Hydraamphiphiles: Novel Linear Dendritic Block Copolymer Surfactants

Chapman, Toby M.; Hillyer, Gregory L.; Mahan, Eric J.; Shaffer, Katherine A.

doi:10.1021/ja00103a060

Cited by 220 publications

(185 citation statements)

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“…Chapman and co-workers also reported linear-dendritic block co-polymers which they referred to as hydraamphiphiles [104]. Their system made use of a hydrophilic poly(ethylene oxide) (PEO) linear block and a dendritic block based on L-lysine with hydrophobic tertbutoxycarbamate (Boc) protecting groups on the surface (Figure 39).…”

Section: Assembly Of Dendrons With Surfactant-like Propertiesmentioning

confidence: 99%

Self-assembly using dendritic building blocks—towards controllable nanomaterials

Smith

Hirst

Love

et al. 2005

Progress in Polymer Science

177

100

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Section: Assembly Of Dendrons With Surfactant-like Propertiesmentioning

confidence: 99%

Self-assembly using dendritic building blocks—towards controllable nanomaterials

Smith

Hirst

Love

et al. 2005

Progress in Polymer Science

177

100

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“…After filtration and drying in vacuo at 60 C, 26.49 g of product was obtained (93%). PS-dcndr-(CN)4 (7): To a solution of diamine 6 (28.80 g, calculated Mn = 3.36 x 10* gmol ') in toluene (200 mL) 6.0 g HOAc (11 molequiv). water (100 mL) and acrylonitrile (100 mL) were added.…”

Section: Ps-c O O H ( 1 )mentioning

confidence: 99%

Polystyrene–Poly(propylene imine) Dendrimers: Synthesis, Characterization, and Association Behavior of a New Class of Amphiphiles

Hest

Delnoye

Baars

et al. 1996

Chemistry A European J

104

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A new class of amphiphilic macromolecules has successfully been synthesized by creating well-defined di block copolymers of polystyrene (PS. M n = 3.2 x 10\ M J M n = 1.04) with poly propylene imine) dendrimers. A poly styrene core molecule with a primary amine end-group was prepared by a quan titative three-step modification procedure of acid-functionalized polystyrene. On this core molecule, five different genera tions from PS-dendr-'NH2 up to PS-dendr-(N H 2 ) 32 were constructed in high yields.The molecular structure of the block co polymers was analyzed in detail with NM R and IR spectroscopy and electro spray mass spectrometry. With conduc tivity measurements and monolayer pres sure-area isotherm determinations, we observed generation-dependent am phiphilic behavior. Dynamic light scatterKeywords amphiphiles • block copolymers • dendrimers • micelles • surfactants ing and transmission electron microscopy showed that amphiphile geometry had a distinct effect on aggregation behavior; W C r C rthis is in qualitative agreement with Israelachvili's theory. Critical associa tion concentrations determined with the pyrene probe luminescence technique were as low as 5 x 1 0 _ 7 m. The am phiphiles presented here, therefore, show a resemblance to traditional block copoly mers with regard to size and stability, and are similar to surfactants with respect to tuning of the shape.

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“…[9][10][11][12] The latter is that the dendritic segment is grown via a divergent strategy from a suitably end-functionalized linear polymer [13][14][15] or that reactive functionality at the focal point of dendrons can also serve as macromolecular initiators in the polymerization. 16 The building blocks of the linear-dendritic copolymers are only two, but they could be positioned in several distinct configurations due to the presence of multiple anchoring points in both of them.…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis of dendritic-linear-dendritic materials by click chemistry

et al. 2009

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General, fast, and efficient stitching methods are presented for the synthesis of Fréchet-type dendrimers with linear units at a core, as a preliminary investigation for the synthesis of dendritic-linear-dendritic materials. The synthetic strategy involved an inexpensive, 1,3-dipolar, cycloaddition reaction between an alkyne and an azide in the presence of the Cu(I) species, which is known as the best example of click chemistry. The linear core building blocks, 1,7-octadiyne and 1,6-diazidohexane, were chosen to serve as the alkyne and azide functionalities for dendrimer growth via click reactions with the azide and alkyne-dendrons, respectively. These two building blocks were employed together with the azide-and alkyne-functionalized Fréchet-type dendrons in a convergent strategy to synthesize two kinds of Fréchet-type dendrimers with different linear core units. This comparative efficiency of the click methodology supports the fast and efficient synthesis of dendritic-linear-dendritic materials with the tailor made core unit.

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Hydraamphiphiles: Novel Linear Dendritic Block Copolymer Surfactants

Cited by 220 publications

References 0 publications

Self-assembly using dendritic building blocks—towards controllable nanomaterials

Self-assembly using dendritic building blocks—towards controllable nanomaterials

Polystyrene–Poly(propylene imine) Dendrimers: Synthesis, Characterization, and Association Behavior of a New Class of Amphiphiles

Facile synthesis of dendritic-linear-dendritic materials by click chemistry

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