Click Chemistry Engineered Hyperbranched Polyurethane–Urea for Functional Coating Applications

Kantheti, Sasidhar; Narayan, Ramanuj; Raju, K. Mohana

doi:10.1021/ie500627x

Cited by 32 publications

(22 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The PUTs undergo two distinct regions of weight loss (Figure a), suggesting that at least two stages of degradation occur. The first stage (stage I) of degradation between 200 and 375 °C corresponds to the degradation of hard segments in the PUTs . The second stage (stage II) of degradation between 375 and 500 °C indicates depolymerization of the PTMG .…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis, Morphology, and Properties of Polyurethane-triazoles by Click Chemistry

Wang

Guo

Ding

2015

Macromol. Chem. Phys.

View full text Add to dashboard Cite

To explore the applications of click chemistry in polyurethane materials, a series of novel linear polyurethane-triazoles (PUTs) are prepared using the in situ click reaction of propargylterminated polyurethanes with 1,4-dibromobutane in the presence of sodium azide. The PUT structures are confi rmed by 1 H NMR, Fourier transform infrared (FTIR) spectroscopy, and elemental analysis, and the number-average molecular weights of PUTs range from (3.74-11.16) × 10 4 g mol −1 , determined by gel permeation chromatography. The triazole ring content is characterized and the effects of incorporating the triazole rings on the properties and morphologies of PUTs are examined. Because of the extra dipole-dipole interaction and hydrogen bonds of 1,4-disubstituted triazole in the hard segments, microphase separation of the PUTs is enhanced compared with conventional polyurethane extended with 1,4-butanediol. The tensile strengths of PUTs, from 21.8 to 39.0 MPa, are higher than conventional polytriazole elastomers, owing to the physical crosslinks formed by the hydrogen bonds in the PUTs. However, the thermal stability of the PUTs decreases as the hard segment content increases. regard to health hazards of the isocyanates used, and possible side or unwanted reactions, such as reaction with water or with preformed urethane groups. [6][7][8] Since the copper (I)-catalyzed azide-alkyne cycloaddition (CuAAC) "click reaction" was introduced by Sharpless [ 9 ] and Meldal [ 10 ] independently, it has become a useful tool for connecting polymer fragments to form linear, [11][12][13] star, [14][15][16] and dendrimer architectures, [17][18][19] because of its high effi ciency, regioselectivity and mild reaction conditions. Polymers constructed using regular triazole linkages through click polymerization of small diynes and bisazides, called polytriazoles, are very brittle and show poor processability. [20][21][22] To improve the polymer properties, researchers have inserted polyols, such as PEG [ 23,24 ] and PDMS [ 25,26 ] into the structure to obtain polytriazole elastomers. However, relatively low mechanical properties of these polytriazole elastomers have been observed even after chemical crosslinking. Side chain post-functionalization of PUs by click methodologies has also been reported. PUs with clickable side chain groups, such as

show abstract

Section: Resultsmentioning

confidence: 99%

“…Kantheti et al synthesized triazole‐rich hyperbranched polyester and polyether polyols to develop antimicrobial polyurethane coatings. These polyurethane coatings exhibited remarkable stability toward various bacterial and fungal stains …”

Section: Introductionmentioning

confidence: 99%

Synthesis, Morphology, and Properties of Polyurethane-triazoles by Click Chemistry

Wang

Guo

Ding

2015

Macromol. Chem. Phys.

View full text Add to dashboard Cite

show abstract

“…The click chemistry concept has received acceptance in pharmaceutical, material and other industries because of time saving in the development of molecular libraries and screening. 3–5 Molecular and cellular imaging, which is an important branch in diagnosis, drug discovery and development has also benefited significantly from this chemical technology. Specifically, fast, quantitative yielding, and pure conjugation chemistries are required for design and synthesis of molecular or nano-scale imaging probes.…”

Section: Click Chemistrymentioning

confidence: 99%

Click Chemistry in the Development of Contrast Agents for Magnetic Resonance Imaging

Hapuarachchige

Artemov

2016

Topics in Magnetic Resonance Imaging

View full text Add to dashboard Cite

Click chemistry provides fast, convenient, versatile and reliable chemical reactions that take place between pairs of functional groups of small molecules that can be purified without chromatographic methods. Due to the fast kinetics and low or no elimination of byproducts, click chemistry is a promising approach that is rapidly gaining acceptance in drug discovery, radiochemistry, bioconjugation, and nanoscience applications. Increasing use of click chemistry in synthetic procedures or as a bioconjugation technique in diagnostic imaging is occurring because click reactions are fast, provide a quantitative yield, and produce minimal amount of nontoxic byproducts. This review summarizes the recent application of click chemistry in magnetic resonance imaging and discusses the directions for applying novel click reactions and strategies for further improving MRI performance.

show abstract

“…[1][2][3][4] Thus, hyperbranched polymers have been widely used in biomedical materials, nonlinear optical materials, tanning, surface modification, supramolecular chemistry, and nano materials. [13][14][15][16] Ren et al 14 studied that the blend films of PU and amino-terminal hyperbranched polymers (HBP-NH 2 ). 11,12 However, PU film has poor moisture adsorption and vapor permeability, which directly influence the wearing comfort of product significantly.…”

Section: Introductionmentioning

confidence: 99%

“…[5][6][7][8][9][10] With abrasion resistance, high strength, and chemical resistance, polyurethane (PU) has been widely used in synthetic leather and leather finishing agent. Kantheti et al 15 studied that different generations of 1,2,3-triazole-rich hyperbranched polyether polyols and application for the development of moisture-cured polyurethaneurea coatings. Recently, a lot of studies on the application of hyperbranched polymer in PU field have been reported.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and application of hyperbranched poly(urethane‐urea) finishing agent with amino groups

Ren

Geng

Chen

et al. 2016

J of Applied Polymer Sci

View full text Add to dashboard Cite

The isocyanate-terminated linear polyurethane prepolymer (LPPU) was successfully synthesized via step-by-step polymerization, with isophorone disocyanate (IPDI) and polytetramethylene ether glycol (PTMG, M n 5 2000 g/mol) used as raw materials, dibutyltin dilaurate (DBTDL) as the catalyst, 1,4-butanediol (BDO) as the chain extender and anhydrous ethanol (EtOH) as the blocking agent. Then the hyperbranched poly (urethane-urea) (HBPU) containing amino groups was synthesized by grafting LPPU on amino-terminated hyperbranched polymers (NH 2 -HBP). The molecular structure of LPPU and HBPU were characterized by means of FT-IR and 1 H-NMR. It was founded that LPPU and HBPU were successfully synthesized as anticipated. The thermal stability and crystalline morphology of LPPU and HBPU were characterized and analyzed by TG and XRD. Additionally, it was also found that, after addition of 10% HBPU, the water absorption rate, water vapor transmission rate, and water vapor permeability increased markedly by 162.02%, 400.00%, 260.00%, respectively. The tensile strength of membrane decreased by 24.57% and the elongation at break increased by 26.92%. Compared with the leather finished by commercial PU finishing agent, the leather finished by HBPU presented better properties. The water vapor permeability of the leather finished by increased by 13.0%, and the dry-and wet-rub resistances and the physical and mechanical performances were excellent.

show abstract

Click Chemistry Engineered Hyperbranched Polyurethane–Urea for Functional Coating Applications

Cited by 32 publications

References 21 publications

Synthesis, Morphology, and Properties of Polyurethane-triazoles by Click Chemistry

Synthesis, Morphology, and Properties of Polyurethane-triazoles by Click Chemistry

Click Chemistry in the Development of Contrast Agents for Magnetic Resonance Imaging

Synthesis and application of hyperbranched poly(urethane‐urea) finishing agent with amino groups

Contact Info

Product

Resources

About