Reproducible and scalable synthesis of end-cap-functionalized depolymerizable poly(phthalaldehydes)

Anthony M. Dilauro, Jessica S. Robbins, Scott T. Phillips

Research output: Contribution to journalArticle

55 Citations (Scopus)

Abstract

This article describes a general procedure for synthesizing end-capped poly(phthalaldehydes) that depolymerize continuously from head-to-tail in response to a single reaction with a specific chemical or physical stimulus. The procedure (i) is reproducible and scalable over various batches of commercially available monomer, (ii) requires only 4 h to prepare the polymer, (iii) enables functionalized end-caps to be appended to both ends of the linear polymer, and (iv) provides control over the molecular weight of the polymer. This article also (i) provides spectroscopic and experimental evidence that depolymerization of end-capped poly(phthalaldehydes) is mediated by cleavage of the end-cap from the terminus of the polymer in response to a specific applied signal and (ii) shows that plastics made from poly(phthalaldehyde) containing a photoresponsive end-cap can be converted to monomers in the solid state.

Original languageEnglish (US)
Pages (from-to)2963-2968
Number of pages6
JournalMacromolecules
Volume46
Issue number8
DOIs
StatePublished - Apr 23 2013

Fingerprint

Polymers
Monomers
Depolymerization
Molecular weight
Plastics

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Dilauro, Anthony M. ; Robbins, Jessica S. ; Phillips, Scott T. / Reproducible and scalable synthesis of end-cap-functionalized depolymerizable poly(phthalaldehydes). In: Macromolecules. 2013 ; Vol. 46, No. 8. pp. 2963-2968.
@article{52c9a64c8d114bc590c66f1a7bacbb40,
title = "Reproducible and scalable synthesis of end-cap-functionalized depolymerizable poly(phthalaldehydes)",
abstract = "This article describes a general procedure for synthesizing end-capped poly(phthalaldehydes) that depolymerize continuously from head-to-tail in response to a single reaction with a specific chemical or physical stimulus. The procedure (i) is reproducible and scalable over various batches of commercially available monomer, (ii) requires only 4 h to prepare the polymer, (iii) enables functionalized end-caps to be appended to both ends of the linear polymer, and (iv) provides control over the molecular weight of the polymer. This article also (i) provides spectroscopic and experimental evidence that depolymerization of end-capped poly(phthalaldehydes) is mediated by cleavage of the end-cap from the terminus of the polymer in response to a specific applied signal and (ii) shows that plastics made from poly(phthalaldehyde) containing a photoresponsive end-cap can be converted to monomers in the solid state.",
author = "Dilauro, {Anthony M.} and Robbins, {Jessica S.} and Phillips, {Scott T.}",
year = "2013",
month = "4",
day = "23",
doi = "10.1021/ma4001594",
language = "English (US)",
volume = "46",
pages = "2963--2968",
journal = "Macromolecules",
issn = "0024-9297",
publisher = "American Chemical Society",
number = "8",

}

Reproducible and scalable synthesis of end-cap-functionalized depolymerizable poly(phthalaldehydes). / Dilauro, Anthony M.; Robbins, Jessica S.; Phillips, Scott T.

In: Macromolecules, Vol. 46, No. 8, 23.04.2013, p. 2963-2968.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Reproducible and scalable synthesis of end-cap-functionalized depolymerizable poly(phthalaldehydes)

AU - Dilauro, Anthony M.

AU - Robbins, Jessica S.

AU - Phillips, Scott T.

PY - 2013/4/23

Y1 - 2013/4/23

N2 - This article describes a general procedure for synthesizing end-capped poly(phthalaldehydes) that depolymerize continuously from head-to-tail in response to a single reaction with a specific chemical or physical stimulus. The procedure (i) is reproducible and scalable over various batches of commercially available monomer, (ii) requires only 4 h to prepare the polymer, (iii) enables functionalized end-caps to be appended to both ends of the linear polymer, and (iv) provides control over the molecular weight of the polymer. This article also (i) provides spectroscopic and experimental evidence that depolymerization of end-capped poly(phthalaldehydes) is mediated by cleavage of the end-cap from the terminus of the polymer in response to a specific applied signal and (ii) shows that plastics made from poly(phthalaldehyde) containing a photoresponsive end-cap can be converted to monomers in the solid state.

AB - This article describes a general procedure for synthesizing end-capped poly(phthalaldehydes) that depolymerize continuously from head-to-tail in response to a single reaction with a specific chemical or physical stimulus. The procedure (i) is reproducible and scalable over various batches of commercially available monomer, (ii) requires only 4 h to prepare the polymer, (iii) enables functionalized end-caps to be appended to both ends of the linear polymer, and (iv) provides control over the molecular weight of the polymer. This article also (i) provides spectroscopic and experimental evidence that depolymerization of end-capped poly(phthalaldehydes) is mediated by cleavage of the end-cap from the terminus of the polymer in response to a specific applied signal and (ii) shows that plastics made from poly(phthalaldehyde) containing a photoresponsive end-cap can be converted to monomers in the solid state.

UR - http://www.scopus.com/inward/record.url?scp=84876696674&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84876696674&partnerID=8YFLogxK

U2 - 10.1021/ma4001594

DO - 10.1021/ma4001594

M3 - Article

AN - SCOPUS:84876696674

VL - 46

SP - 2963

EP - 2968

JO - Macromolecules

JF - Macromolecules

SN - 0024-9297

IS - 8

ER -