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Low free 2-mercaptoethanol ester and uses thereof

a mercaptoethanol and ester technology, applied in the field of low-free 2mercaptoethanol esters, can solve the problems of inability to achieve commercial success in the direction of thiol preparation, odor created during downstream processing such as blending, extrusion, cutting,

Inactive Publication Date: 2020-03-05
PMC ORGANOMETALLIX INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent text describes a new type of stabilizer for halogen-containing polymers, specifically tin-based stabilizers. The text explains that 2ME ester-extended stabilizers offer better performance than tin stabilizers with the same tin content, which is surprising because their thermal performance is similar to higher tin content stabilizers. This means that these new stabilizers provide better performance at a lower cost compared to other commonly used alternatives like ESO. The patent also mentions that using 2ME-based esters as boosters for tin-based stabilizers avoids shelf stability issues that are commonly associated with ESO-based tin stabilizers. Additionally, the present invention takes advantage of the renewable sourcing of fatty acids for the production of the 2-Mercaptoethyl Esters, which distinguishes this invention from other stabilizers that are based entirely on oil-derived intermediates.

Problems solved by technology

However, this approach is hindered for regulatory and commercial reasons and this approach has not achieved commercial success.
There are other applications such as window profile and calendaring where odors created during downstream processing such as through blending, extrusion, calendaring, cutting, welding have been found to be unacceptable.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

experiment b

[0021]100 grams of Standard 2-Mercaptoethyl Ester was treated 4×2.5 grams water. The Standard 2-Mercaptoethyl Ester was heated to 70 C then the 2.5-gram water aliquot was added. The water was removed by applying vacuum and heating to 70 C. Once temperature was achieved the next 2.5-gram aliquot of water was added. This was repeated for all 4 water aliquots.

experiment c

[0022]450 grams of Standard 2-Mercaptoethyl Ester was treated with 112 grams water, and the water was then removed under vacuum and heated to 85 C.

[0023]The % 2-Mercaptoethanol removed was determined by measuring the % Mercaptosulfur drop compared to the starting standard 2-Mercaptoethyl Ester.

TABLE 32ME removal from 2ME ester%Initial %%Final %%%Approx.Mercapto-Appox.Mercapto-2-MEApprox.2-MEExp.sulfur2-MEsulfurRemoved2-MERemovalA9.122.88.182.220.680B9.092.88.022.520.390C9.092.87.942.700.1>95

[0024]Experiments A, B and C provided high levels of free 2-ME removal. The resulting lower free 2-ME esters were used in subsequent study to determine their efficacy as co-stabilizers and / or as incorporated as a bound species within a tin-based stabilizer but without the traditional offensive odors resulting from the use of higher free 2-ME esters. Other acceptable methods of removing 2-ME from 2-ME Esters to produce the novel LFMEE of the present invention may also be used.

Description of STABIL...

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Abstract

A novel Low Free 2-MercaptoEthanol Ester has been used to prepare Alkyl Tin Reverse Ester Stabilizers as well as used to enhance the thermal performance of those Alkyl Tin Reverse Ester Stabilizers or Alkyl Tin Thioglycolate Stabilizers or Alkyl Tin Mercaptides for PVC applications where odor during PVC compounding, processing, or of the final PVC article has prevented widespread use of Alkyl Tin Reverse Ester Stabilizers.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This application claims the benefit of U.S. Provisional Patent Application, Ser. No. 62 / 723,943, filed on 28 Aug. 2018; and U.S. Provisional Patent Application, Ser. No. 62 / 878,040, filed on 24 Jul. 2019, both of which are hereby incorporated herein by reference. Priority of U.S. Provisional Patent Application, Ser. No. 62 / 723,943, filed on 28 Aug. 2018; and, U.S. Provisional Patent Application, Ser. No. 62 / 878,040, filed on 24 Jul. 2019, is hereby claimed.STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT[0002]Not applicableREFERENCE TO A “MICROFICHE APPENDIX”[0003]Not applicableBACKGROUND OF THE INVENTION1. Field of the Invention[0004]The present invention relates to low free 2-mercaptoethanol esters and uses thereof. More particularly, the present invention relates to use of low free 2-mercaptoethanol esters to enhance thermal stabilizers for halogen-containing polymers, for example polyvinyl chloride or PVC.2. General Bac...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07C321/04C08L27/06
CPCC08L2201/08C08L27/06C07C321/04C08K5/58C07C323/12C07C319/28C08K5/57C08K5/36C08K5/0016C07C319/12C08K5/37
Inventor ROSS, KEVIN JOHNNORRIS, GENE KELLYDUNLAP, JEREMY
Owner PMC ORGANOMETALLIX INC