# US 2014/0155267 A1 · Thermoplastic paste for repairing living tissues

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- Number: US 2014/0155267 A1
- Document ID: US20140155267A1
- Status: Published application
- Kind: A1
- Application number: 14/174,442
- Filed: 2014-02-06
- Published: 2014-06-05
- Earliest claimed: 2008-05-23
- Assignees: Universitat Ramon Llull, Fundacio Privada; Institut Quimic De Sarria Cets, Fundacio Privada
- Applicants: Universitat Ramon Llull, Fundacio Privada; Institut Quimic De Sarria Cets, Fundacio Privada
- Inventors: Salvador Borros Gomez; David Horna Tomas
- Web page: https://patentgrep.com/patent/US20140155267A1

## CPC

- A61K 47/34: Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence)
- A01N 25/02: containing liquids as carriers, diluents or solvents
- A01N 59/20: Copper
- A61K 33/42: Phosphorus; Compounds thereof
- A61L 27/44: having a macromolecular matrix
- A61P 17/02: for treating wounds, ulcers, burns, scars, keloids, or the like
- A61P 19/08: for bone diseases, e.g. rachitism, Paget's disease
- C08K 3/22: of metals
- C08K 3/38: Boron-containing compounds
- C08K 3/40: Glass
- C08K 3/30: Sulfur-, selenium- or tellurium-containing compounds
- C08K 2003/325: {Calcium, strontium or barium phosphate}
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

This invention relates to a thermoplastic paste with a highly thixotropic rheology, the components of which are a block biopolymer and a bioceramic. The material described herein can be used in bone implants and in the regeneration of both animal and plant live tissues.

## Claims

### Claim 1

Thermoplastic paste with thixotropic rheology comprising:
a) a block biopolymer, of formula [(A-B-C)n-D-E-D-(A-B-C)n-]m, comprising a rigid block (A-B-C)n and a flexible block (-D-E-D-).
wherein:
A and C are dihydroxy or diamino monomers
B and D are dicarboxylic acids,
E is a polymer with a hydroxyl number ≧10.
n and m are numerical indices ≧1
and wherein:
the rigid block, (A-B-C)n, consists of a polymer comprising ester type bonds and optionally amide type bonds and,
wherein the flexible block, (-D-E-D-), consists of a second polymer comprising a hydrocarbon chain containing ester or ether type bonds.
b) a bioceramic in a proportion of 10-70% of the total weight of the thermoplastic paste.

### Claim 2 (depends on 1)

Thermoplastic paste according to claim 1, comprising diamino monomers in the rigid polymer in a proportion ≦5% of the total weight of the thermoplastic paste.

### Claim 3 (depends on 1)

Thermoplastic paste according to claim 1, wherein E is a polymer to be chosen from the group of ethylene oxide polymers, polyamidoamines, polyamines, polyols and combinations thereof.

### Claim 4 (depends on 3)

Thermoplastic paste according to claim 3, wherein the biopolymer E is an ethylene oxide polymer with a molecular weight between 500-20000 kDa.

### Claim 5 (depends on 4)

Thermoplastic paste according to claim 4, wherein the biopolymer E is an ethylene oxide polymer with a molecular weight between 1500-10000 kDa.

### Claim 6 (depends on 5)

Thermoplastic paste according to claim 5, wherein the biopolymer E is an ethylene oxide polymer with a molecular weight between 2000-3000 kDa.

### Claim 7 (depends on 3)

Thermoplastic paste according to claim 3, wherein the biopolymer E is an ethylene oxide polymer containing between 3-50 branches.

### Claim 8 (depends on 1)

Thermoplastic paste according to claim 1, wherein the biopolymer E is a glycosaminoglycan selected from the group consisting of chondroitin sulfate, dermatan sulfate, keratan sulfate, heparin, heparan sulfate, hyaluronic acid and mixtures thereof.

### Claim 9 (depends on 1)

Thermoplastic paste according to claim 1, wherein the bioceramic is selected from the group of ceramics of calcium phosphate, aluminium oxide, zirconium oxide, silicon oxide, pyrolytic carbon, bioglass, salts of copper, iron, cobalt, zinc, manganese, magnesium, calcium, boron, titanium dioxide and combinations thereof.

### Claim 10 (depends on 9)

Thermoplastic paste according to claim 9, wherein the bioceramic is hydroxyapatite.

### Claim 11 (depends on 9)

Thermoplastic paste according to claim 9, wherein the bioceramic comprises copper (II) salts.

### Claim 12 (depends on 9)

Thermoplastic paste according to claim 9, wherein the bioceramic comprises bioglass.

### Claim 13 (depends on 1)

Thermoplastic paste according to claim 1, furthermore comprising a third component in a percentage by weight ≦1% to be chosen from antibiotics, growth factors, prokaryotic or eukaryotic cells, cell factors, nutritional elements, oils, cosmetic conditioners and combinations thereof.

### Claim 14 (depends on 1)

Process for preparing the thermoplastic paste of claim 1, comprising:
1) synthesis in a microwave of the copolymer block (A-B-C)n wherein
A is either a linear aliphatic dihydroxy monomer or a diamine,
B is a dicarboxylic acid,
N is a numerical index ≧1
2) synthesis in a microwave of the copolymer block -D-E-D- wherein
D is a dicarboxylic acid,
E is a polymer with a hydroxyl number ≧10.
3) elongation in a microwave of the copolymer block (A-B-C)n with the copolymer block -D-E-D-, to create the block polymer.
4) mixing of the block polymer with the ceramic.

### Claim 15 (depends on 1)

Use of a thermoplastic paste according to claim 1 in the treatment for repairing and conditioning live tissues.

### Claim 16 (depends on 15)

Use according to claim 15, wherein the live tissue is of an animal origin.

### Claim 17 (depends on 16)

Use according to claim 16, wherein the live tissue is mammalian bone, including human bone.

### Claim 18 (depends on 17)

Use according to claim 17 in the treatment of bone diseases and fractures.

### Claim 19 (depends on 16)

Use according to claim 16 in the treatment of surface structures such as skin, hair, nails and hooves, including the treatment of superficial wounds and cuts.

### Claim 20 (depends on 15)

Use according to claim 15, wherein the live tissue is of a plant origin.

### Claim 21 (depends on 20)

Use according to claim 20, wherein the plant tissue is a lignified tissue.

### Claim 22 (depends on 21)

Use according to claim 21 in the coupling of agricultural grafts.

### Claim 23 (depends on 20)

Use according to claim 20 in the stimulation of plant rooting.