsulfonsäureester (4-4'- Dichlor-diphenyl-disulfoxyd) ; 4-Chlor-phenyl-sulfoessigsäurenitril.
4-4'-Dichlor-diphenyl-disulfon ; 4-4'- Dichlor-diphenyl-disulfon-methan, Phenyl-2-2'-dichlor-diphe-
EMI1.2
Tri- (4-chlor-phenylsulfon)-methan usw.
Schon in sehr geringen Konzentrationen eignen sich die genannten Sulfone und Sulfoxyde in hervorragender Weise zum dauernden Schutz von Wolle, Haaren, Pelzwerk, Federn u. dgl. vor Mottenfrass. Für die Verwendung kommen hauptsächlich Lösungen in billigen organischen Lösungsmitteln, wie Kohlenwasserstoffe, Chlorkohlenwasserstoffe, Alkohole, Ketone usw., oder deren Gemische in Frage.
Die zu schützenden Stoffe können durch Bestreichen, Bespritzen oder Eintauchen imprägniert werden.
Ebenso kommen diese Sulfone und Sulfoxyde in Kombination mit andern, für gleiche Zwecke schon bekannten Bekämpfungs-und Vertreibungsmittel in Betracht.
Beispiel : Man löst 2 Teile 4-4'-Dichlor-diphenylsulfoxyd in 998 Teilen Alkohol, behandelt Pelze, Federn oder Wolle durch Tauchen, zentrifugiert und trocknet. Die so behandelte Ware ist mottenecht ; es genügen schon verdünnter Lösungen, z. B. l'/ooige, um einen sehr guten Schutz zu erzielen.
An Stelle von 4-4'- Dichlor-diphenylsulfoxyd können auch andre der genannten Verbindungen verwendet werden, z. B. 4-4'-Dichlor-diphenylsulfon oder 4-4'-3- Triehlor-diphenylsulfon.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Method for protecting wool, hair, fur, feathers and the like like before moth damage.
It has been found that halogen-substituted aryl sulfone or aryl sulfoxide derivatives in which the SO2 or SO group is bonded on one side to a halogenated benzene nucleus and on the other side to R, SR or SO, R, in which R can be: Aryl, aralkyl or alkyl, and where the unbranched or branched aralkyl or the alkyl chains are replaced by further atoms or groups of atoms, e.g. B.
Halogen, O, S, SO, SO2, NH, CO, NH-CO, etc., can be substituted or interrupted, are excellently suited to wool, hair, feathers, fur and the like. Like. To protect permanently from moth damage.
Such an effect of these sulfur derivatives was by no means foreseeable, since it is well known that the entry of other oxidized sulfur groups, such as the sulfonic acid group, greatly reduces or completely destroys their toxicity in aromatic compounds. Martius yellow (2, 4-dinitro-1-naphthol), which is toxic even in small amounts, is rendered harmless by converting it into sulfonic acid, proof that the sulfone group can completely cancel out the toxic effects of nitro. The entry of other, inherently indifferent, acidic groups also considerably weakens the physiological effect or completely eliminates it.
A number of the compounds are mentioned below, most of which are known; where new compounds are involved, they can be obtained by known processes: 4-4'-dichloro-diphenylsulfoxide; 4-4'-dichloro-diphenyl-sulfone; 4-4'-dibromo-diphenylsulfoxide;
EMI1.1
phenylsulfon-carbinol and its esters; 3-nitro-α-4'-chlorophenylsulfon-benzyl alcohol; 1- thio-4-chlorophenyl-4'-chlorobenzenesulfonic acid ester (4-4'-dichloro-diphenyl-disulfoxide); 4-chloro-phenyl-sulfoacetic acid nitrile.
4-4'-dichloro-diphenyl-disulfone; 4-4'-dichloro-diphenyl-disulfon-methane, phenyl-2-2'-dichloro-diphe-
EMI1.2
Tri- (4-chloro-phenylsulfone) -methane etc.
Even in very low concentrations, the sulfones and sulfoxides mentioned are outstandingly suitable for the permanent protection of wool, hair, fur, feathers and the like. like before moth damage. Solutions in cheap organic solvents, such as hydrocarbons, chlorinated hydrocarbons, alcohols, ketones, etc., or mixtures thereof, are mainly suitable for use.
The substances to be protected can be impregnated by brushing, spraying or dipping.
These sulfones and sulfoxides can also be used in combination with other control and repellant agents which are already known for the same purposes.
Example: 2 parts of 4-4'-dichloro-diphenylsulfoxide are dissolved in 998 parts of alcohol, furs, feathers or wool are treated by dipping, centrifuged and dried. The goods treated in this way are moth-proof; even dilute solutions are sufficient, e.g. B. l '/ oige, in order to achieve a very good protection.
Instead of 4-4'-dichloro-diphenylsulfoxide, other of the compounds mentioned can also be used, e.g. B. 4-4'-dichloro-diphenylsulfone or 4-4'-3-trihlorodiphenylsulfone.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE155308X | 1936-09-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT155308B true AT155308B (en) | 1938-12-27 |
Family
ID=5676955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT155308D AT155308B (en) | 1936-09-26 | 1937-09-23 | Method for protecting wool, hair, fur, feathers, etc. like before moth damage. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT155308B (en) |
-
1937
- 1937-09-23 AT AT155308D patent/AT155308B/en active
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