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5 protocols using phenylphosphonic acid

1

Halloysite Nanoclay Functionalization for Polymer Composites

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Halloysite nanoclay (Sigma-Aldrich™), phenyl phosphonic acid (PPA, 98%, Sigma-Aldrich™), 3-aminopropyl triethoxysilane (APTES, 99%, ACROS Organics™), triethylamine (TEA, 99%, ACROS Organics™), bromo-isobutyryl bromide (BiBB, 98%, Sigma-Aldrich™), two-dimensional Dimethylamino ethyl methacrylate (DMAEMA, 98%, Sigma-Aldrich™), ethyl α-bromoisobutyrate (ETBriB, 98%, Sigma-Aldrich™), copper monochloride (CuCl, 97%, Sigma-Aldrich™), Toluene (anhydrous, 99.8%, Sigma-Aldrich™), Toluene (Certified ACS, Fisher Sci.™), dichloromethane (DCM, anhydrous, ≥99.8%, Sigma-Aldrich™), isopropanol (Certified ACS, Macron Fine Chemicals™), Sudan IV(Fisher Chemical), styrene (≥99.5%, Sigma-Aldrich™), azobisisobutyronitrile (AIBN, Sigma-Aldrich™), octyl triethoxysilane (≥97.5%, Sigma-Aldrich™) were used without further purification.
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2

Purification and Characterization of Organic Compounds

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Acetic acid (Acros, 99.8%), formic acid (Sigma-Aldrich, 98%), 2,2,2-trifluoroethanol (Fluorochem, 99%), phenylphosphonic acid (Acros, 98%), trifluoroAcetic acid (Sigma-Aldrich, 99%), methanesulfonic acid (Sigma-Aldrich, 99.5%), p-toluenesulfonic acid (Sigma-Aldrich, 98.5%), trifluoromethanesulfonic acid (Fluka, 98%), dimethylmalonic acid (Aldrich, 98%) and a,a,atrifluorotoluene (Alfa Aesar, 99%) were used without further purification. CDCl 3 and methanol-d 4 (Aldrich, 99.8% D) were kept at 4 1C and used as received. Triethylphosphine oxide (Aldrich, 99%) was kept and manipulated in a glove box under Ar.
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3

Enzymatic Synthesis of Polyesters

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Lipase from Pseudomonas sp., dodecylamine (DDA), octadecylamine (ODA), zinc nitrate, and phenylphosphonic acid was acquired from Sigma-Aldrich Chemical Company (St. Louis, MO, USA). 1,4-butanediol (BD), dimethylene carbonate (DMC), and dimethylene terephthalate (DMT) were obtained from Alfa Aesar Chemical Company (Haverhill, MA, USA). Sodium hydroxide was purchased from Fluka Chemical Company (Buchs, Switzerland). All chemicals were used without purification.
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4

Synthesis of Modified Silicone Resin

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Example 7

A mixture of phenylphosphonic acid (28.5 g, Aldrich) and polydimethylsiloxane (Mn 550, 116.6 g, Gelest) was dissolved in toluene in a 500-mL round-bottom flask equipped with a stirrer, a Dean-Stark trap and a condenser. The flask was heated at 70° C. for 15 h followed by heating at 110° C. for 3 h. The mixture was then raised to 150° C. to collect water (6.5 mL). Toluene was removed by vacuum and the viscous modified silicone resin (ii) product was collected.

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5

Synthesis of Modified Silicone Resin

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Example 7

A mixture of phenylphosphonic acid (28.5 g, Aldrich) and polydimethylsiloxane (Mn 550,116.6 g, Gelest) was dissolved in toluene in a 500-mL round-bottom flask equipped with a stirrer, a Dean-Stark trap and a condenser. The flask was heated at 70° C. for 15 h followed by heating at 110° C. for 3 h. The mixture was then raised to 150° C. to collect water (6.5 mL). Toluene was removed by vacuum and the viscous modified silicone resin (ii) product was collected.

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