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self-assembled nanostructures

A nanostructure, selected technology, applied in the field of forming these self-assembled nanostructures

Inactive Publication Date: 2016-05-11
XEROX CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the difficulty of this approach lies in the design of suitable molecular subunits that can be assembled into useful nanostructures in a controlled manner such that the final desired size and shape can be obtained

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0117] Example 1 : Benzoic acid derivatives (Table 1, compound 10 (m=11, n=9)):

[0118]

[0119] Step I: Synthesis of 2-decyltetradecanoyl chloride

[0120] Under an inert atmosphere, 2-decyltetradecanoic acid (ISOCARB24, purchased from Sasol America, 1.15 g, 3.13 mmol) and dry tetrahydrofuran (20 mL) were mixed in a 100 mL vessel with stirring. The mixture was cooled to 0 °C for at least 30 minutes, a catalytic amount of N,N'-dimethylformamide (4 drops) was added, followed by slow dropwise addition of oxalyl chloride (1 mL, 12.6 mmol). The reaction was then allowed to warm slowly to room temperature and the reaction was stirred for 30 minutes before the solvent was removed by rotary evaporation. The acid chloride compound thus obtained was used in the next step without further purification.

[0121] Step II: Synthesis of methyl 3,5-bis(2'-decyltetradecylamido)benzoate

[0122] Methyl 3,5-diaminobenzoate (260.8 mg, 1.9 mmol) was dissolved in dry tetrahydrofuran (5 mL)...

Embodiment 2

[0125] Example 2 : 5-(2-decyltetradecylamino)isophthalic acid (Table 1, compound 53):

[0126]

[0127] Step I: Synthesis of 2-decyltetradecanoyl chloride

[0128] Under an inert atmosphere, in a 500 mL single necked round bottom flask was added 2-decyltetradecanoic acid (ISOCARB24, purchased from Sasol America, TX, 7.65 g, 20.8 mmol) and dry tetrahydrofuran (100 mL). A catalytic amount of N,N'-dimethylformamide (0.28 mL, 3.64 mmol) was then added followed by slow dropwise addition of oxalyl chloride (7.3 mL, 83.7 mmol). The mixture was stirred for 10 minutes until the evolution of hydrogen chloride gas ceased. The mixture was then stirred for an additional 3 hours before the solvent was removed by rotary evaporation to obtain a thick pale yellow syrup. The acid chloride compound thus obtained was used in the next step without further purification.

[0129] Step II: Synthesis of dimethyl 5-(2'-decyltetradecylamido)isophthalate

[0130] Dimethyl 5-aminoisophthalate (Al...

Embodiment 3

[0133] Example 3 : 5-(2-decyltetradecylamido)isophthalamide (Table 1, compound 74 (m=11, n=9)):

[0134]

[0135] With stirring under an inert atmosphere, to a 100 mL round bottom flask was added 0.50 g of 5-(2′-decyltetradecylamido)isophthalic acid (from Example 2, 0.89 mmol) dissolved in 20 mL of anhydrous tetrahydrofuran ). 0.3 mL of oxalyl chloride (3.55 mmol) and 2 drops of N,N'-dimethylformamide were added and the reaction was stirred for 2 hours before the tetrahydrofuran was removed by rotary evaporation. The crude solution was resuspended in 5 mL of dry tetrahydrofuran under nitrogen, then cooled to 0-5 °C using an ice-water bath. Then 4 mL of concentrated 30% ammonium hydroxide was added and the reaction was allowed to slowly warm to room temperature and stir for 2 days. Solvent was removed by rotary evaporation. The crude solid was then resuspended in 75 mL of chloroform and washed with 50 mL of deionized water. Chloroform was removed by rotary evaporation....

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Abstract

Nanostructures are formed from alkylated derivatives of aromatic acids of the formula: wherein at least one of R 1 to R 6 represents a carboxylic acid group, a primary amide group, an ester group, an amidine group, or a salt thereof, at least one other of R 1 to R 6 is X-R c , and the remaining of R 1 to R 6 independently represent H or substituted or unsubstituted organic groups; X represents a linking group; and R c represents a substituted or unsubstituted alkyl group.

Description

technical field [0001] The present disclosure generally relates to amphiphilic organic compounds having hydrogen-bonding (H-bonding) functional groups that can reversibly self-assemble into well-defined nanostructures, and to methods of forming these self-assembled nanostructures. Background technique [0002] Recent technological trends in materials science indicate that the use of nanotechnology-enabled components and materials is gaining more attention as they demonstrate performance enhancements (and sometimes even breakthroughs). Functionalized nanomaterials display many unique and often tunable physical and chemical properties distinct from those of their bulk counterparts. The fabrication of nanomaterials with well-defined shapes and sizes has recently been developed, involving "topdown" or "bottomup" fabrication strategies. "Sequential" methods involve cutting larger structures into desired shapes with desired dimensions (eg, nanolithography). The "reversal" strate...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/65C07C233/69C07C243/38C07C69/80C07C233/54C07C275/42C07C271/28C07C271/44C07C229/60C07C65/21C07C69/28C07C237/42C07C237/30C07C235/46C07D209/48C07C69/353C07C233/78C07C69/78C07C271/52B01J13/00
CPCC07C65/21C07C233/54C07C237/42C07C275/42
Inventor D·A·马凯夫R·卡利尼
Owner XEROX CORP
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