Copolymerization behavior of 3‐isopropenyl‐α,α‐dimethylbenzylamine and a preliminary evaluation of the copolymers in thermoset coatings

Trumbo, David L.; Mote, B. E.; Trevino, Alexandro; Brink, M.

doi:10.1002/app.1937

Cited by 7 publications

(6 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Kim et al report that when using an activated alcohol such as poly(4‐vinyl phenol), it appears that the reaction proceeds at room temperature in the presence of the DBTDL catalyst 56. The same catalyst has been employed by the majority of research groups when reacting TMI with alcohols,26, 38, 56–60 including Chae and Park when reacting a polymer containing HEMA with methacryol iscocyanate, which is of similar structure to that of ICEMA 38. We therefore used DBTDL for all the coupling reactions discussed below.…”

Section: Resultsmentioning

confidence: 99%

“Clickable” polymers via a combination of RAFT polymerization and isocyanate chemistry

Moraes

Maschmeyer

Perrier

2011

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

We describe a facile, one‐pot, two‐step polymerization towards synthesizing block co‐polymers bearing reactive isocyanate functional groups. Reversible addition fragmentation chain transfer (RAFT) polymerization is used to mediate the co‐polymerization of isocyanate‐bearing monomers dimethyl meta‐isopropenyl benzyl isocyanate (TMI) and 2‐isocyanatoethyl methacrylate (ICEMA) with styrene and methyl methacrylate (MMA), respectively. ICEMA was incorporated into the polymer at a faster rate than TMI and its unhindered isocyanate group was found to be more reactive than the hindered isocyanate group of TMI. Both the TMI/styrene and the MMA/ICEMA systems maintain the reactivity of the isocyanate functionality, which was exploited by attaching representative hydroxyl‐bearing small and large molecules as well as solid substrates to the block co‐polymers. Thus, we demonstrate the versatility of the block co‐polymer system as a basis for forming branched polymers or as grafts for a solid substrate. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

show abstract

Section: Resultsmentioning

confidence: 99%

“Clickable” polymers via a combination of RAFT polymerization and isocyanate chemistry

Moraes

Maschmeyer

Perrier

2011

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

show abstract

“…The time it takes for a paint to dry (reaction time) after application is an important factor for the paint formulator . This is because if the paint dries too fast, it will be prone to brittleness and if it dries too slowly, the paint may be subjected to pick up dirt (Trumbo et al, 2001). Figure 1 shows the effect of UF viscosity on the dry time of UF/UP copolymer composite.…”

Section: Results and Discussion Dry Timementioning

confidence: 99%

Effect of urea formaldehyde viscosity on urea formaldehyde and urea proparaldehyde copolymer composite

Osemeahon¹,

Barminas²,

Aliyu³

et al. 2009

International Journal of Biological and Chemical Sciences

View full text Add to dashboard Cite

This work investigates the effect of urea formaldehyde (UF) viscosity on a composite derived from copolymerization reaction between urea formaldehyde (UF) and urea proparaldehyde (UP). Some physical properties of the urea formaldehyde/urea proparaldehyde (UF/UP) copolymer obtained at different UF viscosities (3.91-207.08 mPa.s) were evaluated. The melting point, refractive index, density and formaldehyde emission were found to increase with increase in UF viscosity while the dry time, moisture uptake and elongation at break were found to decrease with increase in viscosity. UF viscosity below 10.82 mPa.s was found to produce UF/UP copolymer composite which is ductile and soluble in water. Beyond this value, the composite became insoluble in water. Thus processing of UF/PU copolymer resin for emulsion paint formulation should be carried out below 10.82 mPa.s viscosity level. The results obtained from this experiment will offer formulators different options and will help to control formulation processes towards developing UF/UP copolymer composite as a paint binder for emulsion paint formulation.

show abstract

“…[79] A cheaper alternative that may prove to be more feasible for large scale synthesis is 3-isopropenyl-α,α-dimethylbenzylamine which has been copolymerized with styrene and with methyl methacrylate (MMA) using conventional radical polymerization. [80] This could be a suitable monomer to impart pendant amine functionality into a SAN copolymer, and may lead to higher levels of compatibility within the MA-PE/SAN blends. Since a single molecule of random functional SAN could theoretically react with MA-PE at multiple locations during melt blending, or even to multiple MA-PE molecules, interesting morphologies may result.…”

Section: Considerations For Future Workmentioning

confidence: 99%

Compatibilization of Poly(styrene‐acrylonitrile) (SAN)/Poly(ethylene) Blends via Amine Functionalization of SAN Chain Ends

Oxby

Marić

2013

Macro Reaction Engineering

View full text Add to dashboard Cite

Styrene/acrylonitrile (SAN) copolymers with excellent chain-end fidelity and low polydispersity M w /M n (1.10 -1.30) were synthesized by nitroxide mediated polymerization (NMP) in dimethylformamide (DMF) solution with a succinimidyl ester (NHS) terminal group from the so-called SG1 nitroxide residue. These copolymers were thermally stabilized by removing the N-tertbutyl-N-[1-diethylphosphono-(2,2-dimethylpropyl) nitroxide] (SG1), and then modified to form primary amine end-functional SAN (SAN-NH 2 ). Homogeneous coupling reactions and Fourier-transform infrared spectroscopy (FTIR) indicated that the amine group was effectively placed at the chain end. SAN-NH 2 was reactively blended with maleic anhydride grafted poly(ethylene) (PE) at 20 wt.% loading at 180 °C and the resulting morphology was compared against the nonreactive blend. Scanning electron microscopy (SEM) indicated finer SAN domains ~ 1 μm which were thermally stable upon annealing in the reactive case.The dispersed SAN domains were reoriented using a channel die to impart elongated domains with aspect ratios ~ 14, which would be desirable for barrier materials.ii iii

show abstract

Copolymerization behavior of 3‐isopropenyl‐α,α‐dimethylbenzylamine and a preliminary evaluation of the copolymers in thermoset coatings

Cited by 7 publications

References 23 publications

“Clickable” polymers via a combination of RAFT polymerization and isocyanate chemistry

“Clickable” polymers via a combination of RAFT polymerization and isocyanate chemistry

Effect of urea formaldehyde viscosity on urea formaldehyde and urea proparaldehyde copolymer composite

Compatibilization of Poly(styrene‐acrylonitrile) (SAN)/Poly(ethylene) Blends via Amine Functionalization of SAN Chain Ends

Contact Info

Product

Resources

About