US20020069989A1 - Bonding of paper using latex-dispersions of copolymers made of hydrophobic monomers/polymers of styrene/maleic anhydride type of low molecular mass - Google Patents
Bonding of paper using latex-dispersions of copolymers made of hydrophobic monomers/polymers of styrene/maleic anhydride type of low molecular mass Download PDFInfo
- Publication number
- US20020069989A1 US20020069989A1 US08/867,418 US86741897A US2002069989A1 US 20020069989 A1 US20020069989 A1 US 20020069989A1 US 86741897 A US86741897 A US 86741897A US 2002069989 A1 US2002069989 A1 US 2002069989A1
- Authority
- US
- United States
- Prior art keywords
- latex
- dispersions
- paper
- styrene
- meth
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- 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
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/003—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- 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
- D21H21/16—Sizing or water-repelling agents
-
- 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
- D21H11/00—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only
- D21H11/14—Secondary fibres
-
- 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
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/35—Polyalkenes, e.g. polystyrene
-
- 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
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/37—Polymers of unsaturated acids or derivatives thereof, e.g. polyacrylates
Definitions
- the present invention relates to the surface treatment of printing and writing papers or wrapping papers.
- the invention is thus the application of latex-dispersions, such as those resulting from the polymerization of a mixture of hydrophobic monomers composed of styrene and of (meth)acrylic esters in emulsion in an aqueous solution of a water-soluble or water-dispersible amphiphilic copolymer consisting of a combination of hydrophobic monomers and hydrophilic monomers bearing carboxylic acid functions, in the presence of a radical initiator, in which the said amphiphilic copolymer has a molecular mass of between 500 and 5,000, to the bonding of printing and writing papers and wrapping papers, and more particularly to such papers obtained from recycled pulps.
- latex-dispersions such as those resulting from the polymerization of a mixture of hydrophobic monomers composed of styrene and of (meth)acrylic esters in emulsion in an aqueous solution of a water-soluble or water-dispersible amphiphilic copolymer consisting of a combination
- the copolymer with a molecular mass of between 500 and 5,000 is preferably a copolymer of one or more hydrophobic monomers taken from the group consisting of styrene or derivatives thereof, isobutylene or derivatives thereof and (meth)acrylic esters and of one or more hydrophilic monomers taken from the group consisting of (meth)acrylic acid and maleic anhydride, it being possible for the latter to be partially modified with an alcohol or an amine while at the same time remaining water-soluble or water-dispersible in aqueous medium, in particular a copolymer of styrene and of maleic anhydride in which the anhydride part may or may not be modified with an alcohol or an amine and in which the acid number is between 150 and 500.
- the polymerized hydrophobic monomers in emulsion in the aqueous solution of the amphiphilic copolymer are monomers of the group consisting of styrene and derivatives thereof, (meth)acrylic esters, including fluoro(meth)acrylic esters resulting from the esterification of (meth)acrylic acid with a perfluoro alcohol, or a mixture of these monomers.
- latex-dispersions according to the invention may also be appreciated in the treatment of packaging cartons made from recycled pulps, for which a certain level of water-resistance is sought.
- 1,269 g of an oligomer with a molecular mass equal to 1,900, consisting of 74.3% by mass of styrene and 25.7% by mass of maleic anhydride, 6,825 g of demineralized water and 500 g of 28% aqueous ammonia are introduced in order into a 20 liter three-necked glass reactor fitted with a mechanical stirrer.
- the reaction mixture is heated to 60° C. and kept stirring until the oligomer has dissolved.
- the solution is brought to 85° C.
- This example shows the advantage of the bonding agents according to the invention for the surface treatment of printing and writing papers as regards their water-resistance.
- the quality of the final bonding is evaluated by the COBB test which is well known to those skilled in the art, and is carried out according to NF standard EN 20535-ISO 535.
- the COBB test is performed here with a contact time of 60 seconds.
- the treatment is carried out using a laboratory size press on two types of paper, one of them having a weight per unit area of 70 g/m 2 , without internal bonding, and the other of 90 g/m 2 , which may or may not have undergone internal bonding with alkylketene dimer (Aquapel® 315 from Hercules, referred to herein below as AKD).
- the two papers are manufactured from a fresh chemical pulp.
- composition being made up to 100% by adding the required remainder of deionized water for this purpose.
- the latex-dispersion according to the invention is that which has been described in Example 1.
- the comparative product according to the prior art is the dispersion of Example 7 of U.S. Pat. No. DE 2,548,393.
- the paper is manufactured with no internal bonding agent, either from a de-inked mechanical pulp or with a recycled pulp.
- the treatment was carried out on a pilot paper machine with three rates of introduction equivalent to a deposition of surface bonding agents—those of the above example—of 9, 12 and 15 kg/tonne of paper for the first support and of 3, 6 and 12 kg/t. for the second.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Polymerisation Methods In General (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Such latex-dispersions used in paper bonding formulations make it possible to obtain acceptable COBB values, even with printing and writing papers or wrapping papers obtained from recycled or de-inked mechanical pulps.
Description
- The present invention relates to the surface treatment of printing and writing papers or wrapping papers.
- It is known to use, for surface bonding of paper, printing agents consisting of latex dispersions made by polymerization or copolymerization of hydrophobic monomers in an aqueous solution of water-soluble or water-dispersible anionic polymers, in particular styrene/maleic anhydride copolymers, as taught by German patent DE 25 48393. These products were satisfactory, at least when the papers were made from fresh pulps. With mechanical pulps or pulps which are 100% recycled or simply partially recycled, it becomes very difficult, or even impossible, to obtain papers with satisfactory wet strength. This phenomenon, which can already be seen for “printing and writing” papers, becomes a major problem for wrapping papers.
- It has just been found that bonding compositions based on latexes which are based on low-molecular-weight styrene/maleic anhydride copolymers provide an unexpected solution to the problem.
- The invention is thus the application of latex-dispersions, such as those resulting from the polymerization of a mixture of hydrophobic monomers composed of styrene and of (meth)acrylic esters in emulsion in an aqueous solution of a water-soluble or water-dispersible amphiphilic copolymer consisting of a combination of hydrophobic monomers and hydrophilic monomers bearing carboxylic acid functions, in the presence of a radical initiator, in which the said amphiphilic copolymer has a molecular mass of between 500 and 5,000, to the bonding of printing and writing papers and wrapping papers, and more particularly to such papers obtained from recycled pulps. In the latex-dispersion, the copolymer with a molecular mass of between 500 and 5,000 is preferably a copolymer of one or more hydrophobic monomers taken from the group consisting of styrene or derivatives thereof, isobutylene or derivatives thereof and (meth)acrylic esters and of one or more hydrophilic monomers taken from the group consisting of (meth)acrylic acid and maleic anhydride, it being possible for the latter to be partially modified with an alcohol or an amine while at the same time remaining water-soluble or water-dispersible in aqueous medium, in particular a copolymer of styrene and of maleic anhydride in which the anhydride part may or may not be modified with an alcohol or an amine and in which the acid number is between 150 and 500. The polymerized hydrophobic monomers in emulsion in the aqueous solution of the amphiphilic copolymer are monomers of the group consisting of styrene and derivatives thereof, (meth)acrylic esters, including fluoro(meth)acrylic esters resulting from the esterification of (meth)acrylic acid with a perfluoro alcohol, or a mixture of these monomers.
- The use of the latex-dispersions according to the invention may also be appreciated in the treatment of packaging cartons made from recycled pulps, for which a certain level of water-resistance is sought.
- Preparation of a Latex According to the Invention.
- 1,269 g of an oligomer with a molecular mass equal to 1,900, consisting of 74.3% by mass of styrene and 25.7% by mass of maleic anhydride, 6,825 g of demineralized water and 500 g of 28% aqueous ammonia are introduced in order into a 20 liter three-necked glass reactor fitted with a mechanical stirrer. The reaction mixture is heated to 60° C. and kept stirring until the oligomer has dissolved. The solution is brought to 85° C. and a mixture of 1,374 g of styrene and 1,587 g of butyl acrylate is then added under nitrogen with stirring, along with a solution of 52.9 g of (NH4)2S2O8 in 1,057 g of water, this being carried out continuously for two hours using pumps for metering out the oligomer solution prepared above, at 85° C. The reaction medium is maintained at 85° C. for a further 2 hours and is then cooled with gentle stirring.
- A latex whose characteristics are as below is obtained:
- Solids=23.5%
- Brookfield viscosity at 23° C.=20 mpa.s
- pH=8.85
- Average particle diameter=55 nm
- This example shows the advantage of the bonding agents according to the invention for the surface treatment of printing and writing papers as regards their water-resistance.
- The quality of the final bonding is evaluated by the COBB test which is well known to those skilled in the art, and is carried out according to NF standard EN 20535-ISO 535. The COBB test is performed here with a contact time of 60 seconds.
- The treatment is carried out using a laboratory size press on two types of paper, one of them having a weight per unit area of 70 g/m2, without internal bonding, and the other of 90 g/m2, which may or may not have undergone internal bonding with alkylketene dimer (Aquapel® 315 from Hercules, referred to herein below as AKD). The two papers are manufactured from a fresh chemical pulp.
- The test reports the results of the bonding obtained with aqueous compositions containing:
- 5% by weight of AMYLIS® 100 P (Roquette) anionic starch,
- 2.5%, 5% or 10%, by weight of active material, of latex-dispersion,
- the composition being made up to 100% by adding the required remainder of deionized water for this purpose.
- The latex-dispersion according to the invention is that which has been described in Example 1. The comparative product according to the prior art is the dispersion of Example 7 of U.S. Pat. No. DE 2,548,393.
- The following were obtained on a paper which was not internally bonded:
COBB 60 COBB 60 COBB 60 Product at 2.5% at 5% at 10% According to the >100 90 35 invention According to the >100 >100 55 prior art - The following were obtained on a paper which was internally bonded with AKD
COBB 60 COBB 60 COBB 60 Product at 2.5% at 5% at 10% According to the 36 35 28 invention According to the 49 40 33 prior art - It is estimated that an acceptable printing and writing paper should have a COBB 60 of less than 30-40. On this basis, it is easy to see the undeniable advantage of the latex-dispersions of the invention over those of the prior art.
- In this example, the paper is manufactured with no internal bonding agent, either from a de-inked mechanical pulp or with a recycled pulp. The treatment was carried out on a pilot paper machine with three rates of introduction equivalent to a deposition of surface bonding agents—those of the above example—of 9, 12 and 15 kg/tonne of paper for the first support and of 3, 6 and 12 kg/t. for the second.
- The following were obtained on a de-inked mechanical pulp
COBB 60 COBB 60 COBB 60 Product at 9 kg/t. at 12 kg/t. at 15 kg/t. According to 81 46 28 the invention According to 123 98 78 the prior art - The following were obtained on a 100% recycled pulp
COBB 60 COBB 60 COBB 60 Product at 3 kg/t. at 6 kg/t. at 12 kg/t. According to 140 120 25 the invention According to 145 120 100 the prior art - These results show that the bonding agent of the invention gives a sufficient bonding for deposition rates of 12 to 15 kg/t. whereas the comparative product does not make it possible to approach a satisfactory level of bonding at this rate of use.
Claims (7)
1. Application of latex-dispersions, such as those resulting from the polymerization of a mixture of hydrophobic monomers composed of styrene and of (meth)acrylic esters in emulsion in an aqueous solution of a water-soluble or water-dispersible amphiphilic copolymer consisting of a combination of hydrophobic monomers and hydrophilic monomers bearing carboxylic acid functions, in the presence of a radical initiator, in which the said amphiphilic copolymer has a molecular mass of between 500 and 5,000, to the bonding of papers.
2. Application of latex-dispersions according to claim 1 , characterized in that, in the latex-dispersions, the copolymer with a molecular mass of between 500 and 5,000 is a copolymer of one or more hydrophobic monomers taken from the group consisting of styrene or derivatives thereof, isobutylene or derivatives thereof and (meth)acrylic esters and of one or more hydrophilic monomers taken from the group consisting of (meth)acrylic acid and maleic anhydride, it being possible for the latter to be partially modified with an alcohol or an amine while at the same time remaining water-soluble or water-dispersible in aqueous medium.
3. Application of latex-dispersions according to claim 1 , characterized in that, in the latex-dispersions, the copolymer with a molecular mass of between 500 and 5,000 is a copolymer of styrene and of maleic anhydride in which the anhydride part may or may not be modified with an alcohol or an amine and in which the acid number is between 150 and 500.
4. Application of latex-dispersions according to claim 1 , characterized in that, in the latex-dispersions, the hydrophobic monomers are taken from the group consisting of styrene and derivatives thereof, (meth)acrylic esters, including fluoro(meth)acrylic esters resulting from the esterification of (meth)acrylic acid with a perfluoro alcohol, or a mixture of these monomers.
5. Application according to any one of claims 1 to 4 , in which the paper is a printing and writing paper.
6. Application according to any one of claims 1 to 4 , in which the paper is a wrapping paper.
7. Application according to any one of claims 1 to 4 , in which the paper is a wrapping paper made from a de-inked mechanical pulp or from a recycled pulp.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9606737A FR2749328B1 (en) | 1996-05-31 | 1996-05-31 | ADHESIVE PAPER USING LATEX DISPERSIONS OF HYDROPHOBIC MONOMERIC COPOLYMERS / LOW MOLECULAR MASS STYRENE-MALE ANHYDRIDE POLYMERS |
FR96-06737 | 1996-05-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
US20020069989A1 true US20020069989A1 (en) | 2002-06-13 |
Family
ID=9492606
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US08/867,418 Abandoned US20020069989A1 (en) | 1996-05-31 | 1997-06-02 | Bonding of paper using latex-dispersions of copolymers made of hydrophobic monomers/polymers of styrene/maleic anhydride type of low molecular mass |
Country Status (11)
Country | Link |
---|---|
US (1) | US20020069989A1 (en) |
EP (1) | EP0810323B1 (en) |
JP (1) | JP3484044B2 (en) |
KR (1) | KR100235071B1 (en) |
AR (1) | AR007347A1 (en) |
AT (1) | ATE253141T1 (en) |
BR (1) | BR9703416A (en) |
CA (1) | CA2208042C (en) |
DE (1) | DE69725779T2 (en) |
FR (1) | FR2749328B1 (en) |
NO (1) | NO321703B1 (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040065425A1 (en) * | 2002-10-07 | 2004-04-08 | Kemira Chemicals, Inc. | Latex paper sizing composition |
WO2005061796A2 (en) * | 2003-12-23 | 2005-07-07 | Ciba Specialty Chemicals Holding Inc. | Chemical improvement in paper making |
US20090255641A1 (en) * | 2005-12-01 | 2009-10-15 | Helsinki University Of Technology | Method of Modifying the Printing Surface of Paper or Board |
US20100249281A1 (en) * | 2007-07-02 | 2010-09-30 | Manuel Hidalgo | Use of grafted sma copolymers in liquid compositions |
US20100273965A1 (en) * | 2007-12-24 | 2010-10-28 | Arkema France | Polymeric additives obtained by salification of copolymers |
US20120050392A1 (en) * | 2009-05-11 | 2012-03-01 | Sami Puttonen | Use of composition for improving inkjet printing properties and an inkjet recording sheet |
US8242207B2 (en) | 2007-02-07 | 2012-08-14 | Arkema France | Styrene/anhydride polymeric material and graft having enhanced properties |
AU2008272104B2 (en) * | 2007-07-03 | 2013-05-30 | Unicharm Corporation | Individual package of absorbent article, wrapping sheet, and method of manufacturing wrapping sheet |
WO2013154414A1 (en) | 2012-04-13 | 2013-10-17 | Sigma Alimentos, S. A. De C. V. | Hydrophobic paper or cardboard with self-assembled nanoparticles and method for the production thereof |
WO2016144799A1 (en) * | 2015-03-06 | 2016-09-15 | Basf Se | Barrier compositions |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2795076B1 (en) | 1999-06-21 | 2001-08-10 | Atofina | HYDROPHOBIC CATIONIC DISPERSIONS STABILIZED BY MALEIMIDE COPOLYMERS OF LOW MOLECULAR MASS FOR PAPER SIZING |
KR102416255B1 (en) * | 2022-04-28 | 2022-07-05 | 주식회사 영인테크놀로지 | Method for manufacturing pulp molded products with high cohesive strength and pulp molded products manufactured thereby |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3939034A1 (en) * | 1989-11-25 | 1991-05-29 | Henkel Kgaa | PRODUCTION OF STABLE POLYMER DISPERSIONS BY MEANS OF AMPHOTER POLYMERS AS STABILIZERS |
US5002982A (en) * | 1990-02-26 | 1991-03-26 | Gencorp Inc. | Paper felts or mats |
BR9104402A (en) * | 1991-10-10 | 1993-04-20 | Glasurit Do Brasil Limitada | WATER DILUTABLE EMULSION POLYMER, PROCESS FOR THE PREPARATION OF A WATER DILUTABLE EMULSION POLYMER, WATER COATING COMPOSITION AND POLYMER USE |
MX9306802A (en) * | 1992-11-04 | 1994-05-31 | Henkel Corp | LATEX FOR HEAT RESISTANT INKS. |
JP2670953B2 (en) * | 1992-12-07 | 1997-10-29 | 昭和高分子株式会社 | Method for producing emulsion having super water resistance |
GB9408725D0 (en) * | 1994-05-03 | 1994-06-22 | Zeneca Resins Bv | Production of aqueous polymer compositions |
-
1996
- 1996-05-31 FR FR9606737A patent/FR2749328B1/en not_active Expired - Fee Related
-
1997
- 1997-05-21 DE DE69725779T patent/DE69725779T2/en not_active Expired - Lifetime
- 1997-05-21 AT AT97401113T patent/ATE253141T1/en not_active IP Right Cessation
- 1997-05-21 EP EP97401113A patent/EP0810323B1/en not_active Expired - Lifetime
- 1997-05-28 JP JP15458397A patent/JP3484044B2/en not_active Expired - Fee Related
- 1997-05-30 CA CA002208042A patent/CA2208042C/en not_active Expired - Fee Related
- 1997-05-30 KR KR1019970022061A patent/KR100235071B1/en not_active IP Right Cessation
- 1997-05-30 AR ARP970102333A patent/AR007347A1/en not_active Application Discontinuation
- 1997-05-30 NO NO19972474A patent/NO321703B1/en not_active IP Right Cessation
- 1997-06-02 US US08/867,418 patent/US20020069989A1/en not_active Abandoned
- 1997-06-02 BR BR9703416A patent/BR9703416A/en not_active IP Right Cessation
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040065425A1 (en) * | 2002-10-07 | 2004-04-08 | Kemira Chemicals, Inc. | Latex paper sizing composition |
WO2004033791A1 (en) * | 2002-10-07 | 2004-04-22 | Kemira Chemicals, Inc. | Latex paper sizing composition |
US20060076117A1 (en) * | 2002-10-07 | 2006-04-13 | Boardman Delos E | Latex paper sizing composition |
WO2005061796A2 (en) * | 2003-12-23 | 2005-07-07 | Ciba Specialty Chemicals Holding Inc. | Chemical improvement in paper making |
WO2005061796A3 (en) * | 2003-12-23 | 2005-09-09 | Ciba Sc Holding Ag | Chemical improvement in paper making |
US20070107865A1 (en) * | 2003-12-23 | 2007-05-17 | Anna-Liisa Tammi | Chemical improvement in paper making |
US20090255641A1 (en) * | 2005-12-01 | 2009-10-15 | Helsinki University Of Technology | Method of Modifying the Printing Surface of Paper or Board |
US8613830B2 (en) * | 2005-12-01 | 2013-12-24 | Helsinki University Of Technology | Method of modifying the printing surface of paper or board |
US8609765B2 (en) | 2007-02-07 | 2013-12-17 | Arkema France | Styrene/anhydride polymeric material and graft having enhanced properties |
US8242207B2 (en) | 2007-02-07 | 2012-08-14 | Arkema France | Styrene/anhydride polymeric material and graft having enhanced properties |
US8133944B2 (en) | 2007-07-02 | 2012-03-13 | Arkema France | Use of grafted SMA copolymers in liquid compositions |
US20100249281A1 (en) * | 2007-07-02 | 2010-09-30 | Manuel Hidalgo | Use of grafted sma copolymers in liquid compositions |
AU2008272104B2 (en) * | 2007-07-03 | 2013-05-30 | Unicharm Corporation | Individual package of absorbent article, wrapping sheet, and method of manufacturing wrapping sheet |
AU2008272104B9 (en) * | 2007-07-03 | 2013-06-20 | Unicharm Corporation | Individual package of absorbent article, wrapping sheet, and method of manufacturing wrapping sheet |
US8492495B2 (en) | 2007-12-24 | 2013-07-23 | Arkema France | Polymeric additives obtained by salification of copolymers |
US20100273965A1 (en) * | 2007-12-24 | 2010-10-28 | Arkema France | Polymeric additives obtained by salification of copolymers |
US20120050392A1 (en) * | 2009-05-11 | 2012-03-01 | Sami Puttonen | Use of composition for improving inkjet printing properties and an inkjet recording sheet |
WO2013154414A1 (en) | 2012-04-13 | 2013-10-17 | Sigma Alimentos, S. A. De C. V. | Hydrophobic paper or cardboard with self-assembled nanoparticles and method for the production thereof |
US9783930B2 (en) * | 2012-04-13 | 2017-10-10 | Sigmaq Alimentos, S.A. De C.V. | Hydrophobic paper or cardboard with self-assembled nanoparticles and method for the production thereof |
WO2016144799A1 (en) * | 2015-03-06 | 2016-09-15 | Basf Se | Barrier compositions |
CN107567485A (en) * | 2015-03-06 | 2018-01-09 | 巴斯夫欧洲公司 | Barrier compositions |
US10422081B2 (en) | 2015-03-06 | 2019-09-24 | Basf Se | Barrier compositions |
Also Published As
Publication number | Publication date |
---|---|
FR2749328B1 (en) | 1998-07-17 |
KR970075103A (en) | 1997-12-10 |
AR007347A1 (en) | 1999-10-27 |
NO972474D0 (en) | 1997-05-30 |
ATE253141T1 (en) | 2003-11-15 |
DE69725779T2 (en) | 2004-08-05 |
JPH1053995A (en) | 1998-02-24 |
BR9703416A (en) | 1998-09-15 |
CA2208042A1 (en) | 1997-11-30 |
EP0810323A2 (en) | 1997-12-03 |
EP0810323A3 (en) | 1997-12-10 |
KR100235071B1 (en) | 1999-12-15 |
EP0810323B1 (en) | 2003-10-29 |
CA2208042C (en) | 2001-07-10 |
NO972474L (en) | 1997-12-01 |
NO321703B1 (en) | 2006-06-26 |
JP3484044B2 (en) | 2004-01-06 |
FR2749328A1 (en) | 1997-12-05 |
DE69725779D1 (en) | 2003-12-04 |
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