US2123572A - Mothproofing composition - Google Patents
Mothproofing composition Download PDFInfo
- Publication number
- US2123572A US2123572A US140265A US14026537A US2123572A US 2123572 A US2123572 A US 2123572A US 140265 A US140265 A US 140265A US 14026537 A US14026537 A US 14026537A US 2123572 A US2123572 A US 2123572A
- Authority
- US
- United States
- Prior art keywords
- vol
- thianthrene
- page
- moth
- zentralblatt
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title description 10
- 239000004480 active ingredient Substances 0.000 description 6
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 5
- XWTUFPFWNHRJNF-UHFFFAOYSA-N 1,2-dimethylthianthrene Chemical compound C1=CC=C2SC3=C(C)C(C)=CC=C3SC2=C1 XWTUFPFWNHRJNF-UHFFFAOYSA-N 0.000 description 3
- NYVGTLXTOJKHJN-UHFFFAOYSA-N thianthrene 5-oxide Chemical compound C1=CC=C2S(=O)C3=CC=CC=C3SC2=C1 NYVGTLXTOJKHJN-UHFFFAOYSA-N 0.000 description 3
- 150000005029 thianthrenes Chemical class 0.000 description 3
- -1 3-amino-6-methvlthianthrene Chemical compound 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 210000003746 feather Anatomy 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- LQCSUVWASPTLDK-UHFFFAOYSA-N 1,2-dichloro-3,4-dimethylthianthrene Chemical compound S1C2=CC=CC=C2SC2=C1C(C)=C(C)C(Cl)=C2Cl LQCSUVWASPTLDK-UHFFFAOYSA-N 0.000 description 1
- SDMVGTCPWZEGOD-UHFFFAOYSA-N 1,2-dichlorothianthrene Chemical compound C1=CC=C2SC3=C(Cl)C(Cl)=CC=C3SC2=C1 SDMVGTCPWZEGOD-UHFFFAOYSA-N 0.000 description 1
- UFCGWEZWBLLGPD-UHFFFAOYSA-N 1,2-dimethoxythianthrene Chemical compound COC1=C(C=2SC3=CC=CC=C3SC2C=C1)OC UFCGWEZWBLLGPD-UHFFFAOYSA-N 0.000 description 1
- RUYCABJQOCNLKD-UHFFFAOYSA-N 1,2-dinitrothianthrene Chemical compound [N+](=O)([O-])C1=C(C=2SC3=CC=CC=C3SC=2C=C1)[N+](=O)[O-] RUYCABJQOCNLKD-UHFFFAOYSA-N 0.000 description 1
- RPIJSBMZQLHZLK-UHFFFAOYSA-N 1-methyl-8-nitrothianthrene Chemical compound [N+](=O)([O-])C=1C=CC=2SC3=CC=CC(=C3SC2C1)C RPIJSBMZQLHZLK-UHFFFAOYSA-N 0.000 description 1
- NSOGVXDDOQLHHH-UHFFFAOYSA-N 1-nitrothianthrene Chemical compound [N+](=O)([O-])C1=CC=CC=2SC3=CC=CC=C3SC12 NSOGVXDDOQLHHH-UHFFFAOYSA-N 0.000 description 1
- ROEQWZJFXMARFW-UHFFFAOYSA-N 2-chloro-7-nitrothianthrene Chemical compound ClC1=CC=C2SC3=CC([N+](=O)[O-])=CC=C3SC2=C1 ROEQWZJFXMARFW-UHFFFAOYSA-N 0.000 description 1
- ZSMGYPFNCUHPKU-UHFFFAOYSA-N 2-chlorothianthrene Chemical compound C1=CC=C2SC3=CC(Cl)=CC=C3SC2=C1 ZSMGYPFNCUHPKU-UHFFFAOYSA-N 0.000 description 1
- LHYBYHSFGJENBI-UHFFFAOYSA-N COC1=CC=C2[S+](C)C(C=C(C=C3)[N+]([O-])=O)=C3SC2=C1 Chemical compound COC1=CC=C2[S+](C)C(C=C(C=C3)[N+]([O-])=O)=C3SC2=C1 LHYBYHSFGJENBI-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- OLAQGXHWYVZUNZ-UHFFFAOYSA-N thianthrene-1-sulfonic acid Chemical compound S1C2=CC=CC=C2SC2=C1C=CC=C2S(=O)(=O)O OLAQGXHWYVZUNZ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/06—Six-membered rings
- C07D327/08—[b,e]-condensed with two six-membered carbocyclic rings
Definitions
- textiles and other materials liable to damage from moths are rendered moth-proof by treating them with mixtures or solutions ot'thianthrene and its derivatives and substitution products. These agents are used in the manner customary for insecticides.
- thianthrenes are excellently suit- In Switzerland May 9, 1936 ed, for example, for protecting wool, hair, fur, feathers and the like by impregnation from damage by moths. Even when used in very small concentrations they impart a suflicient protection to the treated materials.
- they 5 will be used principally in the form of solutions in water or cheap organic solvents such as hydrocarbons, chlorinated hydrocarbons. alcohols, ketones or the like, or mixtures thereof.
- the goods to be protected may be treated by brush- 1o ing or spraying or impregnated by immersion.
- the thianthrenes may be emulsifled in oils, fats or creams, or they may be used as additions to powders and, indeed, in all the i'orms usual for insecticides. They may likewise 15 be used in combination with other agents already known for the same purpose.
- thianthrene or another-of the com- 20 pounds above-named such as dimethylthianthrene, dichlorodimethylthianthrene or thianthrene-S-oxide, are dissolved in 980 parts of alcohol. Furs, feathers or wool are immersed in the solution and then centrifuged and dried.
- a moth-proofing composition containing as its essential active ingredient a thianthrene.
- a moth-proofing composition containing as its essential active ingredient a thianthrene-S- oxide.
- a moth-proofing composition containing as its essential active ingredient a thianthrene substituted by at least one halogen atom.
- a moth-proofing composition containing as its essential active ingredient dichloro-thianthrene-S-oxide.
- a moth-proofing composition containing as its essential active ingredient dichloro-thianthrene.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Patented July 12, 1938 UNITED STATES areas-1a MO'IHPROOFING COMPOSITION Henry Martin and Rudolf Hirt, Basel, Switzerland, assignors to the ilrm I. It. Geigy S. A.,
Basel, Switzerland No Drawing. Application May 1, 1937, Serial 8 Claims.
According to the present invention, textiles and other materials liable to damage from moths are rendered moth-proof by treating them with mixtures or solutions ot'thianthrene and its derivatives and substitution products. These agents are used in the manner customary for insecticides.
Many compounds of the thianthrene series suitable for use in theinvention are known. The
following are some of them; they are given by way 01' example and the invention is not limited to their use:
, Thianthrene or 2:6-dimethylthianthrene (Berichte, Vol. 29, pages 437-8 1:3:527-tetramethylthianthrene (Berichte, Vol. 22, page 910); 2-chlorothianthrene or 2:7-dichlorothianthrene (Annalen der Chemie, Vol. 381, pages 327 and 329) 2:7-dichloro-3z6 dimethyl thianthrene, 4:5 dichloro 1 :8 dimethylthianthrene, thian- 2 threnedicarboxylic acid or dimethoxythianthrene (Chem. Zentralblatt, 1922, Vol. I, page 818): 2 3 z 6 7-tetramethoxythianthrene (Annalen der Chemie, Vol. 468, pages 162-201, Chem. Zentralblatt, 1929, Vol. I, P ge 1944) dinitrothianthrene 25 (Bull. de la Soc. Chimique de Paris, Ser. 3, Vol.
15, page 423); 3-nitro-6-methylthianthrene, 3- nitro-8-methoxy-5-methylthianthrene, 8-chloro- 3-nitrothianthrene, 5:8-dichloro-3 nitrothianthrene or 3-amino-6-methvlthianthrene hydro- 30 chloride (Chem. Zentralblatt, 1924, Vol. I, pages 1035-8); thianthrenesulphonic acid (U. S. Specification No. 1,589,390 and Chem. Zentralblatt, 1927, Vol. 1, page 360) naphthianthrene (Berichte, Vol. 42, page 1175) and so on, also the S- 35 oxides of the above compounds, for example:
Thianthrene-S-oxide (Annalen der Chemie. Vol. 381, page 321); thianthrene-S-dioxide (Berichte, Vol. 44, page 758); thianthrene-monosuiphone (Annalen der Chemie, Vol. 381, page 823) 4o thianthrene-di-sulphone (Berichte, Vol. 29, page 442); 2:6-dimethylthianthrene-S-oxides (Berichte, Vol. 42, page 1174); 2:3:8z7-tetramethoxythianthrene-S-oxides (Annalen der Chemie, Vol. 468, pages 162-201, and Chem. Zentralblatt,
45 1929, Vol. I, page 1944) and so on, or thianthrene- S-disulphides, for example 3:7-dimethoxy-2z6- dioxythianthrene disulphide (Chem. Zentralblatt, Vol. II, page 898) and the like.
The aforesaid thianthrenes are excellently suit- In Switzerland May 9, 1936 ed, for example, for protecting wool, hair, fur, feathers and the like by impregnation from damage by moths. Even when used in very small concentrations they impart a suflicient protection to the treated materials. In practice they 5 will be used principally in the form of solutions in water or cheap organic solvents such as hydrocarbons, chlorinated hydrocarbons. alcohols, ketones or the like, or mixtures thereof. The goods to be protected may be treated by brush- 1o ing or spraying or impregnated by immersion. Furthermore, the thianthrenes may be emulsifled in oils, fats or creams, or they may be used as additions to powders and, indeed, in all the i'orms usual for insecticides. They may likewise 15 be used in combination with other agents already known for the same purpose.
The following example illustrates the invention, the parts being by weight:-
parts of thianthrene or another-of the com- 20 pounds above-named, such as dimethylthianthrene, dichlorodimethylthianthrene or thianthrene-S-oxide, are dissolved in 980 parts of alcohol. Furs, feathers or wool are immersed in the solution and then centrifuged and dried. The
goods thus treated are immune from damage by moths. Even more dilute solutions sumce to impart a satisfactory protection.
What we claim is 1. A moth-proofing composition containing as its essential active ingredient a thianthrene.
2. A moth-proofing composition containing as its essential active ingredient a thianthrene-S- oxide.
8. A moth-proofing composition containing as its essential active ingredient a thianthrene substituted by at least one halogen atom.
4. A moth-proofing composition containing as its essential active ingredient thianthrene-S-. oxide.
5. A moth-proofing composition containing as its essential active ingredient dichloro-thianthrene-S-oxide.
6. A moth-proofing composition containing as its essential active ingredient dichloro-thianthrene.
HENRY MARTIN. RUDOLF H'm'r.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH2123572X | 1936-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2123572A true US2123572A (en) | 1938-07-12 |
Family
ID=4567599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US140265A Expired - Lifetime US2123572A (en) | 1936-05-09 | 1937-05-01 | Mothproofing composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2123572A (en) |
-
1937
- 1937-05-01 US US140265A patent/US2123572A/en not_active Expired - Lifetime
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2586287A (en) | Aluminum sulfamate antiperspirant preparation | |
| CH364384A (en) | Method for protecting keratin-containing textile fibers from insect caused damage, means for carrying out the method and the keratin-containing textile material protected against insect damage | |
| US2148928A (en) | Mothproofing composition | |
| GB477889A (en) | Improvements in water-proofing textile materials | |
| US3178339A (en) | Process for protection of keratine material | |
| US2123572A (en) | Mothproofing composition | |
| US2873206A (en) | Process for the optical brightening of polyester fibers | |
| US2423261A (en) | Germicidal product and method of producing same | |
| US1962276A (en) | Moth-protecting media | |
| US2523114A (en) | Methoxy dicyclopentadiene mercuric chloride for controlling parasites | |
| US2874185A (en) | N-myristyl-3-hydroxybutylamines and their salts | |
| US1748675A (en) | Process for protecting materials against attack by moths | |
| US1955891A (en) | Parasiticides and method of mothproofing | |
| US2402776A (en) | Preparation of water-repellent textiles | |
| US2396665A (en) | Parasiticidal preparations | |
| US2312923A (en) | Mothproofing composition | |
| US2546168A (en) | Emulsions of water-insoluble organic acid-fading inhibitors dissolved in water-insoluble organic solvents | |
| AT155308B (en) | Method for protecting wool, hair, fur, feathers, etc. like before moth damage. | |
| US2347688A (en) | Rosin and abietic acid salts of a guanidine as a mothproofer | |
| US2774708A (en) | Alkyl dimethyl dichlorobenzyl ammonium mercaptobenzothiazolates and pesticidal concentrates containing the same | |
| US2078458A (en) | Mothproofing compositions of matter | |
| DE866112C (en) | Pest control | |
| DE1923019C2 (en) | Chloromethylaroyl sulfides and fungicides containing them | |
| US2401028A (en) | Mildewproofing of textile materials | |
| DE876932C (en) | Method for protecting organic materials, especially textiles, from damage by animal and vegetable pests |