Abstract
D-Lactose-O-(vinylbenzyl)oxime (LVO), prepared from α-D-lactose and [O-(vinylbenzyl)oxy]amine (1) was copolymerized with styrene (ST) in dimethylsulfoxide (DMSO)-toluene (1 : 1, v/v) at 65°C using 2,2′-azobisisobutyronitrile (AIBN) as a free radical initiator. The polymerization was rapid when using AIBN as the initiator. The resultant copolymers were characterized by elemental analyses, infrared, viscometry, TGA, DSC, and 1H-NMR spectroscopy. The poly(ST-co-LVO) had an intrinsic viscosity in the range of 0.11-0.51 dL/g in DMSO at 30°C. The molecular weight was determined by gel permeation chromatography (GPC), and the molecular weight of the resulting polymers ranged from 2.11 × 104 to 6.53 × 107 with low polydispersities. The solubility of the copolymers with different monomer compositions in solvents of varied polarities was also studied. Incorporation of up to 65% (mol %) of lactose-based monomer onto polystyrene backbone led to a water-soluble polymer. Thermal behavior of the synthesized copolymers was evaluated by thermogravimetric analysis (TGA) and correlated very well with the polymer composition. Introduction of a pendant disaccharide compromised the thermal stability of the copolymer. The synthetic approach described in this report provides a route to prepare a novel disaccharide surfactant polymer with well-defined structures and hydrophilic/hydrophobic balances, by adjusting feed ratio of the lactose-based monomer (1) to styrene.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2971-2978 |
| Number of pages | 8 |
| Journal | Journal of Polymer Science, Part A: Polymer Chemistry |
| Volume | 36 |
| Issue number | 16 |
| State | Published - Nov 30 1998 |
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Keywords
- Amphiphilic copolymer
- Copolymerization
- Polymeric surfactant
- Radical polymerization
- Solubility
- Solution polymerization
- Styrene
- Thermostability
ASJC Scopus subject areas
- Materials Chemistry
- Polymers and Plastics
Cite this
Synthesis and characterization of random hydrophilic/hydrophobic copolymers of styrene and D-lactose-O-vinylbenzylhydroxime. / Zhou, Wen Jing; Naik, Sarita S.; Kurth, Mark J.; Hsieh, You Lo; Krochta, John M.
In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 36, No. 16, 30.11.1998, p. 2971-2978.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and characterization of random hydrophilic/hydrophobic copolymers of styrene and D-lactose-O-vinylbenzylhydroxime
AU - Zhou, Wen Jing
AU - Naik, Sarita S.
AU - Kurth, Mark J.
AU - Hsieh, You Lo
AU - Krochta, John M.
PY - 1998/11/30
Y1 - 1998/11/30
N2 - D-Lactose-O-(vinylbenzyl)oxime (LVO), prepared from α-D-lactose and [O-(vinylbenzyl)oxy]amine (1) was copolymerized with styrene (ST) in dimethylsulfoxide (DMSO)-toluene (1 : 1, v/v) at 65°C using 2,2′-azobisisobutyronitrile (AIBN) as a free radical initiator. The polymerization was rapid when using AIBN as the initiator. The resultant copolymers were characterized by elemental analyses, infrared, viscometry, TGA, DSC, and 1H-NMR spectroscopy. The poly(ST-co-LVO) had an intrinsic viscosity in the range of 0.11-0.51 dL/g in DMSO at 30°C. The molecular weight was determined by gel permeation chromatography (GPC), and the molecular weight of the resulting polymers ranged from 2.11 × 104 to 6.53 × 107 with low polydispersities. The solubility of the copolymers with different monomer compositions in solvents of varied polarities was also studied. Incorporation of up to 65% (mol %) of lactose-based monomer onto polystyrene backbone led to a water-soluble polymer. Thermal behavior of the synthesized copolymers was evaluated by thermogravimetric analysis (TGA) and correlated very well with the polymer composition. Introduction of a pendant disaccharide compromised the thermal stability of the copolymer. The synthetic approach described in this report provides a route to prepare a novel disaccharide surfactant polymer with well-defined structures and hydrophilic/hydrophobic balances, by adjusting feed ratio of the lactose-based monomer (1) to styrene.
AB - D-Lactose-O-(vinylbenzyl)oxime (LVO), prepared from α-D-lactose and [O-(vinylbenzyl)oxy]amine (1) was copolymerized with styrene (ST) in dimethylsulfoxide (DMSO)-toluene (1 : 1, v/v) at 65°C using 2,2′-azobisisobutyronitrile (AIBN) as a free radical initiator. The polymerization was rapid when using AIBN as the initiator. The resultant copolymers were characterized by elemental analyses, infrared, viscometry, TGA, DSC, and 1H-NMR spectroscopy. The poly(ST-co-LVO) had an intrinsic viscosity in the range of 0.11-0.51 dL/g in DMSO at 30°C. The molecular weight was determined by gel permeation chromatography (GPC), and the molecular weight of the resulting polymers ranged from 2.11 × 104 to 6.53 × 107 with low polydispersities. The solubility of the copolymers with different monomer compositions in solvents of varied polarities was also studied. Incorporation of up to 65% (mol %) of lactose-based monomer onto polystyrene backbone led to a water-soluble polymer. Thermal behavior of the synthesized copolymers was evaluated by thermogravimetric analysis (TGA) and correlated very well with the polymer composition. Introduction of a pendant disaccharide compromised the thermal stability of the copolymer. The synthetic approach described in this report provides a route to prepare a novel disaccharide surfactant polymer with well-defined structures and hydrophilic/hydrophobic balances, by adjusting feed ratio of the lactose-based monomer (1) to styrene.
KW - Amphiphilic copolymer
KW - Copolymerization
KW - Polymeric surfactant
KW - Radical polymerization
KW - Solubility
KW - Solution polymerization
KW - Styrene
KW - Thermostability
UR - http://www.scopus.com/inward/record.url?scp=0344004108&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0344004108&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0344004108
VL - 36
SP - 2971
EP - 2978
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
SN - 0887-624X
IS - 16
ER -