CA2652242C - Michael addition adducts as additives for paper and papermaking - Google Patents

Michael addition adducts as additives for paper and papermaking Download PDF

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Publication number
CA2652242C
CA2652242C CA2652242A CA2652242A CA2652242C CA 2652242 C CA2652242 C CA 2652242C CA 2652242 A CA2652242 A CA 2652242A CA 2652242 A CA2652242 A CA 2652242A CA 2652242 C CA2652242 C CA 2652242C
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Canada
Prior art keywords
michael addition
group
acrylamide
vinylamine
addition adduct
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Application number
CA2652242A
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English (en)
French (fr)
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CA2652242A1 (en
Inventor
Qu-Ming Gu
Ronald R. Staib
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Solenis Technologies Cayman LP
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Solenis Technologies Cayman LP
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Publication of CA2652242A1 publication Critical patent/CA2652242A1/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
    • C08F226/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a single or double bond to nitrogen
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or 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
    • D21H17/34—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
    • D21H17/375—Poly(meth)acrylamide
    • 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
    • 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
    • D21H21/18—Reinforcing agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/56—Acrylamide; Methacrylamide
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/04—Anhydrides, e.g. cyclic anhydrides
    • C08F222/06—Maleic anhydride
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/12—Hydrolysis
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Paper (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
CA2652242A 2006-05-18 2007-05-18 Michael addition adducts as additives for paper and papermaking Active CA2652242C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US80156606P 2006-05-18 2006-05-18
US60/801,566 2006-05-18
PCT/US2007/011915 WO2007136756A2 (en) 2006-05-18 2007-05-18 Michael addition adducts as additives for paper and papermaking

Publications (2)

Publication Number Publication Date
CA2652242A1 CA2652242A1 (en) 2007-11-29
CA2652242C true CA2652242C (en) 2016-04-26

Family

ID=38657742

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2652242A Active CA2652242C (en) 2006-05-18 2007-05-18 Michael addition adducts as additives for paper and papermaking

Country Status (15)

Country Link
US (1) US7902312B2 (enExample)
EP (1) EP2021388B1 (enExample)
JP (1) JP5431922B2 (enExample)
KR (1) KR101434689B1 (enExample)
CN (1) CN101472966B (enExample)
AT (1) ATE550361T1 (enExample)
AU (1) AU2007254145B2 (enExample)
BR (1) BRPI0712029B1 (enExample)
CA (1) CA2652242C (enExample)
ES (1) ES2382574T3 (enExample)
MX (1) MX298466B (enExample)
PL (1) PL2021388T3 (enExample)
PT (1) PT2021388E (enExample)
WO (1) WO2007136756A2 (enExample)
ZA (1) ZA200810688B (enExample)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
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
AR071441A1 (es) * 2007-11-05 2010-06-23 Ciba Holding Inc N- vinilamida glioxilada
JP5370712B2 (ja) * 2008-02-21 2013-12-18 日東電工株式会社 酸性水溶性標的物質吸着ポリマー及びその製造方法
JP2012506958A (ja) 2009-01-30 2012-03-22 ハーキュリーズ・インコーポレーテッド 製紙における添加剤としての第四級ビニルアミン含有ポリマー
US20110130508A1 (en) * 2009-07-29 2011-06-02 Alan David Pendley Topside optical adhesive for micro-optical film embedded into paper during the papermaking process
WO2011090672A1 (en) * 2009-12-29 2011-07-28 Hercules Incorporated Process to enhancing dry strength of paper by treatment with vinylamine-containing polymers and acrylamide containing polymers
ES2549513T3 (es) * 2010-02-24 2015-10-28 Relypsa, Inc. Polivinilamina, polialilamina y polietilenimina reticuladas para uso como secuestradores de ácidos biliares
BR112013026135B1 (pt) 2011-04-14 2020-05-26 Solenis Technologies Cayman, L.P. Processo para produzir um polímero contendo vinilamina acilada e sua aplicação como um aditivo para fabricação de papel
AU2012299794B2 (en) 2011-08-25 2017-03-02 Solenis Technologies Cayman, L.P. Method for increasing the advantages of strength aids in the production of paper and paperboard
CN102701378A (zh) * 2012-06-14 2012-10-03 四川师范大学 一种水溶性有机两性共聚物絮凝剂及制备方法
US9644320B2 (en) 2013-09-09 2017-05-09 Basf Se High molecular weight and high cationic charge glyoxalated polyacrylamide copolymers and their methods of manufacture and use
CN106459318B (zh) 2014-04-16 2019-11-08 索理思科技公司 改性的含乙烯胺的聚合物及其在造纸中的用途
FI126468B (en) 2014-10-09 2016-12-30 Kemira Oyj POLYMER PRODUCT, METHOD FOR MANUFACTURE OF POLYMER AND USE OF POLYMER
WO2016096477A1 (de) 2014-12-16 2016-06-23 Basf Se Verfahren zur herstellung von papier und karton
US9783933B2 (en) 2015-04-10 2017-10-10 Solenis Technologies, L.P. Modified vinylamine-containing polymers and their use in papermaking
CA2990318C (en) 2015-06-25 2023-12-05 Kemira Oyj A method for producing a material with a network of at least two polymers, a product thereof and use of the product
US10280565B2 (en) 2016-02-26 2019-05-07 Ecolab Usa Inc. Drainage management in multi-ply papermaking
WO2018053118A1 (en) 2016-09-16 2018-03-22 Solenis Technologies, L.P. Increased drainage performance in papermaking systems using microfibrillated cellulose
US10618992B2 (en) * 2017-07-31 2020-04-14 Solenis Technologies, L.P. Hydrophobic vinylamine-containing polymer compositions and their use in papermaking applications
ES2984985T3 (es) 2017-10-18 2024-10-31 Solenis Technologies Cayman Lp Método para producir papel multicapa
MX2020004315A (es) 2017-10-18 2020-08-13 Solenis Technologies Cayman Lp Proceso para producir papel de capa unica o multicapa.
US12553189B2 (en) 2019-05-03 2026-02-17 First Quality Tissue, Llc Absorbent structures with high strength and low MD stretch
CN111732733B (zh) * 2020-07-17 2022-05-10 辽宁科隆精细化工股份有限公司 一种乙烯亚胺与聚醚双改性聚酰胺树状大分子化合物及其制备方法和应用
US12486619B2 (en) 2023-02-23 2025-12-02 Solenis Technologies, L.P. Membrane separation process for vinylamine-containing polymers
CN117700628B (zh) * 2024-01-08 2026-07-31 江苏富淼科技股份有限公司 一种阴离子水包水造纸助剂及其制备方法和应用

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2721140A (en) * 1952-09-19 1955-10-18 Hercules Powder Co Ltd Paper of high wet strength and process therefor
US3728215A (en) * 1971-03-12 1973-04-17 Hercules Inc Aminopalyamide{13 acrylamide{13 polyaldehyde resins employing an alpha, beta-unsaturated monobasic carboxylic acid or ester to make the aminopolyamide and their utility as wet and dry strengthening agents in papermaking
US4060570A (en) * 1976-05-10 1977-11-29 Thiokol Corporation Curable liquid polysulfide polymer based sealants
DE3128478A1 (de) * 1981-07-18 1983-02-03 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von linearen, basischen polymerisaten
DE3534273A1 (de) * 1985-09-26 1987-04-02 Basf Ag Verfahren zur herstellung von vinylamin-einheiten enthaltenden wasserloeslichen copolymerisaten und deren verwendung als nass- und trockenverfestigungsmittel fuer papier
CA1283748C (en) 1986-06-25 1991-04-30 Takaharu Itagaki Vinylamine copolymer, flocculating agent and paper strength increasingagent using the same, as well as process for producing the same
US5630907A (en) * 1992-12-07 1997-05-20 Basf Aktiengesellschaft Use of hydrolyzed copolymers of N-vinylcarboxamides and monoethylenically unsaturated carboxylic acids in papermaking
US5292441A (en) * 1993-01-12 1994-03-08 Betz Laboratories, Inc. Quaternized polyvinylamine water clarification agents
EP0743172B1 (en) * 1995-05-18 1999-08-04 Fort James Corporation Novel creping adhesive formulations, method of creping and creped fibrous web
DE19607674A1 (de) * 1996-02-29 1997-09-04 Basf Ag Verwendung von hydrolysierten Polymerisaten von N-Vinylcarbonsäureamiden als Mittel zur Erhöhung der Trockenfestigkeit von Papier, Pappe und Karton
US5994449A (en) * 1997-01-23 1999-11-30 Hercules Incorporated Resin compositions for making wet and dry strength paper and their use as creping adhesives
DE19713755A1 (de) * 1997-04-04 1998-10-08 Basf Ag Verfahren zur Herstellung von Papier, Pappe und Karton mit hoher Trockenfestigkeit
DE19815127A1 (de) 1998-04-03 1999-10-07 Basf Ag Mittel mit Copolymerisaten aus N-Vinylcarbonsäureamiden und Monomeren mit hydrophobem Rest, und Verwendung dieser Copolymerisate
JP2000143798A (ja) * 1998-09-08 2000-05-26 Nippon Shokubai Co Ltd 水膨潤性架橋重合体およびその製造方法
FR2791688B1 (fr) * 1999-03-29 2005-03-18 Snf Sa Nouveaux procedes de synthese d'agents floculants et coagulants de type polyvinylamine pva, nouveaux agents obtenus, et leurs utilisations et papiers ameliores ainsi obtenus.
DE19931720A1 (de) * 1999-07-08 2001-01-11 Basf Ag Hydrogel-formende Polymermischung
WO2001066607A1 (en) 2000-03-09 2001-09-13 Hisamitsu Pharmaceutical Co., Inc. Crosslinked anion-exchange resin or salt thereof and phosphorus adsorbent comprising the same
US20040059065A1 (en) * 2000-03-09 2004-03-25 Takeshi Goto Crosslinked anion-exchange resin or salt thereof
US6706821B1 (en) * 2000-07-18 2004-03-16 Fmc Corporation Michael addition products of amine terminated polyolefins and polyfunctional acrylates
US6667384B2 (en) * 2001-12-27 2003-12-23 Hercules Incorporated Methyl acrylate-diamine based polyamide resins and processes for producing the same
JP4047120B2 (ja) * 2002-09-25 2008-02-13 ハイモ株式会社 凝集剤及びその使用方法
JP2005171410A (ja) 2003-12-10 2005-06-30 Seiko Pmc Corp 紙及び製造方法
US20070261807A1 (en) * 2006-05-12 2007-11-15 Taggart Thomas E Use of polyvinylamine to improve oil and water sizing in cellulosic products

Also Published As

Publication number Publication date
MX2008014505A (es) 2008-12-09
KR20090029217A (ko) 2009-03-20
CN101472966A (zh) 2009-07-01
PT2021388E (pt) 2012-05-11
KR101434689B1 (ko) 2014-08-28
CN101472966B (zh) 2011-03-30
EP2021388B1 (en) 2012-03-21
JP5431922B2 (ja) 2014-03-05
ATE550361T1 (de) 2012-04-15
EP2021388A2 (en) 2009-02-11
ZA200810688B (en) 2010-03-31
MX298466B (es) 2012-04-23
US7902312B2 (en) 2011-03-08
US20080009596A1 (en) 2008-01-10
CA2652242A1 (en) 2007-11-29
ES2382574T3 (es) 2012-06-11
BRPI0712029A2 (pt) 2012-01-03
AU2007254145B2 (en) 2012-05-24
PL2021388T3 (pl) 2012-08-31
AU2007254145A1 (en) 2007-11-29
JP2009537704A (ja) 2009-10-29
BRPI0712029B1 (pt) 2018-12-11
WO2007136756A3 (en) 2008-01-17
WO2007136756A2 (en) 2007-11-29

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