GB2043668A - Cross-linked hydroxyethyl starch - Google Patents
Cross-linked hydroxyethyl starch Download PDFInfo
- Publication number
- GB2043668A GB2043668A GB8004141A GB8004141A GB2043668A GB 2043668 A GB2043668 A GB 2043668A GB 8004141 A GB8004141 A GB 8004141A GB 8004141 A GB8004141 A GB 8004141A GB 2043668 A GB2043668 A GB 2043668A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cross
- hydroxyethyl starch
- starch
- linked
- hydroxyethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6484—Polysaccharides and derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
- A61L15/28—Polysaccharides or their derivatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/003—Crosslinking of starch
- C08B31/006—Crosslinking of derivatives of starch
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Hematology (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Cross-linked hydroxyethyl starch is proposed as a new substance per se. its use as an absorbent for wound secretions is found to accelerate healing. A method of making such starch comprises cross-linking hydroxyethyl starch with the aid of a cross-linking reagent, preferably under sterile conditions.
Description
SPECIFICATION
Cross-linked hydroxyethyl starch
The hospital stay of a patient is often considerably prolonged by protracted interference with the healing of wounds because the invasive growth of micro-organisms on the culture medium of the wound secretion nullifies the healing tendency. Particularly affected by interference in the healing of wounds are patients having second and third degree burns with chronically infected wounds, with ulcus cruras or decubitus as well as in the case of diabetic gangrene. Extensive and prolonged tissue necroses often develop which prolong healing of the patient by weeks and months. Hitherto, therapy aimed to cleanse the wound, remove inflammation and oedema and enhance granulation and involved considerable expense on drugs and extensive manipulation, often associated with considerable pain for the patient.
The invention is based on the problem of providing a new substance which can also be employed as an absorbent for wound secretion.
Surprisingly, it has been found that cross-linked hydroxyethyl starch solves the underlying problem of the invention.
The advantages that can be achieved by means of the invention reside in the fact that the solubility in water of the hydroxyethyl starch modified by the cross-linking is markedly reduced so that, by reason of its gel character, it can absorb large quantities of secretions from wounds. The effect is accounted for by the fact that the gel-like cross-linking product can receive liquid in its cavities and thereby swell.
The cross-linking will be explained with reference to an example:
Hydroxyethyl starch + Cross-linking agent Three-dimensional
(= HES) (e.g. epichlorhydrin) network or, expressed as a chemical formula:
The hydroxyethyl starches employed for cross-linking preferably comprise a proportion of at least 90% amylopectin hydrolysate, an inherent viscosity of 0.05 - 0.30 dl/g at 25"C, an ether substituion coefficient of 0.00 - 0.90 hydroxyethyl groups per starch molecule, a weight averaged molecular weight my of 20,000 to 3 million and a particle-averaged molecular weightM of 10,000 to 1 million as well as an ethyleneglycol proportion of less than 0.5%.The strongly branched amylopectin structure is the basis for the various products possible according to molecular weight, substitution coefficient or type of cross-linking.
Cross-linking can also be achieved with cross-linking agents other than epichlorhydrin, e.g. oxalylchoride, methylenediisocyanate, formaldehyde, succinimide, halogen-acetic acid derivative, dicarboxylic acid chloride, metqphosphate, phosphoroxy chloride or the like.
The method of the invention for making cross-linked hydroxy-ethyl starch will be described with reference to the following example:
5 g HES 200/0.5 are dissolved in 100 ml 0.1 N soda lye. With stirring, 1 to 5 ml epichlorhydrin are then added depending on the desired degree of cross-linking. The reaction mixture is then left to stand at room temperature until a gel has formed. The product is neutralized with diluted hydrochloric acid, washed or reprecipitated with acetone and dried for 3 hours at 600C. The absorption of water by the gel that has formed (ml water per gram of dry substance) is ascertained in known manner.
The swellability of the substance according to the invention can be varied at will by selecting the molecular weight, hydroxyethylisation coefficient, length of reticular chain, density of the cellular structure and the nature of the linkage. When employing cross-linked hydroxyethyl starch as a sterile dusting powder, it is possible to achieve considerable simplification in tending to a wound and cleansing it. Healing of the wound is accelerated by the repeated protective absorption of secretion without the need for touching the wound.
The function as an absorbent for wound secretions can be explained as follows:
a) The wound is intensively dusted with cross-linked hydroxyethyl starch and covered with a light bandage.
b) Within a few hours, the cross-linked hydroxyethyl starch absorbs the secretion which is contaminated with micro-organisms (bacteria, viruses, fungi) and produces a continuous flow of secretion of the wound.
Oedema and inflammation mediators are absorbed, the wound remains moist and elastic and no clotting takes place.
c) After the cross-linked hydroxyethyl starch is laden with wound secretion, it is rinsed off with water and new cross-linked hydroxyethyl starch is applied, usually once per day.
d) After about two weeks of treatment, infections, erythemae and oedema have disappeared from the wound and fresh granulation tissue has formed.
To facilitate the function as an absorbent for wound secretions, it is advantageous to carry out production and further treatment of the cross-linked hydroxyethyl starch under sterile conditions. It is also possible to use the cross-linked hydroxyethyl starch in conjunction with a bacteriostatic agent, e.g. silver sulphadiazine.
Claims (9)
1. Cross-linked hydroxyethyl starch.
2. Hydroxyethyl starch according to claim 1, characterised in that the hydroxyethyl starch comprises a proportion of at least 90% amylopectin.
3. Hydroxyethyl starches according to claim 1 or claim 2, characterised in that the hydroxyethyl starch has an ether substitution coefficient of up to 0.90 hydroxyethyl groups per starch molecule.
4. Cross-linked hydrovyethyl starch according to one of claims 1 to 3, characterised in that the ethyleneglycol proportion of the hydroxyethyl starch is less than 0.5 parts by weight of ethyleneglycol per 100 parts of modified starch.
5. Hydroxyethyl starch according to one of claims 1 to 4, characterised in that the cross-linking of the hydroxyethyl starch is effected by way of glycerine or other bifunctional radicals.
6. A method of making cross-linking hydroxyethyl starch according to one of claims 1 to 5, characterised in that the hydroxyethyl starch is cross-linked with the aid of a cross-linking reagent.
7. A method according to claim 6, characterised in that the cross-linking reagent is epichlorohydrin, diisocyanate, succinimide, halogen-acetic acid derivative, dicarboxylic acid chloride, formaldehyde, metaphosphate, phosphoroxy chloride or the like.
8. A method according to claim 6 or claim 7, characterised in that the production of cross-linked hydroxyethyl starch takes place under sterile conditions.
9. The use of cross-linked hydroxyethyl starch according to any one of claims 1 to 8 as a wound secretion absorbent.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19792908437 DE2908437A1 (en) | 1979-03-05 | 1979-03-05 | NETWORKED HYDROXYAETHYL STARCH |
Publications (2)
Publication Number | Publication Date |
---|---|
GB2043668A true GB2043668A (en) | 1980-10-08 |
GB2043668B GB2043668B (en) | 1983-05-05 |
Family
ID=6064462
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB8004141A Expired GB2043668B (en) | 1979-03-05 | 1980-02-07 | Cross-linked hydroxyethyl starch |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE2908437A1 (en) |
FR (1) | FR2450850A1 (en) |
GB (1) | GB2043668B (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0489424A3 (en) * | 1990-12-05 | 1993-01-27 | Cpc International Inc. | Absorbable dusting powder derived from starch |
US5346892A (en) * | 1990-12-05 | 1994-09-13 | Cpc International Inc. | Absorbable dusting powder derived from reduced-protein modified starch |
US6123958A (en) * | 1991-09-10 | 2000-09-26 | Johnson & Johnson Medical, Inc. | Web dressing and method for its production |
US6165994A (en) * | 1999-02-08 | 2000-12-26 | Blue Ridge Pharmaceuticals, Inc. | Methods for promoting the healing of cutaneous wounds and ulcers using compositions of α-D-glucans |
EP1447415A1 (en) * | 2003-01-22 | 2004-08-18 | Kansai Paint Co., Ltd | Curable starch composition, modified starch, preparation method and articles |
WO2004085481A1 (en) * | 2003-03-26 | 2004-10-07 | Le Groupe Lysac Inc. | Starch networks as absorbent or superabsorbent materials and their preparation by extrusion |
GB2423252A (en) * | 2005-02-18 | 2006-08-23 | Engelhard Lyon | Cross-linked polymer of carbohydrate, notably based on polysaccharides, and/or on oligosaccharides and/or on polyols |
CN102617744A (en) * | 2012-04-07 | 2012-08-01 | 山东齐都药业有限公司 | Preparation method of narrow-distribution medium-molecular-weight hydroxyethyl starch |
US9133279B2 (en) | 2005-02-18 | 2015-09-15 | Basf Beauty Care Solutions France S.A.S. | Cross-linked polymer of carbohydrate, notably based on polysaccharides, and/or on oligosaccharides and/or on polyols |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE420565B (en) * | 1974-06-06 | 1981-10-19 | Pharmacia Ab | AID FOR INTRAVASCULAR ADMINISTRATION FOR USE IN CONNECTION WITH INTRAVASCULAR ADMINISTRATION OF A SOLUTION OR SUSPENSION OF A DIAGNOSTIC AGENT |
-
1979
- 1979-03-05 DE DE19792908437 patent/DE2908437A1/en not_active Ceased
-
1980
- 1980-02-07 GB GB8004141A patent/GB2043668B/en not_active Expired
- 1980-02-28 FR FR8004463A patent/FR2450850A1/en not_active Withdrawn
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0489424A3 (en) * | 1990-12-05 | 1993-01-27 | Cpc International Inc. | Absorbable dusting powder derived from starch |
US5346892A (en) * | 1990-12-05 | 1994-09-13 | Cpc International Inc. | Absorbable dusting powder derived from reduced-protein modified starch |
US5385608A (en) * | 1990-12-05 | 1995-01-31 | Cpc International Inc. | Absorbable dusting powder derived from reduced-protein modified starch |
CN1045614C (en) * | 1990-12-05 | 1999-10-13 | Cpc国际有限公司 | Absorbable dusting powder derived from starch |
US6123958A (en) * | 1991-09-10 | 2000-09-26 | Johnson & Johnson Medical, Inc. | Web dressing and method for its production |
US6165994A (en) * | 1999-02-08 | 2000-12-26 | Blue Ridge Pharmaceuticals, Inc. | Methods for promoting the healing of cutaneous wounds and ulcers using compositions of α-D-glucans |
EP1447415A1 (en) * | 2003-01-22 | 2004-08-18 | Kansai Paint Co., Ltd | Curable starch composition, modified starch, preparation method and articles |
WO2004085481A1 (en) * | 2003-03-26 | 2004-10-07 | Le Groupe Lysac Inc. | Starch networks as absorbent or superabsorbent materials and their preparation by extrusion |
US8710212B2 (en) | 2003-03-26 | 2014-04-29 | Archer Daniels Midland Company | Starch networks as absorbent or superabsorbent materials and their preparation by extrusion |
GB2423252A (en) * | 2005-02-18 | 2006-08-23 | Engelhard Lyon | Cross-linked polymer of carbohydrate, notably based on polysaccharides, and/or on oligosaccharides and/or on polyols |
GB2423252B (en) * | 2005-02-18 | 2007-10-17 | Engelhard Lyon | Cross-linked polymer of carbohydrate, notably based on polysaccharides, and/or on oligosaccharides and/or on polyols |
US9133279B2 (en) | 2005-02-18 | 2015-09-15 | Basf Beauty Care Solutions France S.A.S. | Cross-linked polymer of carbohydrate, notably based on polysaccharides, and/or on oligosaccharides and/or on polyols |
CN102617744A (en) * | 2012-04-07 | 2012-08-01 | 山东齐都药业有限公司 | Preparation method of narrow-distribution medium-molecular-weight hydroxyethyl starch |
Also Published As
Publication number | Publication date |
---|---|
DE2908437A1 (en) | 1980-09-18 |
GB2043668B (en) | 1983-05-05 |
FR2450850A1 (en) | 1980-10-03 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |