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US 8,076,426 B2Granted
Supramolecular polymers
AssigneeThe Secretary of State for Defence
InventorsKason Bala, Helen Claire Hailes, Valerie Gisele Helene Lafitte, Abil Aliev, Peter Golding
Life of this patent
Estimating the term…
Abstract
The invention concerns novel cytosine based modules and in particular their application in linear multiple hydrogen bonded arrays to form supramolecular polymers of the formula (II): and the use of these in supramolecular materials.
Claims6
A compound of the formula (II):
- wherein:
- R1 is independently selected from:
- an alkyl or alkenyl or alkoxy or aryl or aryloxy carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy per-fluorinated carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy cyclic carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy heterocyclic carbohydrate based group;
- or
- a UV active chromaphore,
- R2 is independently selected from:
- an alkyl or alkenyl or alkoxy or aryl or aryloxy carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy per-fluorinated carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy cyclic carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy heterocyclic carbohydrate based group, and
- the polymer is independently a polymeric material between 200 and 500,000 Da, and n is greater than or equal to two.
11 more elements
A method of synthesizing the compound of formula (II),
- wherein:
- R1 is independently selected from:
- an alkyl or alkenyl or alkoxy or aryl or aryloxy carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy per-fluorinated carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy cyclic carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy heterocyclic carbohydrate based group;
- or
- a UV active chromaphore
- R2 is independently selected from:
- an alkyl or alkenyl or alkoxy or aryl or aryloxy carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy per-fluorinated carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy cyclic carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy heterocyclic carbohydrate based group, and
- the polymer is independently a polymeric material between 200 and 500,000 Da and n is greater than or equal to two,
- comprising:
- (i) selectively protecting a primary amine of cytosine using an acid anhydride and base to produce the corresponding amide;
- (ii) reacting a secondary amine of cytosine with a monofunctional or polyfunctional electrophile in the presence of a base to produce a tertiary amine;
- (iii) deprotecting the protecting group present on the primary amine group using basic conditions;
- and
- (iv) reacting the primary amine from step (iii) with N,N carbonyl diimidazole (CDI) to form an electrophile and reaction of the electrophile with a polyfunctional polymer to produce the corresponding polymer of formula (II).
17 more elements
A supramolecular polymer containing units of the formula:
- wherein n is approximately 30.
A supramolecular polymer containing units of the formula:
- wherein n is 53.
A supramolecular material having the formula:
- wherein:
- R1 is independently selected from:
- an alkyl or alkenyl or alkoxy or aryl or aryloxy carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy per-fluorinated carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy cyclic carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy heterocyclic carbohydrate based group;
- or
- a UV active chromaphore;
- R2 is independently selected from:
- an alkyl or alkenyl or alkoxy or aryl or aryloxy carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy per-fluorinated carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy cyclic carbohydrate based group;
- or an alkyl or alkenyl or alkoxy or aryl or aryloxy heterocyclic carbohydrate based group;
- and
- the polymer is independently a polymeric material between 200 and 500,000 Da.
12 more elements
Dependencies are inferred from the claim text.