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Synthetically Induced 1→4‐C Branching Motif ‐ An Access Towards Dense Urethane Connecting Dendritic Scaffolds and Application in Nuclear Track Detection
Author(s) -
Shetgaonkar Abhijit D.,
Nadkarni Vishnu S.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201903243
Subject(s) - allylic rearrangement , branching (polymer chemistry) , monomer , acryloyl chloride , dendrimer , chemistry , convergent synthesis , polymerization , polymer chemistry , materials science , combinatorial chemistry , polymer , acrylate , organic chemistry , catalysis
A series of dumbbell‐shaped urethane connecting polyoleifinic dendrimers, are synthesized from commercial AB 2 monomer through the concept of post‐generative synthetic induction of novel 1→4‐C branching motif in divergent and convergent growth methodology using carbamoyl chloride reactivity. A synthetic protocol is conducted through the iterative process of O‐ carbamoyl‐allylation of hydroxyls followed by Upjohn dihydroxylation of the allylic double bonds, leading to protection/deprotection free divergent pathway. In parallel, convergent growth route gains dendrimers in relatively good yields. Also, the process of O ‐carbonyloxy‐allylation of [G‐1] polyol affords urethane‐carbonate framework providing access to 1→2‐C branching further. Incorporation of current branching motif results in dendritic scaffold with dense periphery at lower generations itself. Free radical cast polymerization of [G‐0.5] dendrimer with allyl diglycol carbonate (ADC) produces thermoset polymer films, showing good sensitivity and ability to permanently record nuclear tracks.