WO2007133729A2 - Use of polyvinylamine to improved oil and water sizing in cellulosic products - Google Patents
Use of polyvinylamine to improved oil and water sizing in cellulosic products Download PDFInfo
- Publication number
- WO2007133729A2 WO2007133729A2 PCT/US2007/011518 US2007011518W WO2007133729A2 WO 2007133729 A2 WO2007133729 A2 WO 2007133729A2 US 2007011518 W US2007011518 W US 2007011518W WO 2007133729 A2 WO2007133729 A2 WO 2007133729A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- water
- oil
- furnish
- sizing agent
- paper
- Prior art date
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
- 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
- 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
-
- 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
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/17—Ketenes, e.g. ketene dimers
-
- 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
- D21H17/41—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups
- D21H17/44—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups cationic
- D21H17/45—Nitrogen-containing groups
-
- 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
- D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/54—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen
- D21H17/56—Polyamines; Polyimines; Polyester-imides
-
- 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
- D21H23/00—Processes or apparatus for adding material to the pulp or to the paper
- D21H23/02—Processes or apparatus for adding material to the pulp or to the paper characterised by the manner in which substances are added
- D21H23/04—Addition to the pulp; After-treatment of added substances in the pulp
Definitions
- This invention relates to an improvement in both oil/grease and water sizing of cellulosic materials, especially paper products, through the use of a polyvinylamine in combination with both oil and water sizing agents.
- Sizing agents are used in papermaking processes to repel water or grease; i.e., oils, from adhering or penetrating into the paper, thus weakening and/ or staining the paper.
- Sizing agents can be classified into reactive agents or non-reactive agents. They can also be classified into internal sizing agents or as surface sizing agents. Reactive sizing agents bond with the paper fibers and are usually used for internal sizing.
- Sizing agents can be added to the paper furnish before the furnish enters the wet end of the papermaking machine. Alternatively, same sizing agents can be sprayed or nipped onto the newly formed paper as the paper passes through. If the sizing agent is added to the pulp slurry (i.e., the furnish) it must adhere to the pulp or it will not be retained in the paper. This can be achieved by using an agent that is oppositely charged from the pulp. Sizing agents in paper prevent excess penetration of water or grease into the paper. They are used where water or grease resistance is needed in the paper end use. There are no sizing agents that have adequate resistance properties of both. The most efficient oil-sizing agents for cellulosics, such as paper, contain long, linear fluorocarbons chains. Fluorocarbons in general have low surface energies and are not wetted easily by oil-based materials. Conversely, agents that contain non-fluorinated hydrocarbon chains are good water sizing agents.
- hydrocarbon-based size products such as alkyl ketene dimer (AKD)
- ALD alkyl ketene dimer
- the invention is a papermaking or board making process in which a furnish contains both an oil sizing agent and a water sizing agent.
- the improvement being that the furnish also contains a polyvinylamine.
- Another aspect of the invention is the order of addition of the agents to the furnish.
- a water sizing agent is added to a paper furnish.
- the polyvinylamine is then added to the paper furnish either before or after the water sizing agent is added, followed by adding the oil sizing agent.
- the invention provides a paper furnish which contains at least one polyvinylamine, a water sizing agent and an oil sizing agent.
- Adding a water-soluble cationic polyvinylamine when both an oil size and a water size are used in the papermaking process is an important aspect of the invention.
- the furnish i.e., pulp
- a paper machine consisting of a head box, a sheet forming section and a drying section, all in sequence.
- Polyvinylamines useful in this invention include but are not limited to ones produced through free radical solution polymerization of n-vinylformamide. The resulting nonionic polyvinylformamide can then be base-hydrolyzed, creating a primary amine cationic functionality on the polymer and sodium formate as a byproduct.
- Products effective for the purpose include, but are not limited to, vinylamine polymers that have been reacted to a hydrolysis level of 35-100% velocity 50-100% with molecular weight ranging from 300,000-400,000 via size exclusion chromotography (SEC) Copolymers of polyvinylamine can be used.
- Comonomers include vinyl acetate or vinyl propionate monomers.
- the polyvinylamine polymers can be incorporated into the aqueous suspension of fibers used to form the web, i.e., the furnish.
- furnish is meant the mixture of various materials that are blended in the stock suspension from which paper or board is made; the chief constituents are fibrous material (pulp), sizing or strength materials, or other additives such as fillers and dyes.
- pulp is meant fibrous materials prepared from wood, cotton, grasses, etc, by chemical or mechanical processes for use in making paper, board, or cellulose products.
- wire is meant a woven material made of plastic or metal for use in forming the web of paper or board from the dilute pulp slurry.
- headbox is meant a flow control chamber that receives the dilute paper stock or furnish from the stock preparation system and acts to spread the flow uniformly across the full width of the forming wire.
- sheet forming is meant the process by which the dilute fiber furnish is formed into a wet web through vacuum and gravity drainage effects.
- drying section is meant the part of the papermaking process that involves the removal of excess water from the wet web of paper or board through direct contact with heated-drying cylinders.
- web is meant the sheet of paper or board coming from a paper machine in its full width.
- Suitable water sizing agents include alkyl ketene dimers (AKD) or alkenyl ketene dimer (AKD) 1 alkenyl succinic anhydride (ASA), rosin-based sizes such as rosin soap, dispersed rosin, and the like.
- Suitable oil sizing agents include fluorocarbon-containing polymers such as those which have fluorinated alkyl groups.
- the oil size and water size can be added to the furnish in amounts of 0.005% to 1.0% (weight percent) active treatment solids based upon total furnish solids, and the polyvinylamine can be present in an amount of between 0.001% and 1% active treatment solids based on upon total furnish solids.
- Example A highlights the typical adverse relationship between oil and water sizing agents in cellulose-based systems requiring high levels of water and oil sizing.
- a furnish containing bleached softwood Kraft pulp and bleached chemi- thermomechanical pulp were obtained from a commercial specialties manufacturer requiring significant water and oil sizing properties.
- the pulps were blended at a 1:1 ratio and refined in a laboratory cycle beater to 470 ml Canadian Standard Freeness (CSF).
- CSF Canadian Standard Freeness
- commercial water and oil sizing agents were added sequentially to aliquots of the pulp.
- Stock agitation was accomplished with an overhead mixer assembly set at 1 ,400 rpm.
- the oil size treatment was added to the pulp (furnish), 30 seconds after the addition of the water sizing agent.
- Handsheet preparation commenced after an additional 30 seconds of mix time following the oil size treatment.
- Handsheets were formed on a 100 mesh screen, passed through a felted roll press set at 35 psi (single pass), and dried to 3-4% moisture using a drum dryer.
- Performance testing was conducted with both a Hot Water Cobb test and a Hot Oil Cobb test to demonstrate water and oil resistance properties in the finished paper. The procedures for these tests are set forth below.
- the Hot Water Cobb test involves paper samples cut to 12.5 cm x 12.5 cm, weighed to the nearest 0.01 g, and subsequently clamped inside a 100 ml Cobb ring apparatus. A 50 ml sample of water at 180° F is then poured into the Cobb ring and on top of the paper. After exactly two (2) minutes of contact time with the paper sample, the water is quickly poured from the ring.
- the wetted paper sample is removed from the apparatus and placed between two pieces of blotting paper (wetted side up). The excess water is removed from the paper specimen by moving a Cobb hand roller once back and forth over the sample without exerting any additional force. The wetted paper sample is immediately reweighed to the nearest 0.01g. The weight of water absorbed in grams per square meter is calculated by subtracting the conditioned weight of the sample from its final weight and multiplying by 100.
- the Hot Oil Cobb test is identical to the Hot Water Cobb Test except that oil (Wesson® Corn Oil) is used at 220° F in place of the water.
- oil Wesson® Corn Oil
- the only other difference in the oil testing is that the Cobb hand roller is not used to remove the excess oil but rather the wetted paper sample is pressed by hand between blotter paper before the sample is gently wiped with a clean Kimwipes® towel.
- the Hot Oil Cobb test quantifies the weight of the hot oil absorbed in grams/square meter using the same calculation described under the Hot Water Cobb test.
- Example 1 The data from Example 1 is summarized in Table 1.
- handsheets were prepared using the same papermaking procedure described in Example A with the exception that the furnish was comprised of 60% southern bleached softwood Kraft and 40% northern bleached hardwood Kraft commercial market pulps refined to 480 ml Canadian Standard Freeness (CSF).
- CSF Canadian Standard Freeness
- the target basis weight was 248 grams/square meter.
- the chemical addition sequence was as described in Example A except that when polyvinylamine was included in the testing, it was added to the mixing furnish 30 seconds prior to the addition of the water sizing agent.
- Handsheet performance testing was conducted using the same procedures as described in Example A except that a 2% Ambient Saline Cobb test was conducted in place of the Hot Water Cobb test.
- the saline used in the test is at ambient temperature and is derived from deionized water treated with NaCI at 2% by weight. Aside from these differences, the test procedure is identical to the Hot Water Cobb test method described in Example A.
- the data summarized in Table 1 shows the simultaneous positive effect of polyvinylamine on both water and oil sizing test results.
- the low Saline and Hot Water Cobb test values demonstrate that an effective balance in water and oil resistance is achieved through the addition of the polyvinylami ⁇ e.
- the water sizing agent is comprised of alkyl ketene dimer while the oil size is a perfluoroalkyl-containing product.
- the polyvinylamine is a solution polymer that has been reacted to a hydrolysis level of 50%.
- Example 2 The data from Example 2 is summarized in Table 2.
- handsheets were prepared to 160 grams/square meter using the same papermaking procedure and furnish blend described in Example A.
- the target Canadian Standard Freeness for pulp refining was 470 mis.
- the chemical addition sequence was consistent with the description provided in Example A except that when an anionic polymer was included in the testing, it was added to the mixing furnish 30 seconds after to the addition of the water sizing agent and 30 seconds prior to the addition of the oil size material.
- polyvinylamine was included in the testing, it was added to the mixing furnish 30 seconds prior to the addition of the water sizing agent.
- Handsheet performance testing was conducted using the same procedures as described in Example A.
- the data in Table 2 further demonstrates the beneficial effect of polyvinylamine on both water and oil sizing properties as low Cobb values are achieved with the addition of polyvinylamine to the test furnish.
- the water sizing agent is comprised of alkyl ketene dimer.
- the oil size is a perfluoroalkyl-containing product, and the polyvinylamine is a solution polymer that has been reacted to a hydrolysis level of 50%.
- the anionic polymer is a solution copolymer of acrylamide and acrylic acid (Hercobond 2000). Anionic polymer is used as a retention aid to enhance the retention of fine solids in the web during the sheet forming process.
- Table 2 Water and Oil Sizing Results
- Weight % % Addition of Active Treatment Solids Based Upon Total Furnish Solids.
- Example 3 The data from Example 3 is summarized in Table 3.
- handsheets were prepared using the same papermaking procedure described in Example A with the exception that the furnish was comprised of 70% southern bleached softwood Kraft and 30% northern bleached hardwood Kraft commercial market pulps refined to 405 ml Canadian Standard Freeness.
- the target basis weight was 149 grams/square meter.
- the chemical addition sequence was consistent with the description provided in Example A except that when either the polyvinylamine or branched polyamine were included in the testing, it was added to the mixing furnish 30 seconds prior to the addition of the water sizing agent.
- the branched polyamine is a solution polymer with quaternary amine functionality.
- the polyvinylamine is a solution polymer that has been reacted to a hydrolysis level of 50% with a predominantly linear structure and primary amine functionality.
- the water sizing agent is comprised of alkyl ketene dimer, while the oil size is a perfluoroalkyl-containing product.
- the anionic polymer is an emulsion copolymer of acrylamide and acrylic acid.
- the silica component is an aqueous dispersion of colloidal silica particles. The anionic polymer and colloidal silica are added to the furnish with the purpose of increasing the retention of fine solids in the paper web in the forming process.
- Table 3 Water and Oil Sizing Results
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- Paper (AREA)
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002652855A CA2652855A1 (en) | 2006-05-12 | 2007-05-11 | Use of polyvinylamine to improved oil and water sizing in cellulosic products |
MX2008014039A MX2008014039A (en) | 2006-05-12 | 2007-05-11 | Use of polyvinylamine to improved oil and water sizing in cellulosic products. |
JP2009511009A JP2009536990A (en) | 2006-05-12 | 2007-05-11 | Use of polyvinylamine to improve oil and water sizing in cellulosic products |
EP07794834A EP2024565A2 (en) | 2006-05-12 | 2007-05-11 | Use of polyvinylamine to improved oil and water sizing in cellulosic products |
AU2007249809A AU2007249809A1 (en) | 2006-05-12 | 2007-05-11 | Use of polyvinylamine to improved oil and water sizing in cellulosic products |
BRPI0711637-3A BRPI0711637A2 (en) | 2006-05-12 | 2007-05-11 | use of polyvinylamine to improve oil and water sizing in cellulosic products |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/433,365 US20070261807A1 (en) | 2006-05-12 | 2006-05-12 | Use of polyvinylamine to improve oil and water sizing in cellulosic products |
US11/433,365 | 2006-05-12 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2007133729A2 true WO2007133729A2 (en) | 2007-11-22 |
WO2007133729A3 WO2007133729A3 (en) | 2008-01-24 |
Family
ID=38659253
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2007/011518 WO2007133729A2 (en) | 2006-05-12 | 2007-05-11 | Use of polyvinylamine to improved oil and water sizing in cellulosic products |
Country Status (12)
Country | Link |
---|---|
US (1) | US20070261807A1 (en) |
EP (1) | EP2024565A2 (en) |
JP (1) | JP2009536990A (en) |
KR (1) | KR20090018117A (en) |
CN (1) | CN101443515A (en) |
AU (1) | AU2007249809A1 (en) |
BR (1) | BRPI0711637A2 (en) |
CA (1) | CA2652855A1 (en) |
MX (1) | MX2008014039A (en) |
RU (1) | RU2008148826A (en) |
TW (1) | TW200745412A (en) |
WO (1) | WO2007133729A2 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101472966B (en) * | 2006-05-18 | 2011-03-30 | 赫尔克里士公司 | Michael addition adducts as additives for paper and papermaking |
US20090159228A1 (en) * | 2007-12-21 | 2009-06-25 | Annabeth Law | Variable dispersion of wet use chopped strand glass fibers in a chopped title strand mat |
BR112012014455B1 (en) * | 2009-12-18 | 2020-05-12 | Solenis Technologies Cayman, L.P. | Paper sizing composition, method of preparing a stable sizing composition and paper sizing method |
JP2017078227A (en) * | 2014-02-25 | 2017-04-27 | 旭硝子株式会社 | Oil-proof agent composition for pulp slurry addition, manufacturing method of oil-proof paper and oil-proof paper |
IT201800006666A1 (en) * | 2018-06-26 | 2019-12-26 | Polyvinylamine-based material with characteristics of stability in the presence of water and process for its production. |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2961366A (en) * | 1957-02-27 | 1960-11-22 | Hercules Powder Co Ltd | Sized paper and method of making same |
EP0543363A1 (en) * | 1991-11-18 | 1993-05-26 | Hercules Incorporated | Fluorinated aldoketene dimer and their use as combination oil and water resistant sizes for cellulosic materials |
WO1999037859A1 (en) * | 1998-01-27 | 1999-07-29 | Kemira Chemicals Oy | Hydrophobising system for paper or similar fibre product |
US20030192664A1 (en) * | 1995-01-30 | 2003-10-16 | Kulick Russell J. | Use of vinylamine polymers with ionic, organic, cross-linked polymeric microbeads in paper-making |
US20030217824A1 (en) * | 2002-04-12 | 2003-11-27 | Bottorff Kyle J. | Oil/grease- and water-sizing agent for treatment of cellulosics |
WO2006048280A1 (en) * | 2004-11-03 | 2006-05-11 | J. Rettenmaier & Söhne GmbH & Co. KG | Cellulose-containing filling material for paper, tissue, or cardboard products, method for the production thereof, paper, tissue, or cardboard product containing such a filling material, or dry mixture used therefor |
Family Cites Families (11)
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CH539727A (en) * | 1968-04-16 | 1973-02-28 | Daikin Ind Ltd | Process for achieving permanent oil, water repellent and antistatic properties on textile fibers |
US5001918A (en) * | 1987-11-04 | 1991-03-26 | Stepanenko Alexandr V | Method and apparatus for making blanks of a profile varying lengthwise |
US5001198A (en) * | 1988-02-15 | 1991-03-19 | Director General Of Agency Of Industrial Science And Technology | Fluorine-containing polymeric compound and a method for the preparation thereof |
JP2660312B2 (en) * | 1992-05-29 | 1997-10-08 | ヘキスト合成株式会社 | Fluorine-containing water- and oil-repellent composition |
US6432550B1 (en) * | 1999-07-13 | 2002-08-13 | Konica Corporation | Ink-jet recording sheet |
US6576049B1 (en) * | 2000-05-18 | 2003-06-10 | Bayer Corporation | Paper sizing compositions and methods |
US6824650B2 (en) * | 2001-12-18 | 2004-11-30 | Kimberly-Clark Worldwide, Inc. | Fibrous materials treated with a polyvinylamine polymer |
CN1659197A (en) * | 2002-06-13 | 2005-08-24 | 大金工业株式会社 | Copolymer, paper-treating agent, and processed paper |
DE10237911A1 (en) * | 2002-08-14 | 2004-02-26 | Basf Ag | Use of polymers comprising vinylamine units as promoters for bulk sizing of paper with alkyl diketenes |
ITMI20031104A1 (en) * | 2003-06-03 | 2004-12-04 | Solvay Solexis Spa | CARBOXYLIC ACIDS (PER) FLUOROPOLYEREOUS AND THEIR USE FOR THE OIL REPELLENT TREATMENT OF PAPER |
ITMI20031105A1 (en) * | 2003-06-03 | 2004-12-04 | Solvay Solexis Spa | USE FOR THE OIL REPELLENT TREATMENT OF CARBOSSYL PERFLUOROPOLYET PAPER |
-
2006
- 2006-05-12 US US11/433,365 patent/US20070261807A1/en not_active Abandoned
-
2007
- 2007-05-11 KR KR1020087030227A patent/KR20090018117A/en not_active Application Discontinuation
- 2007-05-11 BR BRPI0711637-3A patent/BRPI0711637A2/en not_active IP Right Cessation
- 2007-05-11 AU AU2007249809A patent/AU2007249809A1/en not_active Abandoned
- 2007-05-11 RU RU2008148826/12A patent/RU2008148826A/en not_active Application Discontinuation
- 2007-05-11 EP EP07794834A patent/EP2024565A2/en not_active Withdrawn
- 2007-05-11 MX MX2008014039A patent/MX2008014039A/en unknown
- 2007-05-11 CA CA002652855A patent/CA2652855A1/en not_active Abandoned
- 2007-05-11 JP JP2009511009A patent/JP2009536990A/en active Pending
- 2007-05-11 CN CNA2007800171605A patent/CN101443515A/en active Pending
- 2007-05-11 WO PCT/US2007/011518 patent/WO2007133729A2/en active Application Filing
- 2007-05-14 TW TW096117084A patent/TW200745412A/en unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2961366A (en) * | 1957-02-27 | 1960-11-22 | Hercules Powder Co Ltd | Sized paper and method of making same |
EP0543363A1 (en) * | 1991-11-18 | 1993-05-26 | Hercules Incorporated | Fluorinated aldoketene dimer and their use as combination oil and water resistant sizes for cellulosic materials |
US20030192664A1 (en) * | 1995-01-30 | 2003-10-16 | Kulick Russell J. | Use of vinylamine polymers with ionic, organic, cross-linked polymeric microbeads in paper-making |
WO1999037859A1 (en) * | 1998-01-27 | 1999-07-29 | Kemira Chemicals Oy | Hydrophobising system for paper or similar fibre product |
US20030217824A1 (en) * | 2002-04-12 | 2003-11-27 | Bottorff Kyle J. | Oil/grease- and water-sizing agent for treatment of cellulosics |
WO2006048280A1 (en) * | 2004-11-03 | 2006-05-11 | J. Rettenmaier & Söhne GmbH & Co. KG | Cellulose-containing filling material for paper, tissue, or cardboard products, method for the production thereof, paper, tissue, or cardboard product containing such a filling material, or dry mixture used therefor |
Also Published As
Publication number | Publication date |
---|---|
CA2652855A1 (en) | 2007-11-22 |
KR20090018117A (en) | 2009-02-19 |
WO2007133729A3 (en) | 2008-01-24 |
RU2008148826A (en) | 2010-06-20 |
JP2009536990A (en) | 2009-10-22 |
EP2024565A2 (en) | 2009-02-18 |
TW200745412A (en) | 2007-12-16 |
CN101443515A (en) | 2009-05-27 |
MX2008014039A (en) | 2008-11-14 |
AU2007249809A1 (en) | 2007-11-22 |
US20070261807A1 (en) | 2007-11-15 |
BRPI0711637A2 (en) | 2012-01-17 |
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