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CN-112153898-B - Methods and compositions for preventing degradation of dimethyl trisulfide

CN112153898BCN 112153898 BCN112153898 BCN 112153898BCN-112153898-B

Abstract

The present disclosure provides methods and compositions for inhibiting degradation of dimethyl trisulfide (DMTS) in solution. The concentrate composition includes DMTS and a polar inorganic or organic solvent. The composition may be stored in a container at 54 ℃ for at least 2 weeks or at room temperature for at least one year, and less than 50% DMTS degradation. The concentrate composition can be diluted for use and combined with other components to form various solutions.

Inventors

  • T. J. Sandy
  • S.J. Langer
  • OLSON JOELLE FRANCINE

Assignees

  • 埃科莱布美国股份有限公司

Dates

Publication Date
20260505
Application Date
20190604
Priority Date
20180604

Claims (12)

  1. 1. A single phase composition comprising: 30 ppm to 6,000ppm of dimethyl trisulfide (DMTS), and 120 Ppm to 11,000 ppm of an amine, said amine being methyldiethanolamine; at least 90 wt% of a polar organic solvent selected from the group consisting of ethanol, propylene glycol, and mixtures thereof, and A pH of 1 to 7 and a pH of, Wherein the DMTS degrades by no more than 40% over the course of storage and the composition is phase stable in the container.
  2. 2. The single phase composition of claim 1, wherein the composition comprises DMTS from 30 ppm to 5000 ppm.
  3. 3. The single phase composition of claim 1, wherein the DMTS degrades by no more than 30% over a period of one year of storage.
  4. 4. The single phase composition of claim 1, wherein the composition comprises at least 95 wt% polar organic solvent.
  5. 5. The single phase composition of any one of claims 1-4, wherein the composition comprises less than 10 wt% water.
  6. 6. The single phase composition of any one of claims 1-4, wherein the composition comprises less than 1 wt% water.
  7. 7. The single phase composition of any one of claims 1-4, wherein the composition comprises 120 ppm to 1,200 ppm of amine.
  8. 8. The single phase composition of any one of claims 1 to 4, wherein the composition has a pH of 1 to 4.
  9. 9. A packaged composition comprising a base and a plurality of polymeric binders, it comprises: 30 ppm to 6,000ppm of dimethyl trisulfide (DMTS); 120 ppm to 1,200 ppm of an amine, said amine being methyldiethanolamine; At least 90 wt% of a polar organic solvent selected from the group consisting of ethanol, propylene glycol, and mixtures thereof; a pH of 1 to 7, and A container for containing the composition, the container being selected from the group consisting of metal, glass or fluorinated HDPE, Wherein the DMTS does not degrade more than 30% when stored at 54 ℃ for at least 2 weeks and the composition is phase stable.
  10. 10. A single phase composition comprising: 30 ppm to 3000 ppm of dimethyl trisulfide (DMTS); 120 ppm to 1200 ppm of an amine which is methyldiethanolamine; At least 95 wt% of a polar organic solvent selected from the group consisting of ethanol, propylene glycol, and mixtures thereof, and A pH of 1 to 4; wherein the DMTS degrades by no more than 40% over a period of one year.
  11. 11. The single phase composition of claim 10, wherein the composition comprises 50 ppm to 2800 ppm DMTS.
  12. 12. Use of a composition according to any one of claims 1-11 as an insect attractant.

Description

Methods and compositions for preventing degradation of dimethyl trisulfide Cross Reference to Related Applications The present application was filed on date 6 and 4 of 2019 as a PCT international application and claims priority from U.S. provisional application No. 62/680,117 filed on date 6 and 4 of 2018, which is incorporated herein by reference in its entirety. Technical Field The present disclosure relates generally to methods and compositions for preventing degradation of dimethyl trisulfide (DMTS) in solution. Background Dimethyl trisulfide (DMTS) is a volatile sulfur compound. DMTS has a malodor associated with cooked onions, limburg cheese (Limburger cheese) and aged beer. DMTS is produced by decomposing bacteria and decomposing mammals. The odor of DMTS attracts insects and flies of various species. DMTS has been found to be a component of insect pheromones. In particular, DMTS attracts blood-feeding insects, such as bed bugs. DMTS may be combined with other compounds to enhance the attractive properties of DMTS. In some cases, DMTS is combined with MDEA (methyldiethanolamine) or other amines to more effectively attract insects, such as bed bugs. Once the insect is attracted, it can be captured or destroyed. There are difficulties in storing DMTS in solution. Existing DMTS solutions alone or in combination with MDEA are not stable when dissolved in water. Over time, DMTS breaks down and disappears from solution. There is a need for improved methods of storing DMTS in solution. It is in this context that the present disclosure has been made. Techniques and improvements are provided herein. Disclosure of Invention In summary, the present disclosure relates to methods and compositions for reducing degradation of dimethyl trisulfide (DMTS) in solution. Various aspects are described in this disclosure, including but not limited to the following aspects. In one aspect, a single phase concentrate composition includes at least 10ppm DMTS and at least 10wt% polar organic solvent. The DMTS degrades by no more than 40% over the course of a year of storage and the concentrate composition is phase stable in the container. In another aspect, a single phase concentrate composition includes at least 10ppm DMTS and an amine and at least 80wt% polar organic solvent. The DMTS and amine degrade no more than 40% over the course of storage and the concentrate composition is phase stable in the container. In another aspect, the single phase composition includes DMTS and has a pH of 9 or less. The composition does not degrade more than 40% over the course of storage when the pH is 9 or less, and is phase stable in the container when the carrier is water, a polar organic solvent, or both. In another aspect, the single phase composition includes DMTS and an amine and has a pH of 4 or less. The composition does not degrade more than 40% over the course of storage when the pH is 4 or less, and is phase stable in the container when the carrier is water, a polar organic solvent, or both. In another aspect, the container for holding the composition is substantially free of materials that cause degradation of DMTS. In another aspect, a method of preparing an insect pheromone solution includes diluting a concentrate composition with water, a polar organic solvent, or both. This summary is provided to introduce a selection of concepts in a simplified form that are further described below in the detailed description. This summary is not intended to identify key features or essential features of the claimed subject matter, nor is it intended to be used to limit the scope of the claimed subject matter. Drawings FIG. 1 is a line graph showing recovery of DMTS over time with or without MDEA; FIG. 2 is a line graph showing the recovery of DMTS over time under various solvent conditions; FIG. 3 is a graph comparing the concentrations of DMTS and MDEA showing recovery of DMTS over time; FIG. 4 is a graph comparing the concentrations of DMTS and propylene glycol showing recovery of DMTS over time; FIG. 5 is a graph comparing the fluorination levels of HDPE containers showing the recovery of DMTS over time; FIG. 6 is a graph comparing glass to fluorinated HDPE containers showing recovery of DMTS over time; FIG. 7 is a diagram comparing storage vessels and solvents showing recovery of DMTS over time; FIG. 8 is a graph comparing 100% polar organic solvents showing recovery of DMTS over time; FIG. 9 is a graph comparing solvents with varying concentrations of propylene glycol in water showing recovery of DMTS over time; FIG. 10 is a graph comparing solvents with varying concentrations of propylene glycol in water showing recovery of DMTS over time; FIG. 11 is a graph comparing solvents with different concentrations of polar organic solvents in water, showing recovery of DMTS over time, and Fig. 12 is a graph comparing solvents with varying concentrations of propylene glycol in water showing recovery of DMTS over time. Detailed Description Vario