Ionic Liquid Catalysis in Cyclic Carbonate Synthesis for the Development of Soybean Oil-Based Non-Isocyanate Polyurethane Foams

被引:0
作者
Kielkiewicz, Damian [1 ,2 ]
Siewniak, Agnieszka [3 ]
Gaida, Rafal [1 ]
Greif, Malgorzata [1 ]
Chrobok, Anna [3 ]
机构
[1] Inst Heavy Organ Synth Blachown, Lukasiewicz Res Network, Energetykow 9, PL-47225 Kedzierzyn Kozle, Poland
[2] Silesian Tech Univ, PhD Sch, Dept Chem Organ Technol & Petrochemistry, Akademicka 2A, PL-44100 Gliwice, Poland
[3] Silesian Tech Univ, Fac Chem, Dept Chem Organ Technol & Petrochemistry, Krzywoustego 4, PL-44100 Gliwice, Poland
来源
MOLECULES | 2024年 / 29卷 / 16期
关键词
non-isocyanate polyurethanes; epoxidized vegetable oils; ionic liquids; carbon dioxide; POLYAMINES; EPOXIDES; PROGRESS; DIOXIDE;
D O I
10.3390/molecules29163908
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A method for obtaining non-isocyanate polyurethane (NIPU) foams from cyclic carbonate (CC) based on soybean oil was developed. For this purpose, cyclic carbonate was synthesized from epoxidized soybean oil and CO2 using various ionic liquids (ILs) as catalysts. Among the tested ILs, the highest selectivity (100%) and CC yield (98%) were achieved for 1-ethyl-3-methylimidazolium ([emim]Br). Without any purification, the resulting cyclic carbonate was reacted directly with diethylenetriamine as a model crosslinking agent to produce NIPU foams. It was found that the soybean oil-based CC synthesized with bromide imidazolium ionic liquids exhibited significantly shorter gelling times (8 min 50 s for [emim]Br and 9 min 35 s for [bmim]Br) compared to those obtained with the conventional TBAB catalyst (26 min 15 s). A shorter gelling time is a crucial parameter for the crosslinking process in foams. The obtained foams were subjected to mechanical tests and a morphology analysis.
引用
收藏
页数:18
相关论文
共 25 条
  • [1] Sustainable synthesis of waste soybean oil-based non-isocyanate polyurethane elastomers and foams
    Tran, Chinh Hoang
    Park, Ji-Hwan
    Lee, Soo-Young
    Han, Byeol
    Jae, Won Seok
    Lee, Han Su
    Paik, Hyun-jong
    Kim, Il
    POLYMER, 2025, 323
  • [2] Quantitative synthesis of bis(cyclic carbonate) s by iron catalyst for non-isocyanate polyurethane synthesis
    Sheng, Xingfeng
    Ren, Guanjie
    Qin, Yusheng
    Chen, Xuesi
    Wang, Xianhong
    Wang, Fosong
    GREEN CHEMISTRY, 2015, 17 (01) : 373 - 379
  • [3] Cooperative Catalysis of Cyclic Carbonate Ring Opening: Application Towards Non-Isocyanate Polyurethane Materials
    Lombardo, Vince M.
    Dhulst, Elizabeth A.
    Leitsch, Emily K.
    Wilmot, Nathan
    Heath, William H.
    Gies, Anthony P.
    Miller, Matthew D.
    Torkelson, John M.
    Scheidt, Karl A.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (13) : 2791 - 2795
  • [4] Study of Soybean Oil-Based Non-Isocyanate Polyurethane Films via a Solvent and Catalyst-Free Approach
    Patel, Pratik
    de Souza, Felipe Martins
    Gupta, Ram K.
    ACS OMEGA, 2024, 9 (05): : 5862 - 5875
  • [5] Preparation of Non-Isocyanate Polyurethanes from Mixed Cyclic-Carbonated Compounds: Soybean Oil and CO2-Based Poly(ether carbonate)
    Lee, Ga Ram
    Lee, Eun Jong
    Shin, Hye Sun
    Kim, Joonwoo
    Kim, Il
    Hong, Sung Chul
    POLYMERS, 2024, 16 (08)
  • [6] Synthesis and properties of non-isocyanate polyurethane coatings derived from cyclic carbonate-functionalized polysiloxanes
    Liu, Guifeng
    Wu, Guomin
    Huo, Shuping
    Jin, Can
    Kong, Zhenwu
    PROGRESS IN ORGANIC COATINGS, 2017, 112 : 169 - 175
  • [7] Non-isocyanate polyurethanes derived from carbonated soybean oil: Synthesis, characterization and comparison with traditional vegetable oil-based polyurethanes
    Centeno-Pedrazo, Ander
    Perez-Arce, Jonatan
    Freixa, Zoraida
    Ortiz, Pablo
    Garcia-Suarez, Eduardo J.
    PROGRESS IN ORGANIC COATINGS, 2024, 197
  • [8] Green polyurethane from lignin and soybean oil through non-isocyanate reactions
    Lee, Albert
    Deng, Yulin
    EUROPEAN POLYMER JOURNAL, 2015, 63 : 67 - 73
  • [9] Aminolysis of cyclic-carbonate vegetable oils as a non-isocyanate route for the synthesis of polyurethane: A kinetic and thermal study
    Perez-Sena, Wander Y.
    Cai, Xiaoshuang
    Kebir, Nasreddine
    Vernieres-Hassimi, Lamiae
    Serra, Christophe
    Salmi, Tapio
    Leveneur, Sebastien
    CHEMICAL ENGINEERING JOURNAL, 2018, 346 : 271 - 280
  • [10] Bringing non-isocyanate polyurethanes closer to industrial implementation using carbonated soybean oil-based amino hardeners
    Centeno-Pedrazo, Ander
    Freixa, Zoraida
    Feola, Roland
    Lunzer, Florian
    Garcia-Suarez, Eduardo J.
    Ortiz, Pablo
    PROGRESS IN ORGANIC COATINGS, 2023, 185