US2123572A - Mothproofing composition - Google Patents

Mothproofing composition Download PDF

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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
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US
United States
Prior art keywords
vol
thianthrene
page
moth
zentralblatt
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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
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US140265A
Inventor
Martin Henry
Hirt Rudolf
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Firm J R Geigy S A
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Firm J R Geigy S A
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Application filed by Firm J R Geigy S A filed Critical Firm J R Geigy S A
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    • 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.

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  • 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.
US140265A 1936-05-09 1937-05-01 Mothproofing composition Expired - Lifetime US2123572A (en)

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CH2123572X 1936-05-09

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