GB800478A - Improvements in and relating to the formation of alkali-soluble cellulose ethers - Google Patents
Improvements in and relating to the formation of alkali-soluble cellulose ethersInfo
- Publication number
- GB800478A GB800478A GB3079455A GB3079455A GB800478A GB 800478 A GB800478 A GB 800478A GB 3079455 A GB3079455 A GB 3079455A GB 3079455 A GB3079455 A GB 3079455A GB 800478 A GB800478 A GB 800478A
- Authority
- GB
- United Kingdom
- Prior art keywords
- treatment
- treated
- alkali
- solution
- acrylonitrile
- 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.)
- Expired
Links
- 230000015572 biosynthetic process Effects 0.000 title 1
- 229920003086 cellulose ether Polymers 0.000 title 1
- 238000011282 treatment Methods 0.000 abstract 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 10
- 239000000243 solution Substances 0.000 abstract 10
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 8
- 239000003513 alkali Substances 0.000 abstract 8
- 238000009835 boiling Methods 0.000 abstract 8
- 239000004744 fabric Substances 0.000 abstract 8
- 239000000463 material Substances 0.000 abstract 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- 229920000742 Cotton Polymers 0.000 abstract 6
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 abstract 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 4
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 abstract 4
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 abstract 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 4
- PQMFVUNERGGBPG-UHFFFAOYSA-N (6-bromopyridin-2-yl)hydrazine Chemical compound NNC1=CC=CC(Br)=N1 PQMFVUNERGGBPG-UHFFFAOYSA-N 0.000 abstract 2
- GNHMRTZZNHZDDM-UHFFFAOYSA-N 3-chloropropionitrile Chemical compound ClCCC#N GNHMRTZZNHZDDM-UHFFFAOYSA-N 0.000 abstract 2
- 240000008564 Boehmeria nivea Species 0.000 abstract 2
- 240000000491 Corchorus aestuans Species 0.000 abstract 2
- 235000011777 Corchorus aestuans Nutrition 0.000 abstract 2
- 235000010862 Corchorus capsularis Nutrition 0.000 abstract 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 2
- 229920001131 Pulp (paper) Polymers 0.000 abstract 2
- 239000004280 Sodium formate Substances 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 229920002522 Wood fibre Polymers 0.000 abstract 2
- ABUBSBSOTTXVPV-UHFFFAOYSA-H [U+6].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O Chemical compound [U+6].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O ABUBSBSOTTXVPV-UHFFFAOYSA-H 0.000 abstract 2
- 238000010306 acid treatment Methods 0.000 abstract 2
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 abstract 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 abstract 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 abstract 2
- 239000004327 boric acid Substances 0.000 abstract 2
- 229920002678 cellulose Polymers 0.000 abstract 2
- 239000001913 cellulose Substances 0.000 abstract 2
- KDSGPAZGWJOGTA-UHFFFAOYSA-M dibenzyl(dimethyl)azanium;hydroxide Chemical compound [OH-].C=1C=CC=CC=1C[N+](C)(C)CC1=CC=CC=C1 KDSGPAZGWJOGTA-UHFFFAOYSA-M 0.000 abstract 2
- 239000002657 fibrous material Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 2
- 229940046892 lead acetate Drugs 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 238000006386 neutralization reaction Methods 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 230000000737 periodic effect Effects 0.000 abstract 2
- 229960003975 potassium Drugs 0.000 abstract 2
- 239000001508 potassium citrate Substances 0.000 abstract 2
- 229960002635 potassium citrate Drugs 0.000 abstract 2
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 abstract 2
- 235000011082 potassium citrates Nutrition 0.000 abstract 2
- 239000004627 regenerated cellulose Substances 0.000 abstract 2
- 230000000717 retained effect Effects 0.000 abstract 2
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 abstract 2
- 235000019254 sodium formate Nutrition 0.000 abstract 2
- ZNCPFRVNHGOPAG-UHFFFAOYSA-L sodium oxalate Chemical compound [Na+].[Na+].[O-]C(=O)C([O-])=O ZNCPFRVNHGOPAG-UHFFFAOYSA-L 0.000 abstract 2
- 229940039790 sodium oxalate Drugs 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- 238000005406 washing Methods 0.000 abstract 2
- 210000002268 wool Anatomy 0.000 abstract 2
- 239000008096 xylene Substances 0.000 abstract 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/02—Alkyl or cycloalkyl ethers
- C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
- C08B11/14—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups
- C08B11/155—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups with cyano groups, e.g. cyanoalkyl ethers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
- D06M11/30—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof with oxides of halogens, oxyacids of halogens or their salts, e.g. with perchlorates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/48—Oxides or hydroxides of chromium, molybdenum or tungsten; Chromates; Dichromates; Molybdates; Tungstates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/345—Nitriles
- D06M13/348—Nitriles unsaturated, e.g. acrylonitrile
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06Q—DECORATING TEXTILES
- D06Q1/00—Decorating textiles
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Abstract
Cellulose material is treated with a strong alkali solution and with acrylonitrile to form a cyanoethylated product which is then treated with either periodic acid or chromic acid. The material, which may be in fibrous, non-fibrous, woven or felted form, may be cotton, linen, ramie, jute, regenerated cellulose, or mixtures thereof, or wood fibre or pulp, and the treatment of fibrous material is such that a substantial proportion of the tensile strength of the untreated material is retained. The treatments with the alkali, which may be sodium, potassium or lithium hydroxide, benzyl trimethyl ammonium hydroxide or dibenzyl dimethylammonium hydroxide, and with acrylonitrile, which may be in aqueous solution of strong hydroxide or solution in benzene, toluene, xylene, carbon tetrachloride, solvent naphtha, cyclohexane or mixtures thereof, may be in either order, the first treatment being followed by washing and, in the case of initial alkali treatment, by neutralization with sulphuric, hydrochloric or acetic acid. The alkali solution may be at a concentration of 3 to 50 per cent by weight and a temperature of -25 DEG C. to boiling, and the treatment therewith may be for a period of at least one minute. The acrylonitrile treatment, which may be at a temperature from 0 DEG C. to boiling, is such that the treated material contains from 0.5 to 12.5 per cent by weight of nitrogen, and the periodic or chromic acid treatment is for a period of a few seconds to 24 hours at a concentration of 0.5 to 50 per cent by weight and from room temperature to boiling. The product may be further treated at temperatures up to boiling with a solution of sodium formate, sodium oxalate, potassium citrate, lead acetate or uranium acetate in the presence of acetic, oxalic, boric or citric acid to reduce its flammability. Treated fabrics may be used as a backing fabric on lace of cotton, silk or wool or metal tinsel and subsequently dissolved away completely in an alkali hydroxide solution, which may contain hydrogen peroxide. To improve the hand of treated fabrics, the acrylonitrile bath may also contain succinonitrile, beta-chloropropionitrile, or adiponitrile. Examples relate to the treatment of cotton cheesecloths and fabrics.ALSO:Cellulose material is treated with a strong alkali solution and with acrylonitrile to form a cyanoethylated product which is then treated with either periodic acid or chromic acid. The material, which may be in fibrous, non-fibrous, woven or felted form, may be cotton, linen, ramie, jute, regenerated cellulose or mixtures thereof, or wood fibre or pulp, and the treatment of fibrous material is such that a substantial proportion of the tensile strength of the untreated material is retained. The treatments with the alkali, which may be sodium, potassium or lithium hydroxide, benzyl trimethyl ammonium hydroxide or dibenzyl dimethylammonium hydroxide, and with acrylonitrile, which may be in aqueous solution of strong hydroxide or solution in benzene, toluene, xylene, carbon tetrachloride solvent naphtha, cyclohexane or mixtures thereof, may be in either order, the first treatment being followed by washing and, in the case of initial alkali treatment, by neutralization with sulphuric, hydrochloric or acetic acid. The alkali solution may be at a concentration of 3 to 5 per cent by weight and a temperature of - 25 DEG C. to boiling, and the treatment therewith may be for a period of at least one minute. The acrylonitrile treatment, which may be at a temperature from 0 DEG C. to boiling, is such that the treated material contains from 0.5 to 12.5 per cent by weight of nitrogen, and the periodic or chromic acid treatment is for a period of a few seconds to 24 hours at a concentration of 0.5 to 50 per cent by weight and from room temperature to boiling. The product may be further treated at temperatures up to boiling with a solution of sodium formate, sodium oxalate, potassium citrate, lead acetate or uranium acetate in the presence of acetic, oxalic, boric or citric acid to reduce its flammability. Treated fabrics may be used as a backing fabric on lace of cotton, silk or wool or metal tinsel and subsequently dissolved away completely in an alkali hydroxide solution, which may contain hydrogen peroxide. To improve the hand of treated fabrics, the acrylonitrile bath may also contain succinonitrile, beta-chloropropionitrile or adiponitrile. Examples relate to the treatment of cotton cheesecloths and fabrics.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US448781A US2724632A (en) | 1954-08-09 | 1954-08-09 | Cyanoethylated cellulose textiles modified with chromic and periodic acids and process of making same |
| GB3079455A GB800478A (en) | 1955-10-27 | 1955-10-27 | Improvements in and relating to the formation of alkali-soluble cellulose ethers |
| DEL23352A DE1080059B (en) | 1955-10-27 | 1955-11-04 | Process for the modification of cyanaethylated cellulose |
| US547324A US2812999A (en) | 1955-10-27 | 1955-11-16 | Process of cyanoethylating cellulose textiles by adding an alkylnitrile to the acrylonitrile and products produced therefrom |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3079455A GB800478A (en) | 1955-10-27 | 1955-10-27 | Improvements in and relating to the formation of alkali-soluble cellulose ethers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB800478A true GB800478A (en) | 1958-08-27 |
Family
ID=10313230
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3079455A Expired GB800478A (en) | 1954-08-09 | 1955-10-27 | Improvements in and relating to the formation of alkali-soluble cellulose ethers |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB800478A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4438262A (en) | 1981-10-06 | 1984-03-20 | Sumitomo Chemical Company, Limited | Highly dielectric polysaccharides |
-
1955
- 1955-10-27 GB GB3079455A patent/GB800478A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4438262A (en) | 1981-10-06 | 1984-03-20 | Sumitomo Chemical Company, Limited | Highly dielectric polysaccharides |
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