Synthesis and molecular composites of functionalized polyisocyanates

Chetan A. Khatri, Milind M. Vaidya, Kalle Levon, Salil K. Jha, Mark M. Green

Research output: Contribution to journalArticle

Abstract

Side chain functionalized polyisocyanates with ether, ester, and ketone groups, i.e. poly-(3-(benzyloxy)-n-propyl isocyanate) (PIET), poly(3-(benzyloxycarbonyl)-n-propyl isocyanate) (PIES), and poly(3-oxobutyl isocyanate) (PIK), were synthesized to enhance the possibility of forming miscible blends with hydrogen-bonding donor random coil polymers. While such blends do not form with poly(n-hexyl isocyanate) (PHIC) and a 91/9 copolymer of styrene and vinylphenol (PHS-9), several criteria are consistent with miscible blend formation with the functionalized polyisocyanates above. Infrared spectrometry demonstrates hydrogen bonding between the phenol hydroxyl groups and the polar side chain functions. The glass transitions of the blends are intermediate between those of PHS-9 and the polyisocyanate in certain composition ranges in which optical microscopy shows no evidence of birefringence or cloudiness. Optical activity properties and light-scattering measurements show that PIES and PIET are stiff helical macromolecules, as is well-known for PHIC. PIES was hydrogenolyzed to yield the unprotected polymer with carboxylic acid pendant groups. This polyelectrolyte was soluble in water with a pH 7 buffer and at higher pH's but with a depolymerization whose rate increased at higher pH.

Original languageEnglish (US)
Pages (from-to)4719-4728
Number of pages10
JournalMacromolecules
Volume28
Issue number13
StatePublished - Jan 1 1995

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Isocyanates
Polyurethanes
Hydrogen bonds
Depolymerization
Polymers
Composite materials
Birefringence
Polyelectrolytes
Ketones
Macromolecules
Carboxylic acids
Light scattering
Spectrometry
Phenols
Optical microscopy
Glass transition
Styrene
Ethers
Esters
Copolymers

ASJC Scopus subject areas

  • Materials Chemistry

Cite this

Khatri, C. A., Vaidya, M. M., Levon, K., Jha, S. K., & Green, M. M. (1995). Synthesis and molecular composites of functionalized polyisocyanates. Macromolecules, 28(13), 4719-4728.

Synthesis and molecular composites of functionalized polyisocyanates. / Khatri, Chetan A.; Vaidya, Milind M.; Levon, Kalle; Jha, Salil K.; Green, Mark M.

In: Macromolecules, Vol. 28, No. 13, 01.01.1995, p. 4719-4728.

Research output: Contribution to journalArticle

Khatri, CA, Vaidya, MM, Levon, K, Jha, SK & Green, MM 1995, 'Synthesis and molecular composites of functionalized polyisocyanates', Macromolecules, vol. 28, no. 13, pp. 4719-4728.
Khatri CA, Vaidya MM, Levon K, Jha SK, Green MM. Synthesis and molecular composites of functionalized polyisocyanates. Macromolecules. 1995 Jan 1;28(13):4719-4728.
Khatri, Chetan A. ; Vaidya, Milind M. ; Levon, Kalle ; Jha, Salil K. ; Green, Mark M. / Synthesis and molecular composites of functionalized polyisocyanates. In: Macromolecules. 1995 ; Vol. 28, No. 13. pp. 4719-4728.
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