Synthesis of Liquid Crystalline Phosphazenes Containing Chiral Mesogens

Harry R. Allcock, Eric H. Klingenberg

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

Phosphazene cyclic trimers and high polymers containing biphenyl side groups with (S)-2-methyl-1-butoxy as a terminal unit were synthesized. The chiral biphenyl units [4,4′-C6H4C6H4OCH2-CH(CH3)CH2CH3] were linked to the skeletal phosphorus atoms of the small-molecule phosphazene cyclic trimers and high polymers through -C(CH2CH2O)m- spacer linkages, where m = 2 or 3. Of the cyclic trimers synthesized, with the formula N3P3[O(CH2CH2O)mC6H4C6H4OCH2CH(CH3)CH2CH3]6 where m = 2 (4) or 3 (5), only 5 was liquid crystalline, as determined by differential scanning calorimetry (DSC). Single-substituent high-polymeric poly(organophosphazenes) were synthesized that contained the chiral biphenyl unit linked to the backbone through spacer units m = 2(6) and 3 (8). Cosubstituent polymers were also synthesized which contained both the chiral biphenyl derivative linked to the backbone through varying spacer lengths and with nonmesogenic cosubstituents, OCH2CH2OCH2CH2OCH3 and OCH2CF3. The liquid crystalline behavior of these polymers was studied with respect to spacer length and nonmesogenic cosubstituents. All the polymers synthesized showed enantiotropic liquid crystallinity. Morphologies and thermal behavior of these compounds were investigated with the use of DSC, X-ray diffraction, and optical hot stage microscopy.

Original languageEnglish (US)
Pages (from-to)4351-4360
Number of pages10
JournalMacromolecules
Volume28
Issue number13
DOIs
StatePublished - Jun 1 1995

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Polymers
Crystalline materials
Liquids
Differential scanning calorimetry
Phosphorus
Microscopic examination
Derivatives
X ray diffraction
Atoms
Molecules
diphenyl

All Science Journal Classification (ASJC) codes

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

Cite this

Allcock, Harry R. ; Klingenberg, Eric H. / Synthesis of Liquid Crystalline Phosphazenes Containing Chiral Mesogens. In: Macromolecules. 1995 ; Vol. 28, No. 13. pp. 4351-4360.
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Synthesis of Liquid Crystalline Phosphazenes Containing Chiral Mesogens. / Allcock, Harry R.; Klingenberg, Eric H.

In: Macromolecules, Vol. 28, No. 13, 01.06.1995, p. 4351-4360.

Research output: Contribution to journalArticle

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N2 - Phosphazene cyclic trimers and high polymers containing biphenyl side groups with (S)-2-methyl-1-butoxy as a terminal unit were synthesized. The chiral biphenyl units [4,4′-C6H4C6H4OCH2-CH(CH3)CH2CH3] were linked to the skeletal phosphorus atoms of the small-molecule phosphazene cyclic trimers and high polymers through -C(CH2CH2O)m- spacer linkages, where m = 2 or 3. Of the cyclic trimers synthesized, with the formula N3P3[O(CH2CH2O)mC6H4C6H4OCH2CH(CH3)CH2CH3]6 where m = 2 (4) or 3 (5), only 5 was liquid crystalline, as determined by differential scanning calorimetry (DSC). Single-substituent high-polymeric poly(organophosphazenes) were synthesized that contained the chiral biphenyl unit linked to the backbone through spacer units m = 2(6) and 3 (8). Cosubstituent polymers were also synthesized which contained both the chiral biphenyl derivative linked to the backbone through varying spacer lengths and with nonmesogenic cosubstituents, OCH2CH2OCH2CH2OCH3 and OCH2CF3. The liquid crystalline behavior of these polymers was studied with respect to spacer length and nonmesogenic cosubstituents. All the polymers synthesized showed enantiotropic liquid crystallinity. Morphologies and thermal behavior of these compounds were investigated with the use of DSC, X-ray diffraction, and optical hot stage microscopy.

AB - Phosphazene cyclic trimers and high polymers containing biphenyl side groups with (S)-2-methyl-1-butoxy as a terminal unit were synthesized. The chiral biphenyl units [4,4′-C6H4C6H4OCH2-CH(CH3)CH2CH3] were linked to the skeletal phosphorus atoms of the small-molecule phosphazene cyclic trimers and high polymers through -C(CH2CH2O)m- spacer linkages, where m = 2 or 3. Of the cyclic trimers synthesized, with the formula N3P3[O(CH2CH2O)mC6H4C6H4OCH2CH(CH3)CH2CH3]6 where m = 2 (4) or 3 (5), only 5 was liquid crystalline, as determined by differential scanning calorimetry (DSC). Single-substituent high-polymeric poly(organophosphazenes) were synthesized that contained the chiral biphenyl unit linked to the backbone through spacer units m = 2(6) and 3 (8). Cosubstituent polymers were also synthesized which contained both the chiral biphenyl derivative linked to the backbone through varying spacer lengths and with nonmesogenic cosubstituents, OCH2CH2OCH2CH2OCH3 and OCH2CF3. The liquid crystalline behavior of these polymers was studied with respect to spacer length and nonmesogenic cosubstituents. All the polymers synthesized showed enantiotropic liquid crystallinity. Morphologies and thermal behavior of these compounds were investigated with the use of DSC, X-ray diffraction, and optical hot stage microscopy.

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