Jump to main content
US EPA
United States Environmental Protection Agency
Search
Search
Main menu
Environmental Topics
Laws & Regulations
About EPA
Health & Environmental Research Online (HERO)
Contact Us
Print
Feedback
Export to File
Search:
This record has one attached file:
Add More Files
Attach File(s):
Display Name for File*:
Save
Citation
Tags
HERO ID
4283009
Reference Type
Journal Article
Title
The preparation of hybrid trimer by cyclo-oligomerization of TDI and HDI and its curing process with polyols to form elastic PU coating
Author(s)
Wang, Q; Xu, H; Zhou, S; Garnier, S; Fuldner, S; Ye, Lin; Feng, Z
Year
2017
Is Peer Reviewed?
Yes
Journal
Journal of Coatings Technology and Research
ISSN:
1547-0091
EISSN:
1935-3804
Volume
14
Issue
6
Page Numbers
1279-1288
DOI
10.1007/s11998-017-9926-5
Web of Science Id
WOS:000422975500005
Abstract
The hybrid cyclic isocyanate trimer with appropriate functionality and good solvent tolerance which can be used as a building block to construct polyurethane (PU) coatings was prepared by cyclo-oligomerization of toluene diisocyanate (TDI) and hexamethylene diisocyanate (HDI). Among all the tested catalysts, the self-made catalyst 3-(trimethylammonio) propyl carbonate (Cat. 4) was found to possess enough catalytic efficiency to confirm the NCO conversion to reach about 50% with both high (1 wt%) and low (0.25 wt%) catalyst loading at low temperature (40 degrees C). The IR and NMR results proved the formation of a hybrid trimer, while HPLC results showed hybrid TDI/HDI trimer predominated in the product and only trace amounts of TDI monomer (<0.5 wt%) and oligomer with higher degree of polymerization (DP) remained. Furthermore, the formed hybrid oligomer exhibited excellent solvent tolerance to benzene, chlorinated, and acetate solvents. Consequently, Cat. 4 was demonstrated to be a suitable catalyst for cyclo-oligomerization since it not only possessed enough catalytic efficiency at low temperature but also hardly resulted in higher DP oligomer. Furthermore, the curing process with PTHF-r-PEO polyol was conducted as a pilot experiment to form PU coatings at room temperature. The disappearance of NCO group in IR spectrum as well as higher storage modulus against loss modulus implied the successful curing process. The strain-stress test showed the high tensile strength of formed PU coating, whereas the rheological test and dynamic mechanical analyzer proved the formed PU coating was a typical elastic material with good crosslink structure. These results indicate the promising potential of formed PU made from hybrid TDI/HDI trimer for coating applications.
Keywords
Toluene diisocyanate (TDI); Hexamethylene diisocyanate (HDI); Oligomerization; Polyurethane (PU); Curing
Home
Learn about HERO
Using HERO
Search HERO
Projects in HERO
Risk Assessment
Transparency & Integrity