Unlock instant, AI-driven research and patent intelligence for your innovation.

Thiadizole dimer additives and lubricating compositions containing the same

A technology of thiadiazole dimer and lubricating composition is applied in the field of thiadiazole dimer additive and lubricating composition containing the additive, and can solve problems such as poor Timken load performance and the like

Inactive Publication Date: 2002-07-17
VANDERBILT CHEM LLC
View PDF7 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unfortunately, these same derivatives generally exhibit poorer Timken load performance, as DMTD derivatives generally cannot achieve Timken load values ​​higher than 35 lbs
As a result, the industrial application of DMTD derivatives as extreme pressure additives is limited

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The reaction product of thiadiazole dimer-diol is synthesized like this: add 112.9 g of DMTD disulfide dimers (5,5'-dithiobis(1,3,4-thiabis) in a three-necked flask Azole-2-thiol) (i.e., a compound of formula (I) wherein Z is hydrogen ("H") and n is 2) and 138.6 g of butoxytriethylene glycol yielded a molar ratio of 0.53:1 Reaction raw material. DMTD disulfide dimer can trade name VANLUBE  829 is commercially available from R.T. Vanderbilt, Company, Inc. The mixture, which did not contain any other reactants, was heated at 135°C for 1 hour. After cooling the mixture, unreacted solid starting material (ie, DMTD disulfide dimer) was removed from the liquid reaction product by filtration. The structural features of the liquid reaction product (Compound 1) are listed in Table 1.

Embodiment 2-4

[0041] Following the general procedure described in Example 1, the DMTD disulfide-dipolymer of Example 1 was mixed with a poly(ether)diol having the structure of formula (III) at the specified molar ratios to prepare thiadiazole dimers -Reaction products of diols. The substituent "Z" can be hydrogen or an alkoxy chain having the structure of formula (II). As in Example 1, the reaction mixture was heated to at least 100°C for at least 30 minutes. After cooling the mixture, the liquid reaction product was filtered to remove unreacted thiadiazole dimer starting material. The structural features of the reaction product (compound 2-4) are shown in Table 1 below.

Embodiment 5

[0043] The thiadiazole dimer-diol reaction product was synthesized by using DMTD instead of DMTD dimer. Approximately 16.3 g of DMTD, 21.2 g of triethylene glycol, and 0.14 g of aluminum trichloride were added to the round bottom flask. The flask was connected to a scrubber containing sodium hydroxide to remove hydrogen sulfide during in situ dimer formation. The mixture was heated at 115–145 °C for 6 h, during which, the evolution of H was observed 2 S, indicating the in situ formation of DMTD dimers. After cooling the reaction mixture, unreacted starting material was removed by filtration. The structural features of the reaction product (compound 5) are shown in Table 1 below.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

2,5-dimercapto-1,3,4-thiadiazole dimer-poly(ether)glycol reaction products and adducts useful as extreme pressure additives. Lubricating compositions (e.g., greases) containing reaction products and adducts exhibit improved Timken Load properties.

Description

field of invention [0001] The present invention relates to reaction products and adducts of 2,5-dimercapto-1,3,4-thiadiazole dimers useful as extreme pressure additives, and more particularly to 2, 5-Dimercapto-1,3,4-thiadiazole dimer / diol reaction products and adducts. Background of the invention [0002] Various additives can be added to lubricants to significantly improve their performance. For example, extreme pressure additives are often incorporated into untreated lubricating compositions such as greases to greatly improve performance. It is believed that extreme pressure additives create a film on the metal surface that increases the load carrying capacity of the lubricant and protects the metal surface from damage under high load conditions due to wear, welding and friction. [0003] Lead naphthoate and lead dialkyldithiocarbamate are commonly used additives to improve the EP properties of greases. However, lead is a heavy metal that is considered toxic in all for...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D285/12C07D285/125C10M135/36C10M145/24C10M151/04C10M159/12C10N30/06
CPCC10M2207/04C10M159/12C10M2221/043C10M135/36C10M2219/10C10M2209/107C10M2219/104C10M2207/08C10M2209/104C10M2209/108C10M2209/105C10M2227/00C07D285/125C10M2219/102C10M2207/046C10M2219/108C10M2219/106C10M145/28C10M145/30C10M145/34C10M145/36C10M129/16C10M129/24
Inventor 托马斯·J·卡罗尔罗纳德·J·泰珀
Owner VANDERBILT CHEM LLC