Preparation and Application of Undecylenate Based Diol for Bio-Based Waterborne Polyurethane Dispersion

2014 ◽  
Vol 955-959 ◽  
pp. 88-91 ◽  
Author(s):  
Zhe Yang ◽  
Yan Bin Zhu ◽  
Fang Peng ◽  
Chang Qing Fu
Keyword(s):  
Castor Oil ◽  
Room Temperature ◽  
Click Reaction ◽  
Waterborne Polyurethane ◽  
Chain Extender ◽  
Proton Nuclear Magnetic Resonance ◽  
Isophorone Diisocyanate ◽  
Polyurethane Dispersion ◽  
Waterborne Polyurethanes ◽  
Ft Ir

The undecylenate based diol (UAD) has been synthesized from undecylenate by esterification and thiol-ene click reaction sequently, and then it was used as a diol to prepare bio-based waterborne polyurethane (WPU) reacting with isophorone diisocyanate (IPDI) and castor oil-based carboxyl hydrophilic chain extender. The structure of undecylenate based diol was verified by hydrogen proton nuclear magnetic resonance (1H NMR). Fourier transform infrared spectroscopy (FT-IR) was used to characterize the structure of WPU film. Furthermore, particle size and viscosity were used to character apparent properties of the bio-based waterborne polyurethane dispersion. The result shows that: bio-based waterborne polyurethane dispersion is transparent and very stable under room temperature. This work provides a simple and efficient method for the preparation of fatty acids based polyols and bio-based waterborne polyurethanes.

scholarly journals SYNTHESIS OF AN AZIDE–THIOL LINKER FOR HETEROGENEOUS POLYMER FUNCTIONALIZATION VIA THE “CLICK” REACTION

2018 ◽  
Vol 55 (1B) ◽  
pp. 152
Author(s):  
Thuy Thu Truong
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Click Reaction ◽  
Proton Nuclear Magnetic Resonance ◽  
Reaction Yield ◽  
Reaction Conditions ◽  
Click Reactions ◽  
Heterogeneous Polymer ◽  
Ft Ir ◽  
First Time ◽  
Layer Chromatography

In this study, the synthesis of a telechelic linker bearing both azide and thiol functional groups was described. The reaction conditions were investigated to optimize the reaction yield. The product was analyzed using thin layer chromatography (TLC) and proton nuclear magnetic resonance (1H NMR). The employment of the obtained azide–thiol linker in heterogeneous polymer “click” functionalization was demonstrated for the first time, which was monitored by an online FT–IR method. The obtained telechelic azide–thiol linker is envisioned to be useful chemical tools to link macromolecular chains via orthogonal click reactions.

Effect of reactive organoclay on physicochemical properties of vegetable oil-based waterborne polyurethane nanocomposites

RSC Advances ◽  
2015 ◽  
Vol 5 (15) ◽  
pp. 11524-11533 ◽  
Author(s):  
T. Gurunathan ◽  
Smita Mohanty ◽  
Sanjay K. Nayak
Keyword(s):  
Physicochemical Properties ◽  
Vegetable Oil ◽  
Castor Oil ◽  
Environmentally Friendly ◽  
Waterborne Polyurethane ◽  
Isophorone Diisocyanate ◽  
Polyurethane Nanocomposites

The environmentally friendly vegetable oil-based waterborne polyurethane–organoclay nanocomposites have been successfully synthesized from castor oil polyols, isophorone diisocyanate and dimethylolpropionic acid.

Synthesis and Characterization of Canola Oil-Based Polyisocyanates

2014 ◽  
Vol 955-959 ◽  
pp. 802-805 ◽  
Author(s):  
Zi Tong Zheng ◽  
Fu Cai Pei ◽  
Li Ping Jiang ◽  
Chang Qing Fu
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Fourier Transform ◽  
Canola Oil ◽  
Click Reaction ◽  
Synthesis Method ◽  
Proton Nuclear Magnetic Resonance ◽  
Synthesis And Characterization ◽  
Rearrangement Reaction ◽  
Ft Ir

In this study, canola oil triglycerides have been successfully transformed into canola oil-based polyisocyanates via thiol-ene click reaction and Curtius rearrangement reaction sequently. The synthesis method is non-phosgene and green. The structure of these novel diisocyanates was confirmed through Fourier transform infrared spectroscopy (FT-IR) and proton nuclear magnetic resonance (NMR). The result shows that the goal product has been produce successfully.

Synthesis of Polyfunctional Castor Oil-Based Polyurethane Acrylate by the Auxiliary of Thiol-Ene Click Reaction

2015 ◽  
Vol 731 ◽  
pp. 553-557
Author(s):  
Xiao Yuan Guan ◽  
Guang Xue Chen ◽  
Ming Hui He
Keyword(s):  
Thermal Stability ◽  
Castor Oil ◽  
Addition Reaction ◽  
Click Reaction ◽  
Molar Ratio ◽  
Hydroxyl Content ◽  
Polyhydroxy Compounds ◽  
Polyurethane Acrylate ◽  
Ft Ir ◽  
And Performance

In this paper, we report a synthetic method to prepare vegetable oil-based polyurethane acrylate (PUA) resin, which can be used in photo polymerization coating, ink and other fields. First, the mercaptoethanol was introduced into castor oil via thiol-ene photo-click reaction with UV irradiation, forming polyhydroxy compounds, then we added the isocyanate acrylate, which was obtained by the reaction between hydroxypropyl acrylate (HPA) and isophorone diisocyanate (IPDI), into polyhydroxy compounds, the molar ratio of HPA and IPDI is 1:1. Finally, we get the castor oil-based polyurethane acrylate. Different functional acrylate can be obtained by adjusting the hydroxyl content. Furthermore, the structure and performance of Polyurethane acrylate was confirmed by FT-IR and TG. The water absorption and adhesion of synthetic polyurethane acrylate were tested. Meanwhile, the thermal stability was studied. The results indicated that the thiol-ene addition reaction was proceeded and compared to our previous studies, the properties of cured film are greatly improved, especially the hardness and thermal stability.

scholarly journals Polydimethylsiloxane and Castor Oil Comodified Waterborne Polyurethane

2013 ◽  
Vol 2013 ◽  
pp. 1-10 ◽  
Author(s):  
Xuan Ji ◽  
Yanming Zhou ◽  
Baoling Zhang ◽  
Caiying Hou ◽  
Guozhang Ma
Keyword(s):  
Thermal Stability ◽  
Castor Oil ◽  
Water Resistance ◽  
Fourier Transforms ◽  
Protective Coatings ◽  
Average Particle Size ◽  
Waterborne Polyurethane ◽  
Average Particle ◽  
Ft Ir ◽  
Fourier Transforms Infrared Spectroscopy

In view of both improving properties of waterborne polyurethane (WPU) and sufficient utilization of renewable resources, a series of polydimethylsiloxane (PDMS) and castor oil (C.O.) comodified anionic WPUs with internal cross-linking was prepared through a prepolymer mixing process. The chemical structure of synthesized polymers was characterized by Fourier transforms infrared spectroscopy (FT-IR). In comparison with traditional linear WPU synthesized from petroleum-based polyols, these novel WPU films exhibited superior properties in solvent and water resistance, thermal stability, and mechanical strength, which suggest promising applications of these new environmentally friendly materials, particularly in the area of decorative and protective coatings. In addition, the results showed that with the increase in PDMS content in these co-modified WPUs the average particle size, the water resistance, and the thermal stability increased accordingly while the solvent resistance and the mechanical properties decreased.

Synthesis of MDI-50 and Tung Oil-Based Non-Ionic Waterborne Polyurethanes

2016 ◽  
Vol 848 ◽  
pp. 160-166
Author(s):  
Bai Xia Ren ◽  
Hua Fen Wang ◽  
Zhi Yong Ren ◽  
Wen Tao Liu ◽  
Lei Jiang ◽  
...  
Keyword(s):  
Surface Tension ◽  
Soft Segment ◽  
Waterborne Polyurethane ◽  
Lower Surface ◽  
Molecular Structures ◽  
Proton Nuclear Magnetic Resonance ◽  
Feed Ratio ◽  
Tung Oil ◽  
Waterborne Polyurethanes ◽  
Polyurethane Dispersions

A series of MDI-50 based non-ionic waterborne polyurethane dispersions (MDI-NPUD) were prepared by the mixing of 2,4’-diphenylmethane diisocianate (2,4’-MDI) and 4,4’-MDI (MDI-50) which reacted with hydroxylated tung oil (HTO) and polyethylene glycol-800 (PEG-800), Fourier Transform Infrared Spectroscopy (FTIR) and Proton-Nuclear Magnetic Resonance (1H-NMR) were used to characterize and analyze their molecular structures. The results indicated that MDI-50 and HTO were introduced as hard segment while PEG acted as soft segment. The surface tension, Hydrophile-Lipophile Balance (HLB) and stability were investigated. All MDI-NPUDs had much lower surface tension than the dicyclohexyl methane diisocyanate (HMDI) based NPUD (HMDI-NPUD). By changing the feed ratio of MDI-NPUD, the properties of MDI-NPUD could be controlled

Properties of Waterborne Polyurethanes: Effect of NCO/OH Ratio

2011 ◽  
Vol 284-286 ◽  
pp. 624-627
Author(s):  
Yong Bin Jiu ◽  
Xin Miao Zeng ◽  
Jun Hui Ji ◽  
Yu Zhai ◽  
Lian Cai Wang
Keyword(s):  
Solid Content ◽  
Water Soluble ◽  
Mixing Process ◽  
Isophorone Diisocyanate ◽  
Soluble Substance ◽  
Waterborne Polyurethanes ◽  
Water Soluble Substance ◽  
Ft Ir ◽  
Water Swelling ◽  
Lower Tensile Strength

Waterborne polyurethanes(WPUs) based on isophorone diisocyanate(IPDI), Polybutylene adipate (PBA) and dimethylolproprionic acid(DMPA) were synthesized by prepolymer mixing process. Effect of NCO/OH ratio on the properties of the dispersions was studied. The structure of the WPUs was studied by FT-IR. Besides the mechanical properties and water swelling of the films, the number average diameters of the dispersions and the viscosity of WPUs were characterized, results showed that all WPUs had higher solid content (over 45%). With higher NCO/OH ratio, WPUs had bigger dispersion size and lower dispersion viscosity; the casting film had higher water swelling, lower tensile strength, and more water-soluble substance.

scholarly journals Synthesis of self-healing waterborne polyurethanes containing sulphonate groups

RSC Advances ◽  
2017 ◽  
Vol 7 (33) ◽  
pp. 20093-20100 ◽  
Author(s):  
Ye Xiao ◽  
Huihua Huang ◽  
Xiaohong Peng
Keyword(s):  
Phase Separation ◽  
Waterborne Polyurethane ◽  
Chain Extender ◽  
Self Healing ◽  
Ionic Interaction ◽  
Aliphatic Diamine ◽  
Waterborne Polyurethanes

An self-healing waterborne polyurethane is synthesized using the aliphatic diamine sulphonate as a hydrophilic chain-extender. The ionic interaction between the sulphonate groups and the micro-phase separation morphology realize self-healing.

scholarly journals Synthesis of Waterborne Polyurethane Using Phosphorus-Modified Rigid Polyol and its Physical Properties

Polymers ◽  
2021 ◽  
Vol 13 (3) ◽  
pp. 432
Author(s):  
Taewoo Jang ◽  
Hye Jin Kim ◽  
Jeong Beom Jang ◽  
Tae Hee Kim ◽  
Wonjoo Lee ◽  
...  
Keyword(s):  
Physical Properties ◽  
Reference Sample ◽  
Waterborne Polyurethane ◽  
Decomposition Temperature ◽  
Molar Ratio ◽  
Isophorone Diisocyanate ◽  
Produce Water ◽  
Molar Ratios ◽  
Waterborne Polyurethanes ◽  
Excess Amount

In this study, a phosphorous-containing polyol (P-polyol) was synthesized and reacted with isophorone diisocyanate (IPDI) to produce water-dispersed polyurethane. To synthesize waterborne polyurethanes (WPUs), mixtures of P-polyol and polycarbonate diol (PCD) were reacted with IPDI, followed by the addition of dimethylol propionic acid, to confer hydrophilicity to the produced polyurethane. An excess amount of water was used to disperse polyurethane in water, and the terminal isocyanate groups of the resulting WPUs were capped with ethylene diamine. P-polyol:PCD molar ratios of 0.1:0.9, 0.2:0.8, and 0.3:0.7 were used to synthesize WPUs. The films prepared by casting and drying the synthesized WPUs in plastic Petri dishes were used to test the changes in physical properties induced by changing the P-polyol:PCD molar ratio. The experimental results revealed that the tensile strength of PU-10, the WPU with a P-polyol:PCD molar ratio of 0.1:0.9, was 16% higher than that of the reference P-polyol–free WPU sample. Moreover, the thermal decomposition temperature of PU-10 was 27 °C higher than that of the reference sample.

Synthesis of Novel Cationic Waterborne Polyurethane from Natural Rubber and its Properties Testing

2016 ◽  
Vol 705 ◽  
pp. 19-23 ◽  
Author(s):  
Nathapong Sukhawipat ◽  
Nitinart Saetung ◽  
Anuwat Saetung
Keyword(s):  
Particle Size ◽  
Natural Rubber ◽  
Waterborne Polyurethane ◽  
The Novel ◽  
Quaternary Amine ◽  
H Nmr ◽  
Waterborne Polyurethanes ◽  
Isocyanate Index ◽  
Ft Ir ◽  
Emulsion Concentration

The novel natural rubber based cationic waterborne polyurethanes (cWPUs) with having quaternary amine as an emulsifier were successfully synthesized by additional polymerization. These polyurethanes were synthesized by the reaction of hydroxyl the method of telechelic natural rubber. Molecular weight approximately of hydroxyl telechelic natural rubber (HTNR) for 3000 g.mole-1, toluene-2,4-diisocyanate (TDI), and N-methyl diethanol amine (NMDEA) (used as an emulsifier) were prepared for cWPU. The concentrations of NMDEA were examined in range of 0 – 2.0 moles. From the results under the isocyanate index of 100, the study revealed that cWPU with well-distributing had to consist of emulsion concentration more than 1.50 moles. Zetasizer nanorange was used to identify the prepared cWPU particle size distribution. The results showed that the particle size of cWPU was decreased from 86.6 to 78 nm with increasing of NMDEA concentration. The smallest particle size was 2 moles with non-acetic acid odor, and very soft film. In addition, cWPU would be well-dispersed more than 4 months. The 1H NMR spectroscopy and FT-IR confirmed that the cWPU has been successfully synthesized from natural rubber.

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