A Novel Aryl Amide-Bridged Ladderlike Polymethylsiloxane Synthesized by an Amido H-Bonding Self-Assembled Template

Abstract

A novel soluble aryl amide-bridged ladderlike polymethylsiloxane (A-LPMS) was synthesized by stepwise coupling polymerization on the basis of amido H-bonding self-assembling template from monomer N,N'-bis(3-methyldiethoxylsilylpropyl)-[4,4'-oxybis(benzyl amide)]. The monomer was prepared in a high yield by the hydrosilylation reaction of template agent N,N'-diallyl-[4,4'-oxybis(benzyl amide)] with methyldiethoxysilane in the presence of dicyclopentadienylplatinum dichloride (Cp(2)PtCl(2)) as catalyst. A variety of techniques including (1)H NMR, (13)C NMR, (29)Si NMR, FTIR, XRD, DSC, and, especially, static and dynamic light scattering and viscosimetry were combined to confirm the presence of the ordered ladderlike structure of polymer A-LPMS.

Nanoscopic Photoluminescence Memory as a Fingerprint of Complexity in Self‐Assembled Alkyl/Siloxane Hybrids

“…Silsesquioxanes ((RO) 3 -Si-R′-Si-(OR) 3 , where R and R′ are organic groups) and organosilanes (R′-Si-X 3 , where X = OR or Cl) are examples in which hierarchically ordered self-assembled architectures with well-defined morphologies at the macroscopic scale-such as ribbons stacked into lamellae, [6][7][8][9] 2D hexagonal structures, [9] twisted helical fibers with controlled handedness, [10] hollow tubes and spheres, [11] ladderlike superstructures, [12] and bilayered lamellar packing [13][14][15] are induced by weak interactions between the R′ organic spacers (hydrogen bonding, hydrophobic interactions, and p-p interactions).…”

“…Despite the fact that work on silsesquioxanes has produced hierarchically ordered architectures, [6][7][8][9][10][11][12] so far the self-assembly of the simpler trifunctional alkylsilanes has been reported only sporadically. [13][14][15] In these examples, the design strategy relies on the self-organization of organophilic precursor molecules that become amphiphilic as hydrolysis proceeds to form hydrophilic silanol groups.…”

Ladder Polysiloxanes for Optoelectronic Applications

“…The method has been confirmed by the following practical reactions. Tang et al (Tang et al, 2002) reported the preparation of a template, N, N ' -diallyl-[4,4 ' -oxybis(benzyl amide)] as shown in Scheme 3, which possesses strong intermolecular amide hydrogen bonding. Firstly, ladder monomer was synthesized via a hydrosilylation reaction of the template with methyldiethoxysilane.…”

Promising Functional Materials Based on Ladder Polysiloxanes

“…[6,10] For example, a aramide-bridged OLPS with high tacticity has been synthesized, [10a] and it is the first soluble, high-M w and perfect OLPS with W % 1 ppm and very high glass-transition temperature,…”