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4 protocols using 2 tert butylamino ethyl methacrylate

1

Synthesis of Methacrylate Monomers

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L(+)-lactic acid (LA), 2-(dimethylamino)ethyl methacrylate (DMAEMA), 2-(diethylamino)ethyl methacrylate (DEAEMA), 2-N-morpholinoethyl methacrylate (MEMA), and 2-(tert-butylamino)ethyl methacrylate (TBAEMA) were purchased from Sigma-Aldrich (St. Louis, MO, USA). The ethanol used was 200 proof and reagent grade. The deuterium oxide (D2O) used had 99% 2H atoms and was filtered through a 0.22 um filter.
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2

Synthesis of Multifunctional Polymeric Materials

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Polycaprolactone powders with a number average molecular weight of 80,000 g/mole, acrylic acid, and (2-tert-butylaminoethyl) methacrylate were supplied by Sigma-Aldrich, St. Louis, MO, USA. Dimethylformamide (DMF) and tetrahydrofuran were purchased from Echo Chemical Co. (Miaoli, Taiwan). Chloroform was supplied by J.T. Baker, Radnor, PA, USA. Copper(I) bromide (CuBr), 1,1,4,7,10,10-hexamethyl-triethylenetetramine, 2-bromopropionyl bromide, and EDGMA were supplied by Alfa Aesar, Ward Hill, MA, USA. Sulfuric acid (97% purity) was provided by Showa, Tokyo, Japen. Lastly, 2-hydroxy-2-methy-l-propiophenone (Speedcure 73; purity of 96%) was purchased from Avantor Inc., Radnor, PA, USA.
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3

Preparation of Electrophoretic Ink Particles

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Example 1

50 g of n-butyl acetate (Merck, 101974), 5.0 g of mono-terminated polydimethylsiloxan methacrylate (ABCR, AB146684), 0.5 g of (2,3-Epoxypropyl)-methacrylat (Merck, 800609), 4.5 g of 2-tert-Butylaminoethylmethacrylate (Aldrich, 444332), and 0.12 g of Vazo 67 (DuPont) are combined in a 100 ml 3-neck flask equipped with reflux condenser, nitrogen supply, and septum. A preheated heating block (70° C.) is raised under the reaction vessel and the reaction is allowed to continue for 2 h.

12.0 g of the resulting polymer solution and 10.0 g of TiO2 particles (DuPont, Ti-Pure R960), 0.5 g of N,N-dimethyldodecylamine (Aldrich, 384386) are combined in a 100 ml round bottom flask and allowed to disperse and react at 120° C. for 24 hours. The resulting dispersion is deposited (benchtop centrifuge, RCF=3000, 20 min) and redispersed in fresh dodecane thrice.

Electrophoretic inks with 3% wt of the prepared particles and 5% wt Aerosol OT (Aldrich, 323586), respectively 3% wt of a sodium alkyl (branched) benzene sulfonate are prepared and the Zetapotential characterised using a Malvern Zetasizer Nano ZS. With the Aerosol OT a Zetapotential of +54 mV, is found.

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4

Synthesis of Polymer-Coated TiO2 Particles

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Example 2

30 g of n-butyl acetate (Merck, 101974) are pre-heated to 85° C. (temperature at the heating block) in a 100 ml 3-neck flask equipped with reflux condenser, nitrogen supply, and septum. 5.0 g of mono-terminated polydimethylsiloxan methacrylate (ABCR, AB146684), 0.5 g of (2,3-Epoxypropyl)-methacylate (Merck, 800609), 4.5 g of 2-tert-Butylaminoethylmethacrylate (Aldrich, 444332), and 0.12 g of Vazo 67 (DuPont) are combined and metered into the reaction vessel over a period of 2 h using a syringe pump. After addition of the reactants, an additional 0.12 g of Vazo 67 is added and the reaction is allowed to continue for 2 h.

1.0 g of the resulting polymer solution and 2.0 g of TiO2 particles (DuPont, Ti-Pure R960) are combined and subjected to ultrasound for 45 min in an Ultrasoundbath (VWR Ultrasonic bath, USC600TH, 260 W output). The resulting dispersion is filtered through a 50 micron cloth (SEFAR NITEX 03-50/1). Afterwards, the particles are deposited (benchtop centrifuge, RCF=3000, 20 min) and redispersed in fresh dodecane thrice.

Electrophoretic inks with 3% wt of the prepared particles and 3% wt additive are prepared and the Zetapotential characterised using a Malvern Zetasizer Nano ZS.

With Aerosol OT (Aldrich, 323586) a Zetapotential of +4 mV, and with Span 85 (Aldrich, S7135) a Zetapotential of +3 mV is found.

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