WO2007103329A2 - The use of organophosphorus compounds as creping aids - Google Patents
The use of organophosphorus compounds as creping aids Download PDFInfo
- Publication number
- WO2007103329A2 WO2007103329A2 PCT/US2007/005619 US2007005619W WO2007103329A2 WO 2007103329 A2 WO2007103329 A2 WO 2007103329A2 US 2007005619 W US2007005619 W US 2007005619W WO 2007103329 A2 WO2007103329 A2 WO 2007103329A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- creping
- organophosphorus compound
- weight percent
- adhesive
- Prior art date
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Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B31—MAKING ARTICLES OF PAPER, CARDBOARD OR MATERIAL WORKED IN A MANNER ANALOGOUS TO PAPER; WORKING PAPER, CARDBOARD OR MATERIAL WORKED IN A MANNER ANALOGOUS TO PAPER
- B31F—MECHANICAL WORKING OR DEFORMATION OF PAPER, CARDBOARD OR MATERIAL WORKED IN A MANNER ANALOGOUS TO PAPER
- B31F1/00—Mechanical deformation without removing material, e.g. in combination with laminating
- B31F1/12—Crêping
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
Definitions
- This invention relates to a composition and method for creping a paper web by applying an adhesive composition that contains one or more organophosphorus compounds.
- Desired properties of tissue are achieved during a papermaking process by subjecting a paper web to a creping cylinder, for example a steam-heated Yankee Dryer, and a doctor blade.
- a creping cylinder for example a steam-heated Yankee Dryer
- a doctor blade Prior to this stage, a wet fiber web has been largely dewatered at the pressure roll nip, or by a through air dryer (TAD) process.
- TAD through air dryer
- the mechanical action of the doctor blade results in a disruption of the fiber-fiber bonds and a formation of a microfold structure within the sheet.
- the paper web In order to develop the crepe, the paper web has to adhere to the surface of the creping cylinder. Applying an adhesive to the dryer provides the adhesion.
- creping cylinder adhesives are synthetic polymers such as polyaminoamides, polyamides, polyamines, polyvinylamines, polyvinyl alcohols, polyvinyl acetates, polyacrylamides, polyvinylpyrrolidones and polyethers.
- Other natural and derivatized natural polymers may also be employed including starch, guar gum, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose and the like.
- Various low molecular weight compounds are used to modify the creping cylinder coating properties.
- a superior creping cylinder coating should form a film that provides good adhesion for efficient creping, and is also uniform, durable and soft. Uniformity of the coating is critical not only for consistent creping that affects the quality of the produced sheet, but also for even coverage of the creping cylinder surface to prevent premature wear of the cylinder and the blade. Durability is a characteristic of how stable the coating is on the creping cylinder surface, particularly at the pressure roll nip. If the coating is easily washed off, it does not protect the creping cylinder and leads to excessive creping blade wear. A hard coating causes blade charter, which results in blade wear and non-uniform creping. A soft, but durable coating is preferred. Tissue manufacturers are constantly striving to improve operational efficiency and product quality.
- the present invention provides for a modified creping adhesive composition, which comprises an adhesive component and at least one modifier component, said modifier component comprising an organophosphorus compound.
- the present invention also provides for a method of creping a paper web comprising: applying to a rotating creping cylinder a modified creping adhesive composition which comprises an adhesive component and at least one modifier component, said modifier component comprising an organophosphorus compound; pressing a paper web against the creping cylinder to effect adhesion of the paper web to the creping cylinder; and dislodging the paper web from the creping cylinder with a doctor blade.
- Organicphosphorus compounds mean one of a series of derivatives of phosphorous that have at least one organic group attached to the phosphorous atom linked either directly to a carbon atom or indirectly by means of another element.
- organophosphorus compounds include, but are not limited to, the following set of compounds: glycerophosphate; triethanolamine phosphate esters; sorbitol phosphate esters; phosphate esters of alcohols and polyols containing up to six hydroxyl groups; phosphosuccinic oligomer; esters of phosphinic and phosphonic acids; and phosphate esters of glycerol, glycol, and sorbitol.
- PES means polyaminoamide-epichlorohydrin.
- Polyaminoamide- epichlorohydrin resins useful in the composition of this invention are water soluble, cationic thermosetting or non- thermosetting resins typically prepared by reacting one or more polyalkylene polyamines containing secondary amine groups and one or more dicarboxylic acid derivatives to form a polyaminoamide and then reacting the polyaminoamide with epichlorohydrin to form the polyaminoamide-epichlorohydrin resin.
- PVOH polyvinylalcohol
- DAP diammonium phosphate
- MAP monoammonium phosphate
- D-GPh means alpha-glycerophosphate
- PSO means phosphosuccinic oligomer. PSO is described in United States Patent No. 6,572,789, which is herein incorporated by reference.
- Paper web refers to one or more sheets of paper made by a process comprising the steps of forming an aqueous papermaking furnish; depositing this furnish onto a foraminous surface, such as a Fourdrinier wire, and removing the water from the furnish either by gravity, by vacuum assisted drainage, by mechanical pressing, or by evaporative means (e.g. TAD).
- a foraminous surface such as a Fourdrinier wire
- the desirable functional properties and textural characteristics are imparted to the paper by a creping process comprising: a) applying an adhesive composition, in the present case a modified creping adhesive composition, to the surface of a creping cylinder; b) adhering a cellulosic web to the creping cylinder and; c) dislodging the adhered web from the creping cylinder with a doctor blade.
- an adhesive composition in the present case a modified creping adhesive composition
- the paper web can be comprised of various types of natural and synthetic fibers including wood pulps of chemical and mechanical types, vegetable fibers, recycled fibers and synthetic fibers such as polypropylene.
- the paper web can also be comprised of particulate fillers, such as kaolin clay, titanium dioxide, and/or calcium carbonate.
- the present invention provides for a modified creping adhesive composition, which comprises an adhesive component and at least one modifier component, the modifier component comprising an organophosphorus compound.
- the modified creping adhesive composition is in liquid form.
- the modified creping adhesive composition may be in the form of an aqueous solution or depending on solubility factors, in the form of dispersion.
- an aqueous modified creping adhesive composition comprises from about 0.01 to about 50 weight percent of the modified creping adhesive composition and about 99.99 to about 50 weight percent water.
- the modified creping adhesive composition comprises from about 0.01 to about 40 weight percent of the organophosphorus compound, based upon the total solids content of the composition. More preferably, the modified creping adhesive composition comprises about 20 weight percent of the organophosphorus compound, based upon the total solids content of the composition. Most preferably, the modified creping adhesive composition comprises about 5 weight percent of the organophosphorus compound, based upon the total solids content of the composition.
- the organophosphorus compound is selected from the group consisting of: phosphate esters of alcohols and polyols containing up to six hydroxyl groups; and a phosphosuccinic oligomer.
- the phosphated alcohols and polyols include the phosphate esters of glycerol, ethylene glycol, sorbitol, diethylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol, diethanolamine, triethanolamine, 1 ,4-butanediol, glycerolamine and monoisopropano lamine .
- the organophophorus compound is selected from the group consisting of: glycerophosphate; triethanolamine phosphate esters; and sorbitol phosphate esters.
- One or more types of chemicals may be utilized as the adhesive component in the modified creping adhesive composition of the claimed invention.
- a person of ordinary skill in the art will choose a particular adhesive component based on one or more factors that include without limitation, the type of papermaking fiber that is being processed.
- the adhesive component utilized is selected from the group consisting of: polyvinyl alcohol; polyamidoamine-epichlorohydrin; polyamides; polyamines, polyvinylamines; polyvinyl acetates; polyacrylamides; polyvinylpyrrolidones; polyethers; starch; guar gum; carboxymethyl cellulose; hydroxyethyl cellulose; polyethyleneimines; and hydroxypropyl cellulose.
- the modified creping adhesive composition further comprises at least one papermaking additive.
- the additive is selected from the group consisting of: a release agent, a tackifier, a surfactant, a dispersant, a salt which is effective to adjust water hardness, an acid or a base, and a combination thereof.
- the modified creping adhesive composition is an aqueous modified creping adhesive composition comprising from about 20 percent to about 80 weight percent polyvinyl alcohol, from about 20 percent to about 80 weight percent polyamidoamine-epichlorohydrin, from about 1 percent to about 20 weight percent organic phosphate, and from about 99.99 to about 50 weight percent water.
- the organic phosphate of the modified adhesive composition is selected from the group consisting of: glycerophosphate; triethanolamine phosphate esters; sorbitol phosphate esters; and phosphosuccinic oligomer.
- a method of creping a paper web comprises the step of applying to a rotating creping cylinder a modified creping adhesive composition which comprises an adhesive component and at least one modifier component, said modifier component comprising an organophosphorus compound; pressing a paper web against the creping cylinder to effect adhesion of the paper web to the creping cylinder; and dislodging the paper web from the creping cylinder with a doctor blade.
- a modified creping adhesive composition which comprises an adhesive component and at least one modifier component, said modifier component comprising an organophosphorus compound
- modified creping adhesives described in this application and their equivalents may be applied to the creping cylinder.
- the modified creping adhesive composition may be applied to the creping cylinder by various means known to those of ordinary skill in the art.
- creping adhesive compositions are sprayed onto the surface of the creping cylinder.
- the means for spraying is placed proximate to the creping cylinder surface.
- a spray boom is placed proximate to the creping cylinder.
- Spray boom apparatuses are known in the art and they are exemplified in U.S. Patent Publication Nos. 2005/0245669, 20040177940 and 20040060675, which are herein incorporated by reference.
- the modified creping adhesive composition is applied to the creping cylinder in an amount from about 0.05 to 60 mg/m 2 dry solids to square meters of creping cylinder surface.
- the crepe paper product is tissue paper.
- Tissue paper properties may be further adjusted by various methodologies known in the papermaking art, for example, by the addition of one or more types of chemistries to a furnish.
- This example demonstrates the anticorrosion properties of the organophosphorus compounds of this invention.
- the data in Table 1 shows the anticorrosive properties of the organophosphorus modifiers, phosphinosuccinic acid oligomers and alpha-glycerophosphate (D-GPh) compared to no additive and to the inorganic phosphate salt, diammonium phosphate (DAP).
- the level of calcium (“Ca”) content in these experiments was varied between 10 and 100 ppm. At 10 ppm Ca ion, all of the phosphate containing additives provided improved (lower) corrosion rates compared to the blank.
- the advantage of PSO and D-GPh over DAP is apparent at the 100 ppm level of Ca ion.
- the DAP is not very calcium tolerant and precipitates, whereas the Ca-salts of PSO and D-GPh have much greater solubility. Thus PSO and D-GPh can continue to provide corrosion inhibition in waters containing elevated levels of Ca ion whereas DAP cannot. Table 1.
- Example 1 Glass cells (10.8 1) were used for running corrosion studies. The cells were supplied with pH and temperature control devices, as well as, with a water circulation system. The pH was balanced by bubbling air and CO 2 through the cell. The airflow was constant, while, the flow of CO 2 was automatically switched off and on if the pH was below or above 6.0.
- the cast iron (class 40) coupons were obtained from Metal Samples. Prior to use, the coupons were polished with sand paper (600 grit) and rinsed with water and acetone. The weight of coupons was measured prior to immersing them into the corrosion cells. A total of four corrosion runs were started at each CaCl 2 level, a blank (no inhibitor), DAP, PSO and D-GPh.
- the cells were filled with deionized (DI) water and additives. Each solution contained either 10 or 100 ppm of CaCl 2 and 100 pprn of a corrosion inhibitor (except blank). The pH of solution was adjusted to pH 6.0 with 50% NaOH (a few drops). The solutions were left to equilibrate to pH 6.0 and 50 0 C. The pH was independently rechecked with an external pH meter to ensure accuracy. Once the pH and the temperature stabilized, the coupons were completely immersed in the cells.
- DI deionized
- Table 2 provides comparative data on the effect on inorganic phosphate salts and organophosphorus compounds of this invention regarding the rewettability of dried polyvinylalcohol (PVOH) films containing these additives. It is important for Yankee coating films to rewet, since the Yankee coating experiences repeated drying and wetting cycles. If the existing coating does not rewet, it will build up a hard layer that does not provide good adhesion for creping and can lead to operational issues such as blade chatter.
- PVOH dried polyvinylalcohol
- the absorption rate for a water drop dispensed onto the dried PVOH film was 0.0044 microliters per second.
- the PVOH films modified with 5% of the inorganic phosphate salts (DAP and MAP) resulted in decreased absorption rates.
- the organophosphorus additives of this invention show improved absorption rates, demonstrating that the PVOH films became more rewettable.
- Example 2 The rewettability of PVOH (Celvol 523 from Celanese) films was evaluated by measuring the absorbency rate of a water drop placed on the surface of the PVOH film. Films were prepared by spin coating a PVOH solution containing 5% of the modifier (based on PVOH solid content) onto a mica sheet. The films were dried in an oven at 150 0 C for 2 hours. The dry films were stored in a desiccator prior to testing. The water drop absorbency rate was measured using a Dynamic Absorbency Tester (DAT 1 100, Fibro System AB, Sweden). A 4-microliter water drop was dispensed onto the film surface and the change in volume was measured as a function of time.
- DAT 1 100 Dynamic Absorbency Tester
- the rate of the water drop volume change was calculated using the linear part of the slope from 10-200 seconds after the water drop was dispensed. A total of six measurements were taken per each film sample and an average slope was calculated. The water absorption rate was calculated by correcting the water drop volume change for water evaporation, which was determined by running a control experiment with a non-absorbing plastic film.
- This example demonstrates the ability of the additives of this invention to change the glass transition (T g ) temperature of Yankee dryer adhesive films.
- a commercially available PAE creping adhesive (Nalco 690HA) was used in the preparation of films modified by the creping additives of this invention.
- the T g can be used as a measure of the softness of the adhesive films, where a softer film is desired for good creping under high temperature and low moisture conditions.
- other conditions may exist where it is necessary to harden the coating to make it more durable on the Yankee surface. Therefore, it is an advantage to have a range of creping additives that can modify the T g of the adhesive coating in one direction or the other.
- the data in Table 3 demonstrate that the organophosphor o us additives of this invention can alter the PAE glass transition temperature.
- the PSO additive is useful for hardening the coating, whereas the glycerophosphate additives lower the T g , or soften the coating.
- the data show that the GPh additives are not as aggressive in lowering the PAE T g as glycerol. Table 3.
- Example 3 Procedure for Example 3: A TA 2920 differential scanning calorimeter DSC (TA Instruments, New Castle, DE) was used to measure the glass transition temperature of the Yankee adhesive compositions. Adhesive film, samples were prepared by casting films of Nalco 690HA, with the indicated amount of modifier, at
- the DSC instrument was calibrated with an indium standard.
- the sample size for DSC analysis was about 10-15 mg.
- the sample was heated at a heating rate of
- the glass transition temperature of polymer was determined from the second scan using a half-height method.
- This example shows the ability of the organophophorus additives of this invention to increase the adhesion of creping adhesive films.
- a commercial PAE creping adhesive Naco 03PV094
- the comparative inorganic phosphate salts DAP and MAP
- the organophosphorus compounds of this invention increased the adhesion provided by the
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Paper (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MX2008011394A MX2008011394A (en) | 2006-03-06 | 2007-03-06 | The use of organophosphorus compounds as creping aids. |
BRPI0707069A BRPI0707069B1 (en) | 2006-03-06 | 2007-03-06 | modified curling adhesive composition, paper web curling method, and creped paper product |
ES07752332T ES2412009T3 (en) | 2006-03-06 | 2007-03-06 | Use of organophosphorus compounds as creping adjuvants |
CA2645151A CA2645151C (en) | 2006-03-06 | 2007-03-06 | The use of organophosphorus compounds as creping aids |
AU2007224041A AU2007224041A1 (en) | 2006-03-06 | 2007-03-06 | The use of organophosphorus compounds as creping aids |
EP07752332.2A EP1991412B1 (en) | 2006-03-06 | 2007-03-06 | The use of organophosphorus compounds as creping aids |
NO20083706A NO20083706L (en) | 2006-03-06 | 2008-08-28 | Use of organophosphorus compounds as crepes |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/369,133 | 2006-03-06 | ||
US11/369,133 US8084525B2 (en) | 2006-03-06 | 2006-03-06 | Use of organophosphorus compounds as creping aids |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2007103329A2 true WO2007103329A2 (en) | 2007-09-13 |
WO2007103329A3 WO2007103329A3 (en) | 2008-01-03 |
Family
ID=38472227
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2007/005619 WO2007103329A2 (en) | 2006-03-06 | 2007-03-06 | The use of organophosphorus compounds as creping aids |
Country Status (9)
Country | Link |
---|---|
US (1) | US8084525B2 (en) |
EP (1) | EP1991412B1 (en) |
AU (1) | AU2007224041A1 (en) |
BR (1) | BRPI0707069B1 (en) |
CA (1) | CA2645151C (en) |
ES (1) | ES2412009T3 (en) |
MX (1) | MX2008011394A (en) |
NO (1) | NO20083706L (en) |
WO (1) | WO2007103329A2 (en) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9266301B2 (en) * | 2005-06-30 | 2016-02-23 | Nalco Company | Method to adhere and dislodge crepe paper |
US8753478B2 (en) * | 2005-12-29 | 2014-06-17 | Nalco Company | Creping adhesives comprising blends of high and low molecular weight resins |
US8691323B2 (en) * | 2006-03-06 | 2014-04-08 | Nalco Company | Method and apparatus for monitoring and controlling the application of performance enhancing materials to creping cylinders |
US9388530B2 (en) * | 2008-10-07 | 2016-07-12 | Nalco Company | Method and apparatus for monitoring and controlling the application of performance enhancing materials to creping cylindersto improve process |
US8444812B2 (en) * | 2008-11-18 | 2013-05-21 | Nalco Company | Creping adhesives with improved film properties |
US9382664B2 (en) | 2011-01-05 | 2016-07-05 | Georgia-Pacific Consumer Products Lp | Creping adhesive compositions and methods of using those compositions |
US20120247697A1 (en) | 2011-03-29 | 2012-10-04 | Kemira Oyj | Polyamine Polyamidoamine Epihaloohydrin Compositions and Processes for Preparing and Using the Same |
BR112014007748B1 (en) | 2011-09-30 | 2021-09-21 | Kemira Oyj | ROLE AND METHODS OF MANUFACTURING IT |
US9777434B2 (en) | 2011-12-22 | 2017-10-03 | Kemira Dyj | Compositions and methods of making paper products |
US10914037B2 (en) | 2012-10-09 | 2021-02-09 | Michael Gorden | Yankee dryer profiler and control |
CN103593504B (en) * | 2013-10-16 | 2016-08-31 | 北京航空航天大学 | A kind of based on the netting Reliability of Microprocessor emulation mode improving quality amplifying technique |
US10731063B2 (en) | 2017-05-19 | 2020-08-04 | Ecolab Usa Inc. | Use of boronic acid-functionalized polymers as Yankee coating adhesives |
CN109943260A (en) * | 2019-04-10 | 2019-06-28 | 北京博润佳科技有限公司 | A kind of glue is with exempting from heat modification pva powder |
US11982055B2 (en) | 2019-11-07 | 2024-05-14 | Ecolabs Usa Inc. | Creping adhesives and processes for making and using same |
Family Cites Families (9)
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JPS5542117B2 (en) * | 1973-04-25 | 1980-10-28 | ||
US4883564A (en) | 1988-06-01 | 1989-11-28 | Scott Paper Company | Creping device adhesive formulation |
US5032632A (en) * | 1990-05-15 | 1991-07-16 | E. I. Du Pont De Nemours And Company | Oxidation-resistant ethylene vinyl alcohol polymer compositions |
US5370773A (en) | 1993-11-09 | 1994-12-06 | James River Corporation Of Virginia | Creping adhesives |
US6165322A (en) * | 1997-07-29 | 2000-12-26 | Hercules Incorporated | Polyamidoamine/epichlorohydrin resins bearing polyol sidechains as dry strength agents |
US6280571B1 (en) | 1998-08-17 | 2001-08-28 | Hercules Incorporated | Stabilizer for creping adhesives |
DE10030553A1 (en) * | 2000-06-29 | 2002-01-10 | Basf Ag | Stabilized thermoplastic molding compounds |
US7959761B2 (en) | 2002-04-12 | 2011-06-14 | Georgia-Pacific Consumer Products Lp | Creping adhesive modifier and process for producing paper products |
US7404875B2 (en) * | 2004-04-28 | 2008-07-29 | Georgia-Pacific Consumer Products Lp | Modified creping adhesive composition and method of use thereof |
-
2006
- 2006-03-06 US US11/369,133 patent/US8084525B2/en not_active Expired - Fee Related
-
2007
- 2007-03-06 ES ES07752332T patent/ES2412009T3/en active Active
- 2007-03-06 AU AU2007224041A patent/AU2007224041A1/en not_active Abandoned
- 2007-03-06 CA CA2645151A patent/CA2645151C/en active Active
- 2007-03-06 BR BRPI0707069A patent/BRPI0707069B1/en active IP Right Grant
- 2007-03-06 MX MX2008011394A patent/MX2008011394A/en active IP Right Grant
- 2007-03-06 EP EP07752332.2A patent/EP1991412B1/en active Active
- 2007-03-06 WO PCT/US2007/005619 patent/WO2007103329A2/en active Application Filing
-
2008
- 2008-08-28 NO NO20083706A patent/NO20083706L/en not_active Application Discontinuation
Non-Patent Citations (1)
Title |
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See references of EP1991412A4 * |
Also Published As
Publication number | Publication date |
---|---|
CA2645151C (en) | 2014-12-30 |
BRPI0707069A2 (en) | 2011-04-19 |
ES2412009T3 (en) | 2013-07-09 |
EP1991412A4 (en) | 2011-03-23 |
MX2008011394A (en) | 2008-10-22 |
NO20083706L (en) | 2008-08-28 |
BRPI0707069B1 (en) | 2019-01-02 |
WO2007103329A3 (en) | 2008-01-03 |
CA2645151A1 (en) | 2007-09-13 |
AU2007224041A1 (en) | 2007-09-13 |
US20070208115A1 (en) | 2007-09-06 |
EP1991412A2 (en) | 2008-11-19 |
US8084525B2 (en) | 2011-12-27 |
EP1991412B1 (en) | 2013-05-15 |
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