US3897782A - Body fluid barrier films - Google Patents
Body fluid barrier films Download PDFInfo
- Publication number
- US3897782A US3897782A US431455A US43145574A US3897782A US 3897782 A US3897782 A US 3897782A US 431455 A US431455 A US 431455A US 43145574 A US43145574 A US 43145574A US 3897782 A US3897782 A US 3897782A
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- US
- United States
- Prior art keywords
- sulfate
- product
- barrier film
- film
- cellulose ester
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- 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 - Lifetime
Links
- 230000004888 barrier function Effects 0.000 title claims abstract description 57
- 210000001124 body fluid Anatomy 0.000 title claims abstract description 34
- 239000010839 body fluid Substances 0.000 title claims abstract description 34
- 229920002678 cellulose Polymers 0.000 claims abstract description 56
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 52
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 37
- 238000006467 substitution reaction Methods 0.000 claims abstract description 25
- 150000001447 alkali salts Chemical class 0.000 claims abstract description 16
- 239000011347 resin Substances 0.000 claims description 24
- 229920005989 resin Polymers 0.000 claims description 24
- 239000011734 sodium Substances 0.000 claims description 21
- 229910052708 sodium Inorganic materials 0.000 claims description 20
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 claims description 18
- 229920002301 cellulose acetate Polymers 0.000 claims description 14
- PZAGQUOSOTUKEC-UHFFFAOYSA-N acetic acid;sulfuric acid Chemical compound CC(O)=O.OS(O)(=O)=O PZAGQUOSOTUKEC-UHFFFAOYSA-N 0.000 claims description 12
- 239000004014 plasticizer Substances 0.000 claims description 10
- 229920006217 cellulose acetate butyrate Polymers 0.000 claims description 7
- SFTWOUGLKLTUDZ-UHFFFAOYSA-N acetic acid;butanoic acid;sulfuric acid Chemical compound CC(O)=O.OS(O)(=O)=O.CCCC(O)=O SFTWOUGLKLTUDZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000004606 Fillers/Extenders Substances 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 230000000474 nursing effect Effects 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 abstract description 24
- 230000001180 sulfating effect Effects 0.000 abstract description 19
- 229920001131 Pulp (paper) Polymers 0.000 abstract description 12
- 150000003839 salts Chemical class 0.000 abstract description 12
- 230000001376 precipitating effect Effects 0.000 abstract description 4
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 36
- 239000000047 product Substances 0.000 description 34
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 26
- 239000000243 solution Substances 0.000 description 26
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 24
- 239000000203 mixture Substances 0.000 description 24
- 238000000034 method Methods 0.000 description 17
- 239000001913 cellulose Substances 0.000 description 16
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 15
- 239000002250 absorbent Substances 0.000 description 15
- 230000002745 absorbent Effects 0.000 description 15
- 239000012530 fluid Substances 0.000 description 15
- 239000011541 reaction mixture Substances 0.000 description 15
- 238000012360 testing method Methods 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 13
- 229960000583 acetic acid Drugs 0.000 description 12
- 239000002609 medium Substances 0.000 description 12
- 239000003513 alkali Substances 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 11
- 239000012362 glacial acetic acid Substances 0.000 description 10
- 239000012266 salt solution Substances 0.000 description 10
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 9
- 238000007792 addition Methods 0.000 description 8
- 239000011780 sodium chloride Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 230000002175 menstrual effect Effects 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 230000019635 sulfation Effects 0.000 description 6
- 238000005670 sulfation reaction Methods 0.000 description 6
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 5
- 230000001070 adhesive effect Effects 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000010276 construction Methods 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000008399 tap water Substances 0.000 description 5
- 235000020679 tap water Nutrition 0.000 description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- 238000006640 acetylation reaction Methods 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- OCKGFTQIICXDQW-ZEQRLZLVSA-N 5-[(1r)-1-hydroxy-2-[4-[(2r)-2-hydroxy-2-(4-methyl-1-oxo-3h-2-benzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-4-methyl-3h-2-benzofuran-1-one Chemical compound C1=C2C(=O)OCC2=C(C)C([C@@H](O)CN2CCN(CC2)C[C@H](O)C2=CC=C3C(=O)OCC3=C2C)=C1 OCKGFTQIICXDQW-ZEQRLZLVSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000021736 acetylation Effects 0.000 description 3
- 238000005917 acylation reaction Methods 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 238000011010 flushing procedure Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- HZWXJJCSDBQVLF-UHFFFAOYSA-N acetoxysulfonic acid Chemical compound CC(=O)OS(O)(=O)=O HZWXJJCSDBQVLF-UHFFFAOYSA-N 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- MWVFCEVNXHTDNF-UHFFFAOYSA-N hexane-2,3-dione Chemical group CCCC(=O)C(C)=O MWVFCEVNXHTDNF-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229940068917 polyethylene glycols Drugs 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- VCLVUNFJTOOMIR-UHFFFAOYSA-M sodium;acetyl sulfate Chemical compound [Na+].CC(=O)OS([O-])(=O)=O VCLVUNFJTOOMIR-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 241000331231 Amorphocerini gen. n. 1 DAD-2008 Species 0.000 description 1
- DQEFEBPAPFSJLV-UHFFFAOYSA-N Cellulose propionate Chemical compound CCC(=O)OCC1OC(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C1OC1C(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C(COC(=O)CC)O1 DQEFEBPAPFSJLV-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- -1 acylate sulfates Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 229920006218 cellulose propionate Polymers 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 210000000416 exudates and transudate Anatomy 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000010915 one-step procedure Methods 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 238000009428 plumbing Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003385 sodium Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B7/00—Preparation of cellulose esters of both organic and inorganic acids
-
- 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
-
- 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
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/62—Compostable, hydrosoluble or hydrodegradable materials
Definitions
- a barrier film is provided for a product used in contact with body fluids.
- the barrier film comprises an alkali salt of a sulfated cellulose ester, with a degree of sulfate substitution satisfactory to render the film resistant to body fluids and yet dispersible in low salt concentration aqueous solutions such as those found in a household water closet.
- This invention concerns the incorporation of protective barrier films in products to be contacted in use with fluids exuded from the body such as blood, menstrual fluid and urine.
- the barrier films of this invention are useful in connection with absorbent products such as sanitary napkins, diapers, dressings and the like and are likewise useful as liners for ostomy bags, bedpans, and other receptacles for body exudates.
- the films exhibit adequate tensile strength and retain their structural integrity when in contact with the aforesaid body fluids, and are still readily dispersible in water so that the film or the combination of film and product may be disposed of in an ordinary water closet.
- barrier films have been extremely limited in that those properties desirable in films used for this purpose, are infrequently found in combination.
- the barrier film must be sufficiently strong to resist disintegration for a reasonable period of time when in use, i.e., the films must be insoluble or at least only slightly soluble in body fluids and must exhibit substantial tensile strength when subjected to such fluids.
- barrier films have been incapable of adequately meeting both criteria.
- a body fluid barrier film especially if it is used in disposable products, should be inexpensive.
- the barrier films of this invention are inexpensive as they may be made from wood pulp which is readily and economically available.
- the barrier film of the present invention comprises sodium cellulose acetate sulfate. If so desired, the films may comprise mixtures of the various alkali cellulose acylate sulfates above mentioned.
- the required pH range may be achieved by adding a base to the aqueous precipitation medium.
- this method of precipitation may be employed for solutions of alkali salts of sulfated cellulose esters in substantially non-aqueous systems regardless of the method by which the cellulose was sulfated and- /or acylated.
- FIG. I is a perspective view of a sanitary napkin embodying this invention with parts broken away to show the interior construction thereof;
- FIG. 3 is a perspective view of a second sanitary napkin embodying this invention with parts broken away to show the interior construction thereof;
- FIG. 4 is a cross-sectional view taken approximately along lines 44 of FIG. 3;
- FIG. 5 is a perspective view of an absorbent pad or undergarment liner embodying this invention with parts broken away to show the interior construction thereof;
- FIG. 6 is a cross-sectional view taken approximately along lines 66 of FIG. 5.
- the sulfated cellulose esters used to form the barrier films of this invention may be produced by first forming the sulfate derivative of cellulose and then esterifying with a suitable acylating agent.
- the sulfated cellulose is prepared by slurrying cellulose, for example in the form of wood pulp, in an inert liquid reaction medium such as glacial acetic acid and reacting the cellulose slurry with a sulfating mixture prepared from reactants comprising acetic anhydride, an alkali sulfate, glacial acetic acid and sulfuric acid.
- a sulfating mixture prepared from reactants comprising acetic anhydride, an alkali sulfate, glacial acetic acid and sulfuric acid.
- the sulfated cellulose so obtained is then acylated with an acylating agent such as acetic anhydride to form a solution of the desired alkali cellulose acylate sulfate in the reaction mixture.
- solutions of alkali salts of sulfated cellulose esters may be prepared by dissolving a commercially available cellulose ester in an inert liquid reaction medium and then sulfating the cellulose ester with alkali acetyl sulfate or with other well known procedures.
- the alkali cellulose esters sulfate may then be recovered by precipitation in an aqueous precipitating me dium in the manner described above.
- films having thicknesses varying from 0.l to 5.0 mils can conveniently be prepared from solutions containing about one to about ten percent by weight of the alkali salt of the sulfated cellulose ester and preferably from solutions containing about 2 to 5 percent by weight of the cellulose resin.
- Suitable release surfaces for casting film include glass and Tefion* coated surfaces.
- excellent translucent, peelable films are obtained from an alkali salt of a sulfated cellulose ester resin dissolved in a 3:l (by weight) mixture of acetone and water and cast, at room temperature, onto a Teflon* coated pan.
- Films cast from the alkali salts of sulfated cellulose ester are suited for use as flushable barrier films in a product used in contact with such body fluids as blood. menstrual fluid, urine, and similar body exudatcs. These fluids, in general, exhibit properties which. with respect to the films, are analogous to aqueous salt solutions having a salt content which varies from about 0.8
- tap water normally supplied to water closets and the like generally has an extremely low salt concentration of less than about 250 parts per million of chloride ion. It has been discovered that the alkali salts of sulfated cellulose esters of this invention maintain their integrity for a substantial period of time in solutions having a salt concentration exhibiting the properties of body fluids, whereas, surprisingly, they display a far lower resistance to dispersion in tap water. It has further been discovered that by modifying the D.S.
- the salt resistances and water dispersibility of the films can be modified to suit the particular purposes of this invention, i.e., films may be made which will adequately provide a barrier for body fluids for a suitable length of time and which may be flushed away in a water closet.
- the barrier films of this invention are highly compatible with a great variety of plasticizers which may be incorporated therein to improve such characteristics of the film as flexibility and resistance to abrasion, and to reduce noise," i.e., the rattle resulting from the flexing of the film. These properties are particularly important when the barrier films are used in connection with items to be worn such as the aforementioned sanitary napkins, diapers and the like.
- Water soluble plasticizers such as glycerol and the polyethylene glycols are suitable, as well as such wateninsoluble plasticizers as castor oil.
- the films of this invention When the films of this invention are used in connection with such products as liners for bedpans, ostomy bags, and other receptacles for body fluids, they may be cast directly on the inside surface of the receptacle prior to use or may alternatively be precast and then applied to the receptacles. in use, after fluid has been deposited into the lined receptacle, the entire liner, including the deposited fluid may be lifted out of the receptacle and deposited in a water closet.
- the films of this invention will exhibit sufficient tensile strength when in contact with the deposited fluid to allow the liner to be lifted out of the receptacle and will at the same time be completely dispersible in a water closet so as to be flushable.
- the napkin comprises an absorbent core 12 of fibrous material such as comminuted wood pulp fibers, cotton lintcrs,
- a thin barrier sheet 14 comprising the films of this invention.
- a fluid pervious cover 16 surrounds the absorbent core 12 and the barrier sheet 14 with the lateral edges thereof overlapped and secured on the bottom surface of the napkin l0. The cover 16 can be extended beyond the ends of the core 12 to form the usual attachment tabs [8. While FIGS.
- FIG. 1 and 2 illustrate a tabbed napkin, it will be understood by one skilled in the art that the advantages accruing to the use of barrier films of this invention are equally applicable to a tabless product, e.g., one where tabs are not used as attachment means, or where other attachment means such as, for example, adhesive means, are used.
- the barrier sheet comprising films of this invention, is uniquely suited to preclude the passage of menstrual fluid through the core to the bottom surface of the napkin.
- Menstrual fluid as other body fluids, exhibits properties, with respect to the film, which are analogous to an aqueous solution having a salt content of about 0.8 to about 1.5 percent by weight and it is within these concentrations that the films of this invention are resistant and impermeable. Notwithstanding the resistance of the films to menstrual fluid, when the films are introduced into an aqueous low salt concentration solution, they are dispersible. Accordingly, by employing a water dispersible material for the cover 16 (and a water dispersible core 12) the sanitary napkins of FIGS.
- the illustrated napkin may be provided with a non-water dispersible cover, in which event the cover would first be removed and the pad and barrier film dropped into a water closet for disposal.
- the unique barrier film of this invention will completely disperse in a water closet under the swirling action of the water found therein, and will in no way clog or otherwise impair the operation of the water closet and associate plumbing.
- FIGS. 3 and 4 illustrate a second embodiment of this invention in a napkin of alternative construction.
- a sanitary napkin 20 is provided with first and second absorbent layers 22 and 24. Sandwiched therebetween is a barrier sheet 26 comprising the film of this invention.
- a fluid pervious cover 28 surrounds the absorbent layers 22 and 24, with the lateral edges thereof overlapped and secured on the bottom surface of the napkin 20. As in the prior described embodiment, the cover is illustrated as extending beyond the absorbent layers to form attachment tabs, although it is equally advantageous to use the teachings of this invention in a tabless product.
- the films of this invention are uniquely suited for use as barrier films and while they will preelude the passage of menstrual fluid to the bottom of the napkin, they are completely dispersible in a water closet.
- the napkin 20 may be completely disposed of by flushing or, alternatively, if the napkin is provided with a non-water dispersible cover, the cover may be first removed and then the remainder of the napkin may be disposed of by flushing.
- a particular advantage of a napkin having the construction illustrated in FIG. 20 is that the barrier film located between absorbent layers is likely to exhibit noise" which could embarrass the wearer and hence the need for the addition of plasticizers to the film is lessened.
- FIGS. 5 and 6 illustrate still another embodiment of this invention. Illustrated therein is an absorbent pad 30 which is useful as a protective cover for undergarments.
- the pad is provided with an absorbent core 32.
- a fluid pervious cover 34 overlies the top (the surface worn against the body) and side portions of the core, the lateral edges also overlying the peripheral portions of the bottom surface of the core.
- a barrier film 36 in accordance with this invention, it provided to overlie the bottom surface of the core and those portions of the cover 34 overlying the bottom surface.
- the barrier sheet 36 and the cover 34 are secured together and preferably, are secured to the core.
- the outer surface of the barrier sheet is provided with adhesive means 38 which may be, for example, a layer of pressure sensitive adhesive or a double-faced adhesive tape.
- the adhesive means 38 is protected, prior to use by a strippable peel able cover 40.
- the cover 40 is stripped from the napkin exposing the adhesive means.
- the napkin is then placed, for example, in the crotch portion of a panty and held in place by adhering the barrier film portion to the panty with the adhesive means.
- the unique features of the barrier film allow the pad to be readily disposed of by flushing in a water closet.
- This Example describes the preparation of a water dispersible, salt solution insoluble cellulose ester sulfate resin according to a process which comprises slurrying the cellulose (in the form of wood pulp) in an inert organic liquid, sulfating the cellulose by reacting the cellulosic slurry with a sulfating mixture comprising an alkali acetyl sulfate, esterifying the sulfated cellulose in a reaction mixture comprising the inert organic liquid, sulfated cellulose and an acylating agent and precipitating the desired alkali cellulose acetate from solution in said reaction mixture by combining said reaction mixture with an aqueous precipitation medium maintained at a specified pH range.
- a sulfating mixture comprising sodium acetyl sulfate was prepared as follows: I629 grams acetic anhydride and 52.5 grams glacial acetic acid were added to a l liter jacketed resin flask. 30.8 grams of sodium sulfate were added and the contents stirred for 5 minutes. 20.]5 grams of concentrated sulfuric acid (98% by weight) were added dropwise to such a rate that the temperature of the reactor contents did not exceed C. The rate of addition of sulfuric acid may be increased, if desired, if cooling is applied by circulating ice water through the jacket of the reactor. The reactor was stirred for 30 minutes after the addition of the sulfuric acid was completed.
- the slurry of wood pulp in glacial acetic acid was transferred to a jacketed, double planetary mixer (Ross reactor) equipped with a thermometer and a stirrer and was cooled to l8C.
- the sulfating mixture was added crut i 1 corresponding to a degree of acetyl substitution of to the Ross reactor at a rate such that the temperature 5 240 625 grams of the final product were disso'vcd in of the contents did not exceed 32C.
- the pH of the aqueous precipitation medium was maintained at a pH of 5.3 during the precipitation procedure by simultaneously adding a 50% by weight solution of groups as Shown in Table 1.
- aqueous sodium hydroxide- The aqueous Precipitation A series of films were cast from the resins of Exammedium was Stil'l'fid and cooled during th addition Of 135 1 and 2 and tested in water weigh aquethe sodium hydroxide solution and the reaction mixture Qus N CL and 23% by weight NaCL to determine their th and the p precipitated in the form of a ability to maintain their structural integrity. Two tests fine powder.
- the precipitated resin was recovered from were employed I h first, n d h F B ku the aqueous Precipitation medlum y filtering in a Test, a 3 cm. X 3 cm. X 2 mil film of each of the resins Buchner funnel and as rie at Taking advflh- 35 to be tested was placed in a 250 ml. beaker containing tage of the fact that the desired cellulose ester sulfate 150 f h d i test
- Example I 0.36 2.40 328 secs. 3 hrs. 50 hrs. 39 sees. 92 secs. 175 secs.
- Example 2A 0.42 1.87 58 secs. 75 secs. 7 secs. 10 sees. 13 secs.
- Example 28 0.34 2.57 l620 secs. 24 hrs. 24 hrs. 23 secs. I secs 54) secs.
- Example 2C 0.27 2.62 h 23 secs. lllt) secs. 215 secs.
- Example 2D 0.15 1.97 64 secs. 302 secs. 498 secs.
- EXAMPLE 3 This example illustrates that films can be prepared from mixed esters of alkali cellulose sulfates which have good tensile strength and structural integrity in sodium chloride solutions and yet are dispersible in plain water.
- Sodium cellulose acetate butyrate sulfate is prepared as follows:
- the final product comprised sodium cellulose acetate butyrate sulfate and had the following composition: 4.89% sulfur by weight; 24.63'71 by weight (acetyl butyryl) determined as acetyl; and 40.67% by weight (acetyl butyryl) determined as hutyryl.
- a film was cast from a 6.257r by weight solution of the final product in a 3: l weight mixture of acetone and water. The film so cast completely dissolved in water within 30 minutes but did not dissolve in 2% by weight aqueous NaCl even after 6 days.
- EXAMPLE 6 In order to demonstrate the effect of varying the amounts of acetic anhydride and sulfuric acid used in the acetylation step.
- two samples (designated 6A and 6B) of sodium cellulose acetate sulfate was prepared using the procedure of Example I but varying the amounts of sulfuric acid and acetic anhydride used during acetylation.
- the reagents, and their amounts, used in the sulfating mixture were the same for Example I and the present example.
- Table V shows the variations made in the amounts of the reagents in the sulfating mixture along with the analysis of the resulting products.
- EXAMPLE 7 This example shows that alkali salts of sulfated cellulose esters can be prepared in a one-step procedure by reacting a slurry of wood pulp in an inert organic liquid with a reactant mixture comprising a sulfating agent and an acylating agent.
- a reactant mixture comprising a sulfating agent and an acylating agent.
- the resulting resin had the following analysis:
- the films of this invention may be suitably plasticized with water soluble plasticizers such as the poly ethylene glycols or with water insoluble plasticizers such as castor oil.
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Priority Applications (14)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US431455A US3897782A (en) | 1974-01-07 | 1974-01-07 | Body fluid barrier films |
NO744492A NO744492L (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-07 | 1974-12-12 | |
DK662574A DK662574A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-07 | 1974-12-18 | |
AU76730/74A AU7673074A (en) | 1974-01-07 | 1974-12-20 | Films |
DE19742461870 DE2461870A1 (de) | 1974-01-07 | 1974-12-30 | Fuer koerperfluessigkeit undurchlaessige folie |
SE7500061A SE7500061L (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-07 | 1975-01-03 | |
LU71592A LU71592A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-07 | 1975-01-06 | |
FR7500253A FR2256748A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-07 | 1975-01-06 | |
FI750016A FI750016A7 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-07 | 1975-01-06 | |
NL7500174A NL7500174A (nl) | 1974-01-07 | 1975-01-07 | Sperlaag voor lichaamsafscheidingen. |
ZA00750128A ZA75128B (en) | 1974-01-07 | 1975-01-07 | Body fluid barrier films |
BE152206A BE824174A (fr) | 1974-01-07 | 1975-01-07 | Pellicules impermeables aux humeurs corporelles |
US05/551,570 US4005251A (en) | 1974-01-07 | 1975-02-20 | Process for preparation of alkali cellulose ester sulfates |
NO753401A NO753401L (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-07 | 1975-10-08 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US431455A US3897782A (en) | 1974-01-07 | 1974-01-07 | Body fluid barrier films |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US05/551,570 Division US4005251A (en) | 1974-01-07 | 1975-02-20 | Process for preparation of alkali cellulose ester sulfates |
Publications (1)
Publication Number | Publication Date |
---|---|
US3897782A true US3897782A (en) | 1975-08-05 |
Family
ID=23712021
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US431455A Expired - Lifetime US3897782A (en) | 1974-01-07 | 1974-01-07 | Body fluid barrier films |
Country Status (12)
Cited By (48)
Publication number | Priority date | Publication date | Assignee | Title |
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US4250192A (en) * | 1977-05-11 | 1981-02-10 | Ciba-Geigy Corporation | Novel substituted phenylacetic acid amide compounds |
US4322436A (en) * | 1977-05-11 | 1982-03-30 | Ciba-Geigy Corporation | Novel substituted phenylacetic acid amide compounds |
US4420490A (en) * | 1977-05-11 | 1983-12-13 | Ciba-Geigy Corporation | Substituted phenylacetic acid amide compounds |
US4880417A (en) * | 1987-10-16 | 1989-11-14 | Biological Resistance, Inc. | Deodorizing and sound muffling anal pad |
GB2242630A (en) * | 1989-09-19 | 1991-10-09 | Advanced Absorbent Products Li | Improved feminine hygiene towel |
US5346485A (en) * | 1990-05-07 | 1994-09-13 | Kimberly-Clark Corporation | Polymeric composition for the absorption of proteinaceous fluids |
US5509913A (en) * | 1993-12-16 | 1996-04-23 | Kimberly-Clark Corporation | Flushable compositions |
US5766159A (en) * | 1995-07-06 | 1998-06-16 | International Paper Company | Personal hygiene articles for absorbing fluids |
US5947945A (en) * | 1995-08-07 | 1999-09-07 | The Procter & Gamble Company | Disposable absorbent article with fit and fluid handling capabilities |
US5972805A (en) * | 1998-04-07 | 1999-10-26 | Kimberly-Clark Worldwide, Inc. | Ion sensitive polymeric materials |
US5986004A (en) * | 1997-03-17 | 1999-11-16 | Kimberly-Clark Worldwide, Inc. | Ion sensitive polymeric materials |
US6277768B1 (en) | 1996-12-31 | 2001-08-21 | Kimberly Clark Worldwide | Temperature sensitive polymers and water-dispersible products containing the polymers |
US6291372B1 (en) | 1997-05-23 | 2001-09-18 | Kimberly Clark Worldwide, Inc. | Ion sensitive binder for fibrous materials |
US6384297B1 (en) | 1999-04-03 | 2002-05-07 | Kimberly-Clark Worldwide, Inc. | Water dispersible pantiliner |
US6423804B1 (en) | 1998-12-31 | 2002-07-23 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive hard water dispersible polymers and applications therefor |
US6429261B1 (en) | 2000-05-04 | 2002-08-06 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6433245B1 (en) | 1997-11-25 | 2002-08-13 | The Procter & Gamble Company | Flushable fibrous structures |
US6444214B1 (en) | 2000-05-04 | 2002-09-03 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6495080B1 (en) | 1997-10-03 | 2002-12-17 | Kimberly-Clark Worldwide, Inc. | Methods for making water-sensitive compositions for improved processability and fibers including same |
US20030045707A1 (en) * | 2001-08-24 | 2003-03-06 | Weyerhaeuser Company | Superabsorbent polymer |
US6548592B1 (en) | 2000-05-04 | 2003-04-15 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US20030070776A1 (en) * | 1995-07-17 | 2003-04-17 | Rayonier Inc. | Wet-laid absorbent pulp sheet suitable for immediate conversion into an absorbent product |
US6579570B1 (en) | 2000-05-04 | 2003-06-17 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US20030116575A1 (en) * | 2001-12-21 | 2003-06-26 | Ellingson Daniel L. | Disposable container with a spill prevention mechanism |
US6599848B1 (en) | 2000-05-04 | 2003-07-29 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6653406B1 (en) | 2000-05-04 | 2003-11-25 | Kimberly Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6683143B1 (en) | 2000-05-04 | 2004-01-27 | Kimberly Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6713414B1 (en) | 2000-05-04 | 2004-03-30 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6713140B2 (en) | 2001-12-21 | 2004-03-30 | Kimberly-Clark Worldwide, Inc. | Latently dispersible barrier composite material |
US20040126585A1 (en) * | 2002-12-27 | 2004-07-01 | Kerins John E. | Water dispersible commode/bedpan liner |
US6783826B2 (en) | 2001-12-21 | 2004-08-31 | Kimberly-Clark Worldwide, Inc. | Flushable commode liner |
US6815502B1 (en) | 2000-05-04 | 2004-11-09 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersable polymers, a method of making same and items using same |
US6828014B2 (en) | 2001-03-22 | 2004-12-07 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US6835678B2 (en) | 2000-05-04 | 2004-12-28 | Kimberly-Clark Worldwide, Inc. | Ion sensitive, water-dispersible fabrics, a method of making same and items using same |
US6897168B2 (en) | 2001-03-22 | 2005-05-24 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US6908966B2 (en) | 2001-03-22 | 2005-06-21 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US7070854B2 (en) | 2001-03-22 | 2006-07-04 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US7101612B2 (en) | 2000-05-04 | 2006-09-05 | Kimberly Clark Worldwide, Inc. | Pre-moistened wipe product |
US7276459B1 (en) | 2000-05-04 | 2007-10-02 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US20100055060A1 (en) * | 2006-11-27 | 2010-03-04 | Naoyuki Yoshida | Cosmetic composition |
US7919667B1 (en) | 1994-01-21 | 2011-04-05 | Rayonier Trs Holdings Inc. | Absorbent products and methods of preparation thereof |
US20130123732A1 (en) * | 2010-06-22 | 2013-05-16 | Huhtamaki Films Germany Gmbh & Co. Kg | Luminescable release or protective film |
US20130196063A1 (en) * | 2012-01-27 | 2013-08-01 | Celanese Acetate Llc | Substituted Cellulose Acetates and Uses Thereof |
US9023757B2 (en) | 2012-01-27 | 2015-05-05 | Celanese Acetate Llc | Substituted cellulose acetates and uses thereof |
US9090045B2 (en) | 2012-09-24 | 2015-07-28 | Celanese Acetate Llc | Engineered wood produced with substituted cellulose ester adhesives and methods relating thereto |
US9138967B2 (en) | 2012-09-24 | 2015-09-22 | Celanese Acetate Llc | Wood laminate articles comprising substituted cellulose ester adhesives and methods relating thereto |
US9167830B2 (en) | 2012-01-27 | 2015-10-27 | Celanese Acetate Llc | Substituted cellulose acetates and uses thereof |
EP2811852A4 (en) * | 2012-01-27 | 2015-12-23 | Celanese Acetate Llc | SUBSTITUTED CELLULOSE ACETATES AND USES THEREOF |
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1974
- 1974-01-07 US US431455A patent/US3897782A/en not_active Expired - Lifetime
- 1974-12-12 NO NO744492A patent/NO744492L/no unknown
- 1974-12-18 DK DK662574A patent/DK662574A/da unknown
- 1974-12-20 AU AU76730/74A patent/AU7673074A/en not_active Expired
- 1974-12-30 DE DE19742461870 patent/DE2461870A1/de active Pending
-
1975
- 1975-01-03 SE SE7500061A patent/SE7500061L/xx unknown
- 1975-01-06 FI FI750016A patent/FI750016A7/fi not_active Application Discontinuation
- 1975-01-06 LU LU71592A patent/LU71592A1/xx unknown
- 1975-01-06 FR FR7500253A patent/FR2256748A1/fr not_active Withdrawn
- 1975-01-07 BE BE152206A patent/BE824174A/xx unknown
- 1975-01-07 NL NL7500174A patent/NL7500174A/xx unknown
- 1975-01-07 ZA ZA00750128A patent/ZA75128B/xx unknown
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US3335128A (en) * | 1961-09-11 | 1967-08-08 | Eastman Kodak Co | Preparation of mixed salts of watersoluble cellulose derivatives |
US3624069A (en) * | 1965-06-28 | 1971-11-30 | Kelco Co | Process of preparing a gellable colloidal cellulose sulfate and product |
US3702845A (en) * | 1969-02-22 | 1972-11-14 | Basf Ag | Continuous production of ethylene homopolymers |
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Cited By (65)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4250192A (en) * | 1977-05-11 | 1981-02-10 | Ciba-Geigy Corporation | Novel substituted phenylacetic acid amide compounds |
US4322436A (en) * | 1977-05-11 | 1982-03-30 | Ciba-Geigy Corporation | Novel substituted phenylacetic acid amide compounds |
US4346104A (en) * | 1977-05-11 | 1982-08-24 | Ciba-Geigy Corporation | Novel substituted phenylacetic acid amide compounds |
US4346105A (en) * | 1977-05-11 | 1982-08-24 | Ciba-Geigy Corporation | Novel substituted phenylacetic acid amide compounds |
US4420490A (en) * | 1977-05-11 | 1983-12-13 | Ciba-Geigy Corporation | Substituted phenylacetic acid amide compounds |
US4421765A (en) * | 1977-05-11 | 1983-12-20 | Ciba-Geigy Corporation | Substituted phenylacetic acid amide compounds |
US4880417A (en) * | 1987-10-16 | 1989-11-14 | Biological Resistance, Inc. | Deodorizing and sound muffling anal pad |
GB2242630A (en) * | 1989-09-19 | 1991-10-09 | Advanced Absorbent Products Li | Improved feminine hygiene towel |
US5346485A (en) * | 1990-05-07 | 1994-09-13 | Kimberly-Clark Corporation | Polymeric composition for the absorption of proteinaceous fluids |
US5509913A (en) * | 1993-12-16 | 1996-04-23 | Kimberly-Clark Corporation | Flushable compositions |
US7919667B1 (en) | 1994-01-21 | 2011-04-05 | Rayonier Trs Holdings Inc. | Absorbent products and methods of preparation thereof |
US20110209839A1 (en) * | 1994-01-21 | 2011-09-01 | Phyllis Leithem | Method for making absorbent products |
US8247641B2 (en) | 1994-01-21 | 2012-08-21 | Rayonier Trs Holdings Inc. | Absorbent products and methods of preparation thereof |
US8497410B2 (en) | 1994-01-21 | 2013-07-30 | Rayonier Trs Holdings Inc. | Method for making absorbent products |
US6063982A (en) * | 1995-07-06 | 2000-05-16 | International Paper Company (From Thomas L. Wiesemann And John J. Shoemaker Jr.) | Personal hygiene articles for absorbing fluids |
US5766159A (en) * | 1995-07-06 | 1998-06-16 | International Paper Company | Personal hygiene articles for absorbing fluids |
US20030070776A1 (en) * | 1995-07-17 | 2003-04-17 | Rayonier Inc. | Wet-laid absorbent pulp sheet suitable for immediate conversion into an absorbent product |
US5947945A (en) * | 1995-08-07 | 1999-09-07 | The Procter & Gamble Company | Disposable absorbent article with fit and fluid handling capabilities |
US6277768B1 (en) | 1996-12-31 | 2001-08-21 | Kimberly Clark Worldwide | Temperature sensitive polymers and water-dispersible products containing the polymers |
US6451429B2 (en) | 1996-12-31 | 2002-09-17 | Kimberly-Clark Worldwide, Inc. | Temperature sensitive polymers and water-dispersible products containing the polymers |
US5986004A (en) * | 1997-03-17 | 1999-11-16 | Kimberly-Clark Worldwide, Inc. | Ion sensitive polymeric materials |
US6194517B1 (en) | 1997-03-17 | 2001-02-27 | Kimberly-Clark Worldwide, Inc. | Ion sensitive polymeric materials |
US6291372B1 (en) | 1997-05-23 | 2001-09-18 | Kimberly Clark Worldwide, Inc. | Ion sensitive binder for fibrous materials |
US6495080B1 (en) | 1997-10-03 | 2002-12-17 | Kimberly-Clark Worldwide, Inc. | Methods for making water-sensitive compositions for improved processability and fibers including same |
US6433245B1 (en) | 1997-11-25 | 2002-08-13 | The Procter & Gamble Company | Flushable fibrous structures |
US5972805A (en) * | 1998-04-07 | 1999-10-26 | Kimberly-Clark Worldwide, Inc. | Ion sensitive polymeric materials |
US6423804B1 (en) | 1998-12-31 | 2002-07-23 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive hard water dispersible polymers and applications therefor |
US6855790B2 (en) | 1998-12-31 | 2005-02-15 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive hard water dispersible polymers and applications therefor |
US6630558B2 (en) | 1998-12-31 | 2003-10-07 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive hard water dispersible polymers and applications therefor |
US6384297B1 (en) | 1999-04-03 | 2002-05-07 | Kimberly-Clark Worldwide, Inc. | Water dispersible pantiliner |
US6602955B2 (en) | 2000-05-04 | 2003-08-05 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6429261B1 (en) | 2000-05-04 | 2002-08-06 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6599848B1 (en) | 2000-05-04 | 2003-07-29 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6653406B1 (en) | 2000-05-04 | 2003-11-25 | Kimberly Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6683143B1 (en) | 2000-05-04 | 2004-01-27 | Kimberly Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6713414B1 (en) | 2000-05-04 | 2004-03-30 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6444214B1 (en) | 2000-05-04 | 2002-09-03 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6548592B1 (en) | 2000-05-04 | 2003-04-15 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US7276459B1 (en) | 2000-05-04 | 2007-10-02 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6814974B2 (en) | 2000-05-04 | 2004-11-09 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6815502B1 (en) | 2000-05-04 | 2004-11-09 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersable polymers, a method of making same and items using same |
US7101612B2 (en) | 2000-05-04 | 2006-09-05 | Kimberly Clark Worldwide, Inc. | Pre-moistened wipe product |
US6835678B2 (en) | 2000-05-04 | 2004-12-28 | Kimberly-Clark Worldwide, Inc. | Ion sensitive, water-dispersible fabrics, a method of making same and items using same |
US6579570B1 (en) | 2000-05-04 | 2003-06-17 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive, water-dispersible polymers, a method of making same and items using same |
US6908966B2 (en) | 2001-03-22 | 2005-06-21 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US7070854B2 (en) | 2001-03-22 | 2006-07-04 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US6828014B2 (en) | 2001-03-22 | 2004-12-07 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US6897168B2 (en) | 2001-03-22 | 2005-05-24 | Kimberly-Clark Worldwide, Inc. | Water-dispersible, cationic polymers, a method of making same and items using same |
US6951933B2 (en) * | 2001-08-24 | 2005-10-04 | Weyerhaeuser Company | Superabsorbent polymer |
US20030045707A1 (en) * | 2001-08-24 | 2003-03-06 | Weyerhaeuser Company | Superabsorbent polymer |
US20030116575A1 (en) * | 2001-12-21 | 2003-06-26 | Ellingson Daniel L. | Disposable container with a spill prevention mechanism |
US6783826B2 (en) | 2001-12-21 | 2004-08-31 | Kimberly-Clark Worldwide, Inc. | Flushable commode liner |
US6713140B2 (en) | 2001-12-21 | 2004-03-30 | Kimberly-Clark Worldwide, Inc. | Latently dispersible barrier composite material |
US20040126585A1 (en) * | 2002-12-27 | 2004-07-01 | Kerins John E. | Water dispersible commode/bedpan liner |
US20100055060A1 (en) * | 2006-11-27 | 2010-03-04 | Naoyuki Yoshida | Cosmetic composition |
US20130123732A1 (en) * | 2010-06-22 | 2013-05-16 | Huhtamaki Films Germany Gmbh & Co. Kg | Luminescable release or protective film |
US20130196063A1 (en) * | 2012-01-27 | 2013-08-01 | Celanese Acetate Llc | Substituted Cellulose Acetates and Uses Thereof |
JP2015510004A (ja) * | 2012-01-27 | 2015-04-02 | セラニーズ アセテート,エルエルシー | 置換された酢酸セルロースおよびその使用方法 |
US9023757B2 (en) | 2012-01-27 | 2015-05-05 | Celanese Acetate Llc | Substituted cellulose acetates and uses thereof |
US9167830B2 (en) | 2012-01-27 | 2015-10-27 | Celanese Acetate Llc | Substituted cellulose acetates and uses thereof |
EP2807215A4 (en) * | 2012-01-27 | 2015-11-11 | Celanese Acetate Llc | SUBSTITUTED CELLULOSE ACETATE AND USES THEREOF |
US9212290B2 (en) * | 2012-01-27 | 2015-12-15 | Celanese Acetate Llc | Substituted cellulose acetates and uses thereof |
EP2811852A4 (en) * | 2012-01-27 | 2015-12-23 | Celanese Acetate Llc | SUBSTITUTED CELLULOSE ACETATES AND USES THEREOF |
US9090045B2 (en) | 2012-09-24 | 2015-07-28 | Celanese Acetate Llc | Engineered wood produced with substituted cellulose ester adhesives and methods relating thereto |
US9138967B2 (en) | 2012-09-24 | 2015-09-22 | Celanese Acetate Llc | Wood laminate articles comprising substituted cellulose ester adhesives and methods relating thereto |
Also Published As
Publication number | Publication date |
---|---|
FR2256748A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-08-01 |
ZA75128B (en) | 1976-08-25 |
DE2461870A1 (de) | 1975-07-17 |
SE7500061L (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-07-08 |
AU7673074A (en) | 1976-06-24 |
FI750016A7 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-07-08 |
NL7500174A (nl) | 1975-07-09 |
LU71592A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-06-17 |
DK662574A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-08-25 |
NO744492L (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-08-04 |
BE824174A (fr) | 1975-07-07 |
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