CA2553421A1 - Epichlorohydrin based polymers containing primary amino groups as additives in papermaking - Google Patents
Epichlorohydrin based polymers containing primary amino groups as additives in papermaking Download PDFInfo
- Publication number
- CA2553421A1 CA2553421A1 CA002553421A CA2553421A CA2553421A1 CA 2553421 A1 CA2553421 A1 CA 2553421A1 CA 002553421 A CA002553421 A CA 002553421A CA 2553421 A CA2553421 A CA 2553421A CA 2553421 A1 CA2553421 A1 CA 2553421A1
- Authority
- CA
- Canada
- Prior art keywords
- fines
- polymer
- amino groups
- ammonia
- reacting
- 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.)
- Granted
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
- D21H17/46—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
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
- C08G73/0213—Preparatory process
- C08G73/022—Preparatory process from polyamines and epihalohydrins
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/024—Polyamines containing oxygen in the form of ether bonds in the main chain
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/028—Polyamidoamines
- C08G73/0286—Preparatory process from polyamidoamines and epihalohydrins
-
- 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
- D21H17/52—Epoxy resins
-
- 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
- D21H21/06—Paper forming aids
- D21H21/10—Retention agents or drainage improvers
-
- 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
- D21H17/10—Phosphorus-containing compounds
-
- 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
Abstract
Processes for preparing water-soluble papermaking polymer additives having a multitude of free amino groups effective to form cationically charged complexes with components of a pulp suspension are described, comprising:
reacting ammonia and epichlorohydrin (ECH) with ammonia in excess to yield a starburst polymer with a molecular weight of 3000-106; reacting ECH and ammonia to produce tris(3-chloro-2-hydroxypropylamine) and reacting this with a diamine to yield a water-soluble branched polymer with a molecular weight of 3000-106; reacting polyepichlorohydrin with a variety of amines, a polyol or ammonia to yield linear polymers, cross-linked polymers and polyamines. The additives are used as agents for improving retention, drainage, product strength and paper machine operation in paper manufacture. Under neutral or acidic conditions these primary amino groups become cationic, which assures good adsorption of the polymer onto anionic fibres and fines used for production of paper or paperboard. By adsorbing on several fibres or fines, the polymer can increase the retention of fines and fillers. Primary amino groups of these polymers can also form chemical bonds with carbonyl groups of cellulose, lignin and hemicellulose, which are especially abundant in the fibres and fines of mechanical pulps. The cross-linking of fibres and fines by chemical bonds can increase the initial strength of wet web and the strength of rewetted paper.
reacting ammonia and epichlorohydrin (ECH) with ammonia in excess to yield a starburst polymer with a molecular weight of 3000-106; reacting ECH and ammonia to produce tris(3-chloro-2-hydroxypropylamine) and reacting this with a diamine to yield a water-soluble branched polymer with a molecular weight of 3000-106; reacting polyepichlorohydrin with a variety of amines, a polyol or ammonia to yield linear polymers, cross-linked polymers and polyamines. The additives are used as agents for improving retention, drainage, product strength and paper machine operation in paper manufacture. Under neutral or acidic conditions these primary amino groups become cationic, which assures good adsorption of the polymer onto anionic fibres and fines used for production of paper or paperboard. By adsorbing on several fibres or fines, the polymer can increase the retention of fines and fillers. Primary amino groups of these polymers can also form chemical bonds with carbonyl groups of cellulose, lignin and hemicellulose, which are especially abundant in the fibres and fines of mechanical pulps. The cross-linking of fibres and fines by chemical bonds can increase the initial strength of wet web and the strength of rewetted paper.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US54742804P | 2004-02-26 | 2004-02-26 | |
US60/547,428 | 2004-02-26 | ||
PCT/CA2005/000260 WO2005082974A1 (en) | 2004-02-26 | 2005-02-23 | Epichlorohydrin based polymers containing primary amino groups as additives in papermaking |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2553421A1 true CA2553421A1 (en) | 2005-09-09 |
CA2553421C CA2553421C (en) | 2009-10-13 |
Family
ID=34910895
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002553421A Expired - Fee Related CA2553421C (en) | 2004-02-26 | 2005-02-23 | Epichlorohydrin based polymers containing primary amino groups as additives in papermaking |
Country Status (4)
Country | Link |
---|---|
US (1) | US7431799B2 (en) |
EP (1) | EP1720931A4 (en) |
CA (1) | CA2553421C (en) |
WO (1) | WO2005082974A1 (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BRPI0620686B1 (en) * | 2005-12-15 | 2018-01-16 | Dow Global Technologies Inc. | METHOD FOR FORMATING AN ARTICLE OF CELLULOSE AND ARTICLE BASED ON CELLULOSE |
NZ569380A (en) * | 2006-01-17 | 2010-07-30 | Basf Se | Method for the reduction of formaldehyde emissions in wood materials |
US8916640B2 (en) | 2006-07-06 | 2014-12-23 | Dow Global Technologies Llc | Blended polyolefin dispersions |
US8476326B2 (en) * | 2006-09-22 | 2013-07-02 | Dow Global Technologies Llc | Fibrillated polyolefin foam |
EP2543763A3 (en) | 2007-09-28 | 2013-10-30 | Dow Global Technologies LLC | Fibrous structure impregnated with a dispersion of higher crystallinity olefin |
BR112013018408B1 (en) | 2011-01-21 | 2020-12-29 | Fpinnovations | method for producing high aspect ratio cellulose nanofilaments |
US9303360B2 (en) * | 2013-08-08 | 2016-04-05 | Ecolab Usa Inc. | Use of nanocrystaline cellulose and polymer grafted nanocrystaline cellulose for increasing retention in papermaking process |
US10563042B2 (en) | 2016-12-14 | 2020-02-18 | Ecolab Usa Inc. | Quaternary cationic polymers |
WO2019241056A1 (en) | 2018-06-12 | 2019-12-19 | Ecolab Usa Inc. | Quaternary cationic surfactants and polymers for use as release and coating modifying agents in creping and tissue papers |
Family Cites Families (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL231136A (en) * | 1957-09-05 | |||
US3224990A (en) * | 1963-03-11 | 1965-12-21 | Pacific Resins & Chemicals Inc | Preparing a water soluble cationic thermosetting resin by reacting a polyamide with epichlorohydrin and ammonium hydroxide |
US3493502A (en) * | 1968-02-19 | 1970-02-03 | American Cyanamid Co | Process for flocculating aqueous suspensions |
US3567659A (en) * | 1968-11-26 | 1971-03-02 | American Cyanamid Co | Water-soluble cationic polymers from epichlorohydrin and methylamine |
US3966684A (en) * | 1973-02-21 | 1976-06-29 | Hercules Incorporated | Cationic water soluble polymeric reaction product of polyaminopolyureylene-epichlorohydrin and nitrogen compound |
US3899389A (en) * | 1974-02-01 | 1975-08-12 | Dow Chemical Co | Cellulosic materials internally sized with copolymers of alpha beta-ethylenically unsaturated hydrophobic monomers and ammoniated carboxylic acid comonomers |
US4054542A (en) * | 1975-04-14 | 1977-10-18 | Buckman Laboratories, Inc. | Amine-epichlorohydrin polymeric compositions |
DE2756431C2 (en) * | 1977-12-17 | 1985-05-15 | Bayer Ag, 5090 Leverkusen | Polyamines containing amide groups |
CA1122615A (en) | 1979-01-08 | 1982-04-27 | William K. Langdon | Process for preparing polyalkylene polyamine polyethers |
DE2914297C2 (en) * | 1979-04-09 | 1981-10-01 | Basf Ag, 6700 Ludwigshafen | Process for the production of polyadducts from ammonia and epoxy compounds and their use |
DE3003648A1 (en) | 1980-02-01 | 1981-08-06 | Basf Ag, 6700 Ludwigshafen | METHOD FOR THE PREPARATION OF WATER-SOLUBLE, NITROGEN-CONDENSING PRODUCTS AND THE USE THEREOF IN PAPER PRODUCTION |
DE3135830A1 (en) | 1981-09-10 | 1983-03-24 | Basf Ag, 6700 Ludwigshafen | METHOD FOR THE PRODUCTION OF WATER-SOLUBLE, NITROGEN-CONDENSING PRODUCTS AND THE USE THEREOF IN PAPER PRODUCTION |
DE3203189A1 (en) * | 1982-01-30 | 1983-08-04 | Bayer Ag, 5090 Leverkusen | SIZE AND ITS USE |
DE3832372A1 (en) | 1988-09-23 | 1990-04-12 | Solvay Werke Gmbh | METHOD AND DEVICE FOR PRODUCING 1,3-DIAMINOPROPANOL-2 |
US5128100A (en) * | 1989-10-12 | 1992-07-07 | Buckman Laboratories, Intl., Inc. | Process for inhibiting bacterial adhesion and controlling biological fouling in aqueous systems |
CA2059256A1 (en) * | 1992-01-13 | 1993-07-14 | David Arthur Aston | Pitch control |
US5993604A (en) * | 1995-12-05 | 1999-11-30 | The Dow Chemical Company | Internally sized articles and method for making same |
US6007679A (en) * | 1996-05-01 | 1999-12-28 | Nalco Chemical Company | Papermaking process |
EP0986672B1 (en) * | 1997-06-04 | 2002-11-27 | Pulp and Paper Research Institute of Canada | Use of dendrimeric polymers for the production of paper and board |
AU1853700A (en) * | 1999-01-06 | 2000-07-24 | Pulp And Paper Research Institute Of Canada | Papermaking additive with primary amino groups and mechanical pulp treated therewith |
EP1123942B1 (en) * | 2000-02-10 | 2004-05-06 | Nippon Shokubai Co., Ltd. | Amino-group-containing polymer (salt) and production process therefor |
CA2421397A1 (en) * | 2000-09-18 | 2002-03-28 | Pulp And Paper Research Institute Of Canada | Light-stable lignocellulosic materials and their production |
DE10223279A1 (en) | 2002-05-24 | 2003-12-04 | Basf Ag | Polymers containing hydrophobically modified vinylamine or ethyleneimine units, processes for their preparation and their use as retention agents |
US7632481B2 (en) * | 2003-06-16 | 2009-12-15 | William Marsh Rice University | Sidewall functionalization of nanotubes with hydroxyl terminated moieties |
US8541322B2 (en) * | 2003-07-28 | 2013-09-24 | William Marsh Rice University | Sidewall functionalization of carbon nanotubes with organosilanes for polymer composites |
JP2008527119A (en) * | 2005-01-13 | 2008-07-24 | シンベンション アーゲー | Composite materials containing carbon nanoparticles |
ITRM20070618A1 (en) * | 2007-11-28 | 2009-05-29 | Massimiliano Lucci | HYBRID NANOCOMPOSITE MATERIALS FOR HYDROGEN STORAGE. |
-
2005
- 2005-02-23 CA CA002553421A patent/CA2553421C/en not_active Expired - Fee Related
- 2005-02-23 WO PCT/CA2005/000260 patent/WO2005082974A1/en active Application Filing
- 2005-02-23 US US11/062,819 patent/US7431799B2/en not_active Expired - Fee Related
- 2005-02-23 EP EP05714502A patent/EP1720931A4/en not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
EP1720931A4 (en) | 2007-08-08 |
US7431799B2 (en) | 2008-10-07 |
CA2553421C (en) | 2009-10-13 |
EP1720931A1 (en) | 2006-11-15 |
WO2005082974A1 (en) | 2005-09-09 |
US20050192402A1 (en) | 2005-09-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |
Effective date: 20140225 |