WO2011046168A1 - 拭取り紙用処理剤組成物 - Google Patents
拭取り紙用処理剤組成物 Download PDFInfo
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- WO2011046168A1 WO2011046168A1 PCT/JP2010/068045 JP2010068045W WO2011046168A1 WO 2011046168 A1 WO2011046168 A1 WO 2011046168A1 JP 2010068045 W JP2010068045 W JP 2010068045W WO 2011046168 A1 WO2011046168 A1 WO 2011046168A1
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- wiping paper
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- paper
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Classifications
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
- D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
- D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D21H19/32—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming a linkage containing silicon in the main chain of the macromolecule
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/10—Block- or graft-copolymers containing polysiloxane sequences
- C08L83/12—Block- or graft-copolymers containing polysiloxane sequences containing polyether sequences
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/22—Agents rendering paper porous, absorbent or bulky
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
- D21H27/002—Tissue paper; Absorbent paper
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/452—Block-or graft-polymers containing polysiloxane sequences containing nitrogen-containing sequences
- C08G77/455—Block-or graft-polymers containing polysiloxane sequences containing nitrogen-containing sequences containing polyamide, polyesteramide or polyimide sequences
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Definitions
- the present invention relates to a composition for wiping paper.
- Japanese Patent Laid-Open No. 3-900 and Japanese Patent Laid-Open No. 2-224626 describe soft tissue papers surface-treated with various polyorganosiloxanes.
- Japanese Patent Application Laid-Open No. 7-145596 proposes a method of treating the surface of a wipe with a polyorganosiloxane and a polyhydric alcohol.
- these wipes have room for further improvement in terms of flexibility and roughness.
- Japanese Patent Application Laid-Open No. 6-311943 discloses a method of treating a wipe with an aqueous dispersion of an amino group-containing polyorganosiloxane and a polyether group-containing polyorganosiloxane, and further, Japanese Patent Application Laid-Open No. 2006-169690.
- the publication also proposes a method of treating a wipe with amino group-containing polyorganosiloxane, glycerin and sorbitol.
- these methods improve flexibility, there is room for improvement in terms of yellowing and water absorption.
- the object of the present invention is to impart excellent texture in terms of flexibility, smoothness, etc. to wipes such as tissue paper and toilet paper, and without wiping paper discoloration,
- An object of the present invention is to provide a composition for treating wipes that does not impair water absorption.
- the object of the present invention is the following general formula: [Where, Each A is independently an alkyl group having 1 to 22 carbon atoms or a hydroxyl group, R 1 is an alkyl group having 1 to 22 carbon atoms, R 2 is ⁇ Wherein R 5 is a divalent hydrocarbon group having 1 to 22 carbon atoms; R 6 and R 7 are each independently a hydrogen atom or a monovalent carbon atom having 1 to 22 carbon atoms; Hydrogen group, acyl group and formula (Wherein R 8 is a monovalent hydrocarbon group having 1 to 22 carbon atoms) and is an organic group selected from the group consisting of: e is an integer of 0 to 5 ⁇ A group represented by R 3 is —R 9 —O— (C 2 H 4 O) f (C 1 H 2 O) g —R 10 (wherein R 9 is a divalent hydrocarbon group having 1 to 22 carbon atoms) R 10 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 22 carbon atoms;
- X is a —R 17 —O— (C 2 H 4 O) h (C m H 2m O) i —R 18 (wherein R 17 Is a divalent hydrocarbon group having 1 to 22 carbon atoms; R 18 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 22 carbon atoms; h and i are both 0 to 50 Provided that h and i are not 0 at the same time; m is an integer of 3 or more).
- a, b and c are each 0 to 500; 1 ⁇ d ⁇ 500; 10 ⁇ a + b + c + d ⁇ 1000], and a wiping paper treatment containing an amide polyether group-containing polyorganosiloxane Achieved by the agent composition.
- the treating agent composition for wiping paper of the present invention comprises: (A) the above amide polyether group-containing polyorganosiloxane, and (B) Formula: —R 19 —O— (C 2 H 4 O) j (C n H 2n O) k —R 20 (wherein R 19 is a divalent hydrocarbon group having 1 to 22 carbon atoms) R 20 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 22 carbon atoms; j and k are both 0 to 50, provided that j and k are simultaneously 0. Not; n is an integer of 3 or more.) An oxyalkylene group-containing polyorganosiloxane containing an organic group bonded to a silicon atom is included.
- the processing agent composition for wiping paper of this invention contains (C) surfactant further.
- the component (A) and the component (B) are contained in an amount of 5 to 2,000 parts by mass of the component (B) with respect to 100 parts by mass of the component (A). Can be present in proportions.
- the wiping paper treating agent composition of the present invention preferably further comprises (D) a polyhydric alcohol.
- the component (D) can be present at a ratio of 50 to 20,000 parts by mass of the component (D) with respect to 100 parts by mass of the component (A).
- the component (D) can be at least one selected from the group consisting of glycerin, diglycerin, polyglycerin, and sorbitol.
- processing agent composition for wipes of this invention further contains (E) water.
- the treatment composition for wiping paper of the present invention may be in the form of an emulsion.
- the present invention also relates to a wiping paper treated with the above-mentioned wiping paper treating agent composition.
- the wiping paper treating agent composition of the present invention is used as a treating agent for wiping paper such as tissue paper and toilet paper
- the wiping paper is used without damaging the wiping property and water absorption of the wiping paper. It is possible to improve the texture such as flexibility and smoothness of the wipe without causing discoloration.
- the treatment composition for wiping paper of the present invention is excellent in storage stability.
- the wiping paper treating agent composition of the present invention contains an amide polyether group-containing polyorganosiloxane.
- the amide polyether group-containing polyorganosiloxane used in the present invention imparts smoothness and flexibility to wiping paper such as tissue paper and toilet paper by the siloxane chain of the main chain, and further, by the amide polyether group, It absorbs well on the wiping paper without lowering the water absorption, and imparts smoothness, flexibility, and moisture retention to the wiping paper. It is represented by
- Each A is independently an alkyl group having 1 to 22 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, or a hydroxyl group;
- R 1 is an alkyl group having 1 to 22 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms,
- R 2 is ⁇
- R 5 is a divalent hydrocarbon group having 1 to 22 carbon atoms;
- R 6 and R 7 are each independently a hydrogen atom or a monovalent hydrocarbon having 1 to 22 carbon atoms;
- Groups, acyl groups and formulas (Wherein R 8 is a monovalent hydrocarbon group having 1 to 22 carbon atoms) is an organic group selected from the group consisting of; and e is an integer of 0 to 5; Preferably it is 0 or 1, more preferably 0.
- a group represented by R 3 is —R 9 —O— (C 2 H 4 O) f (C 1 H 2 O) g —R 10 (wherein R 9 is a divalent hydrocarbon group having 1 to 22 carbon atoms) R 10 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 22 carbon atoms, preferably 1 to 6 carbon atoms; f and g are both 0 to 50, provided that f and g are And 0 is an integer of 3 or more, preferably an integer of 3 to 6, more preferably 3 or 4, and R 4 is Or ⁇ Wherein R 11 , R 13 and R 15 are each independently a divalent hydrocarbon group having 1 to 22 carbon atoms; R 12 , R 14 and R 16 are each independently hydrogen.
- X is —R 17 —O— (C 2 H 4 O) h (C m H 2m O) i —R 18 17 is a divalent hydrocarbon group having 1 to 22 carbon atoms;
- R 18 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 22 carbon atoms, preferably a monovalent hydrocarbon group having 1 to 6 carbon atoms.
- a hydrocarbon group; h and i are both 0 to 50, provided that h and i are not 0 simultaneously;
- m is an integer of 3 or more, preferably an integer of 3 to 6; More preferably 3 or 4).
- a, b and c are each 0 to 500; 1 ⁇ d ⁇ 500; and 10 ⁇ a + b + c + d ⁇ 1000.
- a, b, c and d are not particularly limited as long as they are in the above ranges, but are preferably b ⁇ c + d from the viewpoint of water absorption, and 0 ⁇ b / (a + b + c + d) ⁇ from the viewpoint of yellowing. 0.1 is preferable. Moreover, it is more preferable that b, c and d are each 1 or more.
- f, g, h, i are not particularly limited as long as they are within the above ranges, but from the viewpoint of water absorption, g ⁇ f, i ⁇ h is preferable, and 1 ⁇ f + g ⁇ 30, 1 ⁇ h + i ⁇ . 30 is preferable, and 1 ⁇ f + g ⁇ 20 and 1 ⁇ h + i ⁇ 20 are particularly preferable.
- the oxyethylene unit (C 2 H 4 O) and the oxyalkylene unit represented by C 1 H 2l O or C m H 2m O may be block copolymerized or randomly copolymerized. Good.
- divalent hydrocarbon group examples include a straight chain having 1 to 22 carbon atoms such as a methylene group, a dimethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, a heptamethylene group, and an octamethylene group.
- a branched alkylene group an arylene group having 6 to 22 carbon atoms such as a phenylene group or a diphenylene group; an alkylene arylene group having 7 to 22 carbon atoms such as a dimethylenephenylene group; and the carbon atoms of these groups
- the hydrogen atom bonded to is at least partially a halogen atom such as fluorine, or carbinol group, epoxy group, glycidyl group, acyl group, carboxyl group, amino group, methacryl group, mercapto group, amide group, oxyalkylene group, etc.
- a group substituted with an organic group containing such as fluorine, or carbinol group, epoxy group, glycidyl group, acyl group, carboxyl group, amino group, methacryl group, mercapto group, amide group, oxyalkylene group, etc.
- a group substituted with an organic group containing such as fluorine, or carbino
- the divalent hydrocarbon group is preferably an unsubstituted divalent hydrocarbon group having 1 to 22 carbon atoms, and is preferably a linear or branched alkylene group having 1 to 22 carbon atoms.
- a methylene group, a dimethylene group, or a trimethylene group is particularly preferable.
- Examples of the monovalent hydrocarbon group include straight chain having 1 to 22 carbon atoms such as methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, decyl group and dodecyl group.
- the hydrogen atom bonded to the atom is at least partially a halogen atom such as fluorine, or a carbinol group, an epoxy group, a glycidyl group, an acyl group, Hexyl group, an amino group, a methacryl group, a mercapto group, an amide group, and has been substituted with an organic group containing an oxyalkylene group.
- the monovalent hydrocarbon group is preferably an unsubstituted monovalent hydrocarbon group having 1 to 22 carbon atoms, more preferably an unsubstituted monovalent hydrocarbon group having 1 to 6 carbon atoms, A methyl group, an ethyl group, or a phenyl group is particularly preferable.
- the viscosity at 25 ° C. of the amide polyether group-containing polyorganosiloxane is not particularly limited, but is preferably 50 mPa ⁇ s or more, and more preferably in the range of 100 to 10,000 mPa ⁇ s. If the viscosity of this component at 25 ° C. is less than 50 mPa ⁇ s, smoothness and flexibility may not be sufficiently imparted to wiped paper such as tissue paper and toilet paper.
- the amide polyether group-containing polyorganosiloxane used in the present invention is, for example, an amino group-containing polyorganosiloxane, or an amino group and a polyether group-containing polyorganosiloxane using a polyoxyethylene alkyl ether fatty acid to form an amino group. It can be obtained by amidating a part or all of.
- the wiping paper treating agent composition of the present invention can contain, for example, various solvents or media such as alcohol in addition to the amide polyether group-containing polyorganosiloxane.
- alcohol a lower alcohol having 1 to 6 carbon atoms is preferable, and ethanol is particularly preferable.
- the wiping paper treating agent composition of the present invention is preferably in the form of a solution.
- An oxyalkylene group-containing polyorganosiloxane can also be added to the wiping paper treating agent composition of the present invention. Smoothness and flexibility can be imparted to the wipe, and the storage stability of the emulsion and the blending stability with respect to the polyhydric alcohol described later are good, so that the oxyalkylene group-containing polyorganosiloxane and the above amide polyether are used. It is preferable to combine a group-containing polyorganosiloxane.
- the oxyalkylene group-containing polyorganosiloxane used in the present invention has a formula: —R 19 —O— (C 2 H 4 O) j (C n H 2n O) k —R 20 (formula)
- R 19 is a divalent hydrocarbon group having 1 to 22 carbon atoms
- R 20 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 22 carbon atoms
- j and k are both 0 -50, provided that j and k are not 0 simultaneously, preferably 1 ⁇ j
- n is an integer of 3 or more).
- the group other than the organic group bonded to the silicon atom of the oxyalkylene group-containing polyorganosiloxane is preferably a hydrocarbon group having 1 to 6 carbon atoms, and an alkyl group having 1 to 6 carbon atoms. Is more preferable, and a methyl group is still more preferable.
- the oxyalkylene group-containing polyorganosiloxane may contain a small amount of an alkoxy group or a hydroxyl group. The viscosity at 25 ° C.
- the oxyalkylene group-containing polyorganosiloxane is preferably in the range of 5 to 2,000 mPa ⁇ s, more preferably 10 to 1,000 mPa ⁇ s, more preferably 100 More preferably, it is ⁇ 1,000 mPa ⁇ s.
- the oxyalkylene units represented by oxyethylene units (C 2 H 4 O) and C n H 2n O may be block copolymerized or randomly copolymerized.
- the bonding position of the organic group represented by the above formula may be any of the side chain, both ends, and one end of the molecular chain.
- the value of n is not particularly limited as long as it is an integer of 3 or more, but is preferably an integer of 3 to 5 from the viewpoint of water absorption.
- j and k are not particularly limited as long as they are within the above ranges, but from the viewpoint of water absorption, 1 ⁇ j + k ⁇ 30 is preferable, and particularly preferably, k ⁇ j and 1 ⁇ j + k ⁇ 20.
- An oxyalkylene group in this component preferably an oxyethylene group, that is, a unit represented by (C 2 H 4 O) j (C n H 2n O) k in the above formula, preferably (C 2 H 4 O).
- the content of is 15% by mass or more, preferably in the range of 30 to 70% by mass. This is because if it is less than 15% by mass, the water-solubility of this component decreases, and the water absorption of the wipe treated with the composition according to the present invention may decrease.
- the compounding amount of the oxyalkylene group-containing polyorganosiloxane is preferably 5 to 2,000 parts by mass, more preferably 20 to 1,000 parts by mass with respect to 100 parts by mass of the amide polyether group-containing polyorganosiloxane. 50 to 500 parts by weight is even more preferred, and 100 to 500 parts by weight is most preferred.
- the oxyalkylene group-containing polyorganosiloxane of this component preferably has a total content of aldehydes and ketones that are the main cause of unpleasant odors of 100 ppm or less, and more preferably 50 ppm or less. This is because if it exceeds 100 ppm, an unpleasant odor may be given when the wipe is treated with the composition according to the present invention.
- a surfactant may be further added to the wiping paper treating agent composition of the present invention.
- the oxyalkylene group-containing polyorganosiloxane and the surfactant used in the composition according to the present invention are components that stably emulsify the amide polyether group-containing polyorganosiloxane.
- the wiping paper treating agent composition of the present invention in this case is preferably in the form of an emulsion.
- the phase containing the amide polyether group-containing polyorganosiloxane may constitute either a dispersed phase or a continuous phase, but preferably constitutes a dispersed phase.
- a cationic surfactant As the surfactant, a cationic surfactant, a nonionic surfactant other than the oxyalkylene group-containing polyorganosiloxane, an anionic surfactant, and an amphoteric surfactant can be used.
- a surfactant may be used alone, or two or more kinds of different kinds of surfactants may be used in combination.
- a cationic surfactant is preferable because it can impart smoothness and flexibility to the wiping paper, and has good storage stability of the emulsion and blending stability with respect to a polyhydric alcohol described later.
- the cationic surfactant is not particularly limited, and examples thereof include alkyltrimethylammonium salts such as octadecyltrimethylammonium chloride and hexadecyltrimethylammonium chloride; dioctadecyldimethylammonium chloride, dihexadecyldimethylammonium chloride, didecyldimethylammonium chloride and the like. Quaternary ammonium type surfactants typified by dialkyldimethylammonium salts can be mentioned.
- the nonionic surfactant is not particularly limited.
- examples of the alkyl group include middle and higher alkyl groups such as a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a cetyl group, and a stearyl group.
- examples of the fatty acid include high and intermediate fatty acids such as lauric acid, palmitic acid, stearic acid, and oleic acid.
- the anionic surfactant is not particularly limited.
- alkylbenzene sulfonate, alkyl ether sulfate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkylphenyl ether sulfate, alkyl naphthyl sulfonate, unsaturated aliphatic Examples include sulfonates and hydroxylated aliphatic sulfonates.
- examples of the alkyl group include middle and higher alkyl groups such as a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a cetyl group, and a stearyl group.
- examples of the unsaturated aliphatic group include oleyl group, nonenyl group, octynyl group and the like.
- examples of the counter ion include sodium, potassium, lithium, and ammonium ions, among which sodium is common.
- the amphoteric surfactant is not particularly limited, but N, N-dialkylaminoalkylenecarboxylate, N, N-dimethyl-N-alkyl-N-carboxymethylammonium betaine, N, N, N-trialkyl-N -Alkyl betaines such as sulfoalkylene ammonium betaine, N, N-dialkyl-N, N-bispolyoxyethylene ammonium sulfate betaine, and 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine
- N, N-dialkylaminoalkylenecarboxylate, N, N-dimethyl-N-alkyl-N-carboxymethylammonium betaine, N, N, N-trialkyl-N -Al betaines such as sulfoalkylene ammonium betaine, N, N-dialkyl-N, N-bispolyoxyethylene ammonium sulfate
- the blending amount of the surfactant is preferably 5 to 2,000 parts by mass, more preferably 10 to 1,000 parts by mass, and more preferably 15 to 500 parts by mass with respect to 100 parts by mass of the amide polyether group-containing polyorganosiloxane. Part is even more preferred.
- a polyhydric alcohol has an action as a moisturizing agent, imparts a moist feel to wipes such as tissue paper and toilet paper, and further improves the smoothness and flexibility.
- a polyhydric alcohol is a compound having two or more hydroxyl groups in the molecule, such as ethylene glycol, polyethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, glycerol, diglycerol, polyglycerol, penta. Erytriol, sorbitol, mannitol, glucose, sucrose, fructose, and formula: The gluconic acid represented by these is illustrated.
- glycerin, diglycerin, polyglycerin, and sorbitol are particularly useful.
- the blending amount of this component is preferably 50 to 20,000 parts by mass, more preferably 100 to 15,000 parts by mass with respect to 100 parts by mass of the amide polyether group-containing polyorganosiloxane. This is because if it is less than 50 parts by mass, the action as a moisturizing agent will be insufficient, while if it exceeds 20,000 parts by mass, the flexibility and smoothness may be insufficient.
- the water used in the present invention preferably does not contain a component that inhibits the storage stability of the emulsion, and examples thereof include ion-exchanged water, distilled water, well water, and tap water.
- the amount of water is not particularly limited as long as it is sufficient to maintain a stable aqueous emulsion state.
- the wiping paper treating agent composition of the present invention can be produced, for example, by diluting an amide polyether group-containing polyorganosiloxane with a solvent such as ethanol. Also, after uniformly mixing the amide polyether group-containing polyorganosiloxane and the surfactant, for example, by adding water and stirring, an oil-in-water or water-in-oil emulsion, preferably an oil-in-water emulsion, is produced. Is also possible. In producing the emulsion, for example, a propeller-type stirrer such as a 2-blade, 4-blade, or 6-blade, homogenizer, colloid mill, sonolator, line mixer, homomixer, or the like can be used as appropriate.
- a propeller-type stirrer such as a 2-blade, 4-blade, or 6-blade
- homogenizer colloid mill, sonolator, line mixer, homomixer, or the like can be used as appropriate.
- the wiping paper treatment composition of the present invention promotes the formation of aldehydes and ketones that cause unpleasant odors when stored for a long time on the acidic side at pH 5.5 or lower, whereas it has a pH of 6 to 10. Since the generation of unpleasant odor is suppressed on the slightly acidic to alkaline side, pH adjustment is important for suppressing odor. For this reason, the pH of the composition according to the present invention is preferably in the range of 6 to 10, more preferably 7 to 9.
- a fragrance, a colorant, a preservative, an antiseptic, an antifungal agent and the like can be blended in the wiping paper treating agent composition of the present invention as long as the object of the present invention is not impaired.
- the processing agent composition for wiping paper of this invention can be used conveniently for the process of the wiping paper represented by the tissue paper and the toilet paper.
- a method for treating a wiping paper with the composition according to the present invention a method of adding to a pulp in a papermaking process; a method of coating and attaching one side or both sides of a wiping paper using a gravure roll or kiss roll; The method of spraying using a spray apparatus and adhering to a wiping paper in the process or before and after that is mentioned.
- the amount of the composition according to the present invention varies depending on the purpose and use of the wipe, but is preferably an amount such that the amount of the polyorganosiloxane adhered to the wipe is in the range of 0.1 to 20.0% by mass. More preferably, the amount is in the range of 0.5 to 10.0% by mass.
- the wiping paper treating agent composition of the present invention after applying this to a wiping paper such as tissue paper or toilet paper, simply evaporating a diluent such as an organic solvent or water, the tissue paper or toilet While maintaining the water absorption of wiping paper such as paper, it has an advantage that it imparts excellent smoothness and flexibility and does not yellow the wiping paper. Therefore, the wiping paper of the present invention treated with the wiping paper treating agent composition of the present invention has excellent smoothness and flexibility in addition to excellent water absorption, and does not yellow. .
- the treatment composition for wiping paper of the present invention is in the form of an emulsion
- the dispersion phase containing the amide polyether group-containing polyorganosiloxane has a small particle size, so the stability of the emulsion is high. Excellent storage stability.
- the wipe paper was evaluated by the following test method.
- tissue paper must be purchased commercially, extracted with a mixed solvent of toluene and ethanol (the mixing ratio of toluene and ethanol is 1: 1), and the treatment agent is not attached. We used what we confirmed.
- Example 1 In a 50 ml beaker, the formula An amide polyether group-containing organopolysiloxane having a viscosity of 1,000 mPa ⁇ s and 49.5 g of ethanol were added and mixed to prepare a solution of the treating agent composition. The solution of this treating agent composition was transferred to a square bat, and five sets of 200 mm ⁇ 205 mm tissue papers were immersed in the two sheets. After soaking for 10 seconds, the tissue paper was dried using a squeezing roller and dried at room temperature. The amount of the treatment composition attached to the tissue paper thus obtained was 0.9% by mass. These smoothness, flexibility, water absorption, and yellowing were evaluated. The results are shown in Table 1.
- Example 2 10 parts of an amide polyether group-containing organopolysiloxane used in Example 1 and the formula 20 parts of an oxyethylene group-containing organopolysiloxane having a viscosity of 300 mPa ⁇ s was stirred at high speed for 5 minutes using a four-blade stirrer. To this, 10 parts of water was added and stirred at high speed for 30 minutes, and further 60 parts of water was added and stirred at high speed for 15 minutes. The pH was adjusted to 8 by adding an appropriate amount of an aqueous sodium carbonate solution to obtain a silicone emulsion composition for wiping paper treatment. The emulsion particle size was 58 nm.
- Example 3 10 parts of the amide polyether group-containing organopolysiloxane used in Example 1, 20 parts of the oxyethylene group-containing organopolysiloxane used in Example 2, and 30 parts of hexadecyltrimethylammonium chloride which is a cationic surfactant.
- a 3% aqueous solution was stirred at high speed for 5 minutes using a four-blade stirrer.
- 10 parts of water was added and stirred at high speed for 30 minutes, and further 57 parts of water was added and stirred at high speed for 15 minutes.
- the pH was adjusted to 8 by adding an appropriate amount of an aqueous sodium carbonate solution to obtain a silicone emulsion composition for wiping paper treatment.
- the emulsion particle size was 21 nm.
- a 50 ml beaker 1.7 g of this emulsion composition and 48.3 g of ethanol were placed and mixed to prepare a solution of the treatment composition.
- the tissue paper was processed in the same procedure as in Example 1.
- the amount of the treatment composition attached to the obtained tissue paper was 0.9% by mass.
- Example 4 Ten parts of the amide polyether group-containing organopolysiloxane used in Example 1 and 20 parts of the oxyethylene group-containing organopolysiloxane used in Example 2 were stirred at high speed for 5 minutes using a four-blade stirrer. To this, 10 parts of water was added and stirred at high speed for 30 minutes, and further 55 parts of water was added and stirred at high speed for 15 minutes. To this, 5 parts of polyoxyethylene (10 mol) isocetyl ether was added, and after stirring for 15 minutes at high speed, the pH was adjusted to 8 by adding an appropriate amount of an aqueous sodium carbonate solution to prepare a silicone emulsion composition for wiping paper treatment. Obtained.
- the emulsion particle size was 16 nm.
- 1.7 g of this emulsion composition and 48.3 g of ethanol were placed and mixed to prepare a solution of the treatment composition.
- the tissue paper was processed in the same procedure as in Example 1.
- the amount of the treatment composition adhered to the obtained tissue paper was 1.1% by mass.
- Example 5 The wiped paper treatment was performed in the same procedure as in Example 2 except that the addition amount of the oxyethylene group-containing organopolysiloxane used in Example 2 was changed from 20 parts to 30 parts and the addition amount of water was reduced accordingly.
- a silicone emulsion composition was obtained.
- the emulsion particle size was 79 nm.
- 1.7 g of this emulsion composition and 48.3 g of ethanol were placed and mixed to prepare a solution of the treatment composition.
- the tissue paper was processed in the same procedure as in Example 1.
- the amount of the treatment composition adhered to the obtained tissue paper was 1.3% by mass.
- Example 6 In a 50 ml beaker, 1.7 g of the wiping paper treatment silicone emulsion composition prepared in Example 2, 2 g of glycerin, and 46.3 g of ethanol were added and mixed to prepare a solution of the treating agent composition. . Next, the tissue paper was processed in the same procedure as in Example 1. The amount of the treatment composition adhered to the obtained tissue paper was 4.5% by mass. These smoothness, flexibility, water absorption, and yellowing were evaluated. The results are shown in Table 1.
- Example 7 Similar to Example 3 except that 3 parts of 30% aqueous solution of hexadecyltrimethylammonium chloride, which is the cationic surfactant used in Example 3, was changed to 6.5 parts and the amount of water added was reduced accordingly.
- a silicone emulsion composition for wiping paper treatment was obtained by the procedure. The emulsion particle size was 24 nm. In a 50 mL beaker, 1.7 g of this silicone emulsion composition for wiping paper treatment and 48.3 g of glycerin were added, and these were mixed to prepare a treating agent composition. This was uniformly applied to the squeezing roller, and then a pair of 200 mm ⁇ 205 mm tissue paper sheets were processed. The amount of the treatment composition attached to the tissue paper thus obtained was 6.5% by mass. These smoothness, flexibility, water absorption, and yellowing were evaluated. The results are shown in Table 1.
- Example 2 In a 50 ml beaker, 0.5 g of the oxyethylene group-containing organopolysiloxane used in Example 2 and 49.5 g of ethanol were added, and these were mixed to prepare a solution of the treating agent composition. Next, the tissue paper was processed in the same procedure as in Example 1. The amount of the treatment composition attached to the obtained tissue paper was 0.9% by mass. These smoothness, flexibility, water absorption, and yellowing were evaluated. The results are shown in Table 1.
- the present invention can be used as a treatment agent for wiped paper such as tissue paper and toilet paper.
- wiped paper such as tissue paper and toilet paper.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Sanitary Thin Papers (AREA)
- Detergent Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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Abstract
Description
Aは、それぞれ独立して、炭素原子数1~22のアルキル基又は水酸基であり、
R1は、炭素原子数1~22のアルキル基であり、
R2は、
R3は、-R9-O-(C2H4O)f(ClH2lO)g-R10(式中、R9は、炭素原子数1~22の二価炭化水素基であり;R10は、水素原子又は炭素原子数が1~22の一価炭化水素基であり;f及びgは共に0~50であり、但し、f及びgが同時に0になることはなく;lは3以上の整数である)で表される基であり、
R4は、
a、b及びcは、それぞれ、0~500であり;1≦d≦500であり;10≦a+b+c+d≦1000である〕で表されるアミドポリエーテル基含有ポリオルガノシロキサンを含む拭取り紙用処理剤組成物によって達成される。
(A)上記アミドポリエーテル基含有ポリオルガノシロキサン、及び、
(B)式:-R19-O-(C2H4O)j(CnH2nO)k-R20(式中、R19は、炭素原子数1~22の二価炭化水素基であり;R20は、水素原子又は炭素原子数が1~22の一価炭化水素基であり;j及びkは、共に0~50であり、但し、j及びkが同時に0になることはなく;nは3以上の整数である。)で表されるケイ素原子に結合する有機基を含有するオキシアルキレン基含有ポリオルガノシロキサン
を含む。
Aは、それぞれ独立して、炭素原子数1~22のアルキル基、好ましくは炭素原子数1~6のアルキル基、より好ましくは炭素原子数1~3のアルキル基、又は、水酸基であり、
R1は、炭素原子数1~22のアルキル基、好ましくは炭素原子数1~6のアルキル基、より好ましくは炭素原子数1~3のアルキル基であり、
R2は
R3は、-R9-O-(C2H4O)f(ClH2lO)g-R10(式中、R9は、炭素原子数1~22の二価炭化水素基であり;R10は、水素原子又は炭素原子数1~22、好ましくは炭素原子数1~6の一価炭化水素基であり;f及びgは共に0~50であり、但し、f及びgが同時に0になることはなく;lは3以上の整数であり、好ましくは3~6の整数であり、より好ましくは3、または4である)で表される基であり、
R4は、
a、b及びcは、それぞれ、0~500であり;1≦d≦500であり、;10≦a+b+c+d≦1000である。
拭取り紙処理用組成物で処理された2枚重ねのティッシュペーパー5組を折り畳み、指触にて平滑性及び柔軟性を調べた。評価基準は以下のとおりである。
◎:非常に良好であった。
○:やや良好であった。
△:やや悪かった。
×:非常に悪かった。
拭取り紙処理用組成物で処理されたティッシュペーパーの表面にシリンジで水を20μL滴下し、この水滴がティッシュペーパーに吸収されて拡散するまでの時間(秒)を測定した。3点の測定を行い、平均値より判断した。評価基準は以下のとおりである。
◎:3秒以下
○:3~10秒
△:10~60秒
×:60秒以上
拭取り紙処理用組成物で処理された2枚重ねのティッシュペーパー4組を2つ折りにし、色差計(BYK-Gardner社製 Color-guide 45゜/0゜)を用い、b*を測定することで、黄変の程度を測定した。5点の測定を行い、平均値より判断した。評価基準は以下のとおりである。
◎:b*がブランク未満
×:b*がブランク以上
アミノ基及びポリエーテル基含有オルガノポリシロキサン(粘度1,000mPa・s)とポリオキシエチレン(4.5)ラウリルエーテル酢酸をかくはん機、温度計、窒素ガス吹き込み管、Dean-Stark装置を備えた4ツ口フラスコに仕込んだ。この混合物を130℃で2時間反応させた。得られた反応混合物は下記(化12)で示されるアミドポリエーテル基含有オルガノポリシロキサン(粘度1,000mPa・s)であった。
50mlのビーカーに、式
実施例1で使用したアミドポリエーテル基含有オルガノポリシロキサン10部、及び、式
実施例1で使用したアミドポリエーテル基含有オルガノポリシロキサン10部、及び、実施例2で使用したオキシエチレン基含有オルガノポリシロキサン20部、並びに、カチオン界面活性剤であるヘキサデシルトリメチルアンモニウムクロライドの30%水溶液3部を4枚羽根の攪拌機を用いて5分間高速で攪拌した。これに水10部を添加し、30分間高速攪拌して、更に水57部を添加し、15分間高速攪拌した。これに炭酸ナトリウム水溶液を適量添加することでpHを8に調整し、拭取り紙処理用シリコーンエマルジョン組成物を得た。エマルジョン粒径は21nmであった。50mlのビーカーに、このエマルジョン組成物1.7g及びエタノール48.3gを入れ、これらを混合して処理剤組成物の溶液を調製した。次に、実施例1と同様の手順でティッシュペーパーに処理を行った。得られたティッシュペーパーに対する処理剤組成物の付着量は0.9質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
実施例1で使用したアミドポリエーテル基含有オルガノポリシロキサン10部、及び、実施例2で使用したオキシエチレン基含有オルガノポリシロキサン20部を4枚羽根の攪拌機を用いて5分間高速で攪拌した。これに水10部を添加し、30分間高速攪拌して、更に水55部を添加し、15分間高速攪拌した。これにポリオキシエチレン(10モル)イソセチルエーテルを5部添加し、15分間高速攪拌後、炭酸ナトリウム水溶液を適量添加することでpHを8に調整し、拭取り紙処理用シリコーンエマルジョン組成物を得た。エマルジョン粒径は16nmであった。50mlのビーカーに、このエマルジョン組成物1.7g及びエタノール48.3gを入れ、これらを混合して処理剤組成物の溶液を調製した。次に、実施例1と同様の手順でティッシュペーパーに処理を行った。得られたティッシュペーパーに対する処理剤組成物の付着量は1.1質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
実施例2で使用したオキシエチレン基含有オルガノポリシロキサンの添加量を20部から30部に変更し、その分水の添加量を減らした以外は、実施例2と同様の手順で拭取り紙処理用シリコーンエマルジョン組成物を得た。エマルジョン粒径は79nmであった。50mlのビーカーに、このエマルジョン組成物1.7g及びエタノール48.3gを入れ、これらを混合して処理剤組成物の溶液を調製した。次に、実施例1と同様の手順でティッシュペーパーに処理を行った。得られたティッシュペーパーに対する処理剤組成物の付着量は1.3質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
50mlのビーカーに、実施例2で調製した拭取り紙処理用シリコーンエマルジョン組成物1.7g、グリセリン2g、及び、エタノール46.3gを入れ、これらを混合して処理剤組成物の溶液を調製した。次に、実施例1と同様の手順でティッシュペーパーに処理を行った。得られたティッシュペーパーに対する処理剤組成物の付着量は4.5質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
実施例3で使用したカチオン界面活性剤であるヘキサデシルトリメチルアンモニウムクロライドの30%水溶液3部を6.5部に変更し、その分水の添加量を減らした以外は、実施例3と同様の手順で拭取り紙処理用シリコーンエマルジョン組成物を得た。エマルジョン粒径は24nmであった。50mLのビーカーに、この拭取り紙処理用シリコーンエマルジョン組成物1.7g、及び、グリセリン48.3gを入れ、これらを混合して処理剤組成物を調製した。これを絞りローラに均一に塗布した後、2枚重ねの200mm×205mmのティッシュペーパー1組を処理した。このようにして得られたティッシュペーパーに対する処理剤組成物の付着量は6.5質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
実施例1~7で用いた処理剤の塗布されていない市販のティッシュペーパーの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
50mlのビーカーに、実施例2で使用したオキシエチレン基含有オルガノポリシロキサン0.5g、及び、エタノール49.5gを入れ、これらを混合して処理剤組成物の溶液を調製した。次に、実施例1と同様の手順でティッシュペーパーに処理を行った。得られたティッシュペーパーに対する処理剤組成物の付着量は0.9質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
50mlのビーカーに、式
比較例3で使用したアミノ基含有ポリジオルガノシロキサン10部、及び、実施例2で使用したオキシエチレン基含有オルガノポリシロキサン20部を4枚羽根の攪拌機を用いて5分間高速で攪拌した。これに水10部を添加し、30分間高速攪拌して、更に水60部を添加し、15分間高速攪拌した。これに炭酸ナトリウム水溶液を適量添加することでpHを8に調整し、拭取り紙処理用シリコーンエマルジョン組成物を得た。エマルジョン粒径は95nmであった。50mlのビーカーに、このエマルジョン組成物1.7g及びエタノール48.3gを入れ、これらを混合して処理剤組成物の溶液を調製した。次に、実施例1と同様の手順でティッシュペーパーに処理を行った。得られたティッシュペーパーに対する処理剤組成物の付着量は0.9質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
50mlのビーカーに、比較例4で調製した拭取り紙処理用シリコーンエマルジョン組成物1.7g、グリセリン2g、及び、エタノール46.3gを入れ、これらを混合して処理剤組成物の溶液を調製した。次に、実施例1と同様の手順でティッシュペーパーに処理を行った。得られたティッシュペーパーに対する処理剤組成物の付着量は4.5質量%であった。これらの平滑性、柔軟性、吸水性、及び、黄変を評価した。結果を表1に示す。
Claims (10)
- 下記一般式:
Aは、それぞれ独立して、炭素原子数1~22のアルキル基又は水酸基であり、
R1は、炭素原子数1~22のアルキル基であり、
R2は、
R3は、-R9-O-(C2H4O)f(ClH2lO)g-R10(式中、R9は、炭素原子数1~22の二価炭化水素基であり;R10は、水素原子又は炭素原子数が1~22の一価炭化水素基であり;f及びgは共に0~50であり、但し、f及びgが同時に0になることはなく;lは3以上の整数である)で表される基であり、
R4は、
a、b及びcは、それぞれ、0~500であり;1≦d≦500であり;10≦a+b+c+d≦1000である〕で表されるアミドポリエーテル基含有ポリオルガノシロキサンを含む拭取り紙用処理剤組成物。 - (A)請求項1に記載のアミドポリエーテル基含有ポリオルガノシロキサン、及び、
(B)式:
-R19-O-(C2H4O)j(CnH2nO)k-R20(式中、R19は、炭素原子数1~22の二価炭化水素基であり;R20は、水素原子又は炭素原子数が1~22の一価炭化水素基であり;j及びkは、共に0~50であり、但し、j及びkが同時に0になることはなく;nは3以上の整数である)で表されるケイ素原子に結合する有機基を含有するオキシアルキレン基含有ポリオルガノシロキサン
を含む拭取り紙用処理剤組成物。 - さらに(C)界面活性剤を含む、請求項1又は2記載の拭取り紙用処理剤組成物。
- 前記(A)成分及び前記(B)成分を、前記(A)成分100質量部に対して前記(B)成分5~2,000質量部の割合で含む、請求項2又は3記載の拭取り紙用処理剤組成物。
- (D)多価アルコールを更に含む、請求項2乃至4のいずれかに記載の拭取り紙用処理剤組成物。
- 前記(D)成分を、前記(A)成分100質量部に対して前記(D)成分50~20,000質量部の割合で含む、請求項5記載の拭取り紙用処理剤組成物。
- 前記(D)成分が、グリセリン、ジグリセリン、ポリグリセリン、及び、ソルビトールからなる群から選択される少なくとも1種である請求項5又は6記載の拭取り紙用処理剤組成物。
- (E)水を更に含む、請求項1乃至7のいずれかに記載の拭取り紙用処理剤組成物。
- エマルジョンの形態である、請求項1乃至8のいずれかに記載の拭取り紙用処理剤組成物。
- 請求項1乃至9のいずれかに記載の拭取り紙用処理剤組成物で処理したことを特徴とする拭取り紙。
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BR112012008838A BR112012008838A2 (pt) | 2009-10-16 | 2010-10-14 | composição de tratamento para papel de limpeza |
US13/501,868 US8802239B2 (en) | 2009-10-16 | 2010-10-14 | Treatment composition for wipe paper |
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JPH07145596A (ja) | 1993-11-18 | 1995-06-06 | Toray Dow Corning Silicone Co Ltd | 拭き取り紙用処理剤組成物 |
JPH1143898A (ja) * | 1997-07-25 | 1999-02-16 | Toray Dow Corning Silicone Co Ltd | 拭取り紙用処理剤組成物 |
JP2006169690A (ja) | 2004-12-17 | 2006-06-29 | Crecia Corp | 衛生用紙製品 |
JP2009239113A (ja) | 2008-03-27 | 2009-10-15 | Shinko Electric Ind Co Ltd | 光半導体素子用パッケージ |
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CA2235358A1 (en) * | 1997-04-21 | 1998-10-21 | Masahiro Takahashi | Surface modifier composition |
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-
2009
- 2009-10-16 JP JP2009239113A patent/JP5702926B2/ja active Active
-
2010
- 2010-10-14 US US13/501,868 patent/US8802239B2/en not_active Expired - Fee Related
- 2010-10-14 CN CN201080046010.9A patent/CN102575431B/zh not_active Expired - Fee Related
- 2010-10-14 EP EP10823436.0A patent/EP2489783A4/en not_active Withdrawn
- 2010-10-14 WO PCT/JP2010/068045 patent/WO2011046168A1/ja active Application Filing
- 2010-10-14 CA CA 2774666 patent/CA2774666A1/en not_active Abandoned
- 2010-10-14 AU AU2010307669A patent/AU2010307669A1/en not_active Abandoned
- 2010-10-14 KR KR20127010097A patent/KR20130029039A/ko not_active Application Discontinuation
- 2010-10-14 MX MX2012003809A patent/MX2012003809A/es not_active Application Discontinuation
- 2010-10-14 BR BR112012008838A patent/BR112012008838A2/pt not_active IP Right Cessation
- 2010-10-15 AR ARP100103782 patent/AR078657A1/es not_active Application Discontinuation
-
2012
- 2012-04-12 CL CL2012000926A patent/CL2012000926A1/es unknown
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JPH02224626A (ja) | 1988-06-14 | 1990-09-06 | Procter & Gamble Co:The | ソフトティッシュペーパー |
JPH03900A (ja) | 1989-01-19 | 1991-01-07 | Procter & Gamble Co:The | ポリシロキサンで処理されたソフトティッシュペーパーの製造方法 |
JPH06311943A (ja) | 1993-04-28 | 1994-11-08 | Toray Dow Corning Silicone Co Ltd | 拭き取り紙処理用シリコーンエマルジョン組成物 |
JPH07145596A (ja) | 1993-11-18 | 1995-06-06 | Toray Dow Corning Silicone Co Ltd | 拭き取り紙用処理剤組成物 |
JPH1143898A (ja) * | 1997-07-25 | 1999-02-16 | Toray Dow Corning Silicone Co Ltd | 拭取り紙用処理剤組成物 |
JP2006169690A (ja) | 2004-12-17 | 2006-06-29 | Crecia Corp | 衛生用紙製品 |
JP2009239113A (ja) | 2008-03-27 | 2009-10-15 | Shinko Electric Ind Co Ltd | 光半導体素子用パッケージ |
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See also references of EP2489783A4 * |
Also Published As
Publication number | Publication date |
---|---|
CN102575431B (zh) | 2015-02-11 |
MX2012003809A (es) | 2012-08-15 |
CL2012000926A1 (es) | 2012-11-16 |
US8802239B2 (en) | 2014-08-12 |
JP2011084845A (ja) | 2011-04-28 |
CA2774666A1 (en) | 2011-04-21 |
CN102575431A (zh) | 2012-07-11 |
US20120251833A1 (en) | 2012-10-04 |
AU2010307669A1 (en) | 2012-04-19 |
EP2489783A1 (en) | 2012-08-22 |
AR078657A1 (es) | 2011-11-23 |
KR20130029039A (ko) | 2013-03-21 |
JP5702926B2 (ja) | 2015-04-15 |
EP2489783A4 (en) | 2015-07-08 |
BR112012008838A2 (pt) | 2019-09-24 |
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