EP0320512A1 - Procede de production de papier - Google Patents

Procede de production de papier Download PDF

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Publication number
EP0320512A1
EP0320512A1 EP86906454A EP86906454A EP0320512A1 EP 0320512 A1 EP0320512 A1 EP 0320512A1 EP 86906454 A EP86906454 A EP 86906454A EP 86906454 A EP86906454 A EP 86906454A EP 0320512 A1 EP0320512 A1 EP 0320512A1
Authority
EP
European Patent Office
Prior art keywords
paper
acrylamide
mole
neutral
diallylamine
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
Application number
EP86906454A
Other languages
German (de)
English (en)
Other versions
EP0320512B1 (fr
EP0320512A4 (fr
Inventor
Shigenao Kawakami
Nobuyuki Matsuda
Hiroshi Horiuchi
Norio Kondo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
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Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Publication of EP0320512A4 publication Critical patent/EP0320512A4/fr
Publication of EP0320512A1 publication Critical patent/EP0320512A1/fr
Application granted granted Critical
Publication of EP0320512B1 publication Critical patent/EP0320512B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • 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

Definitions

  • This invention relates to a process for making paper. More particularly, it relates to a process for making paper which comprises forming a sheet from a pulp slurry containing a neutral sizing agent and optionally a filler using a specific cationic polymer as a paper quality improver.
  • the neutral or alkaline papermaking process has advantages such as (1) a smaller energy for beating is used; (2) corrosion of machine is less; (3) the white water system can be closed; (4) selection of fillers is not restricted and cheap calcium carbonate can be used; (5) deterioration of paper with time is less; (6) printability of paper is good, and the like.
  • the neutral or alkaline papermaking process has drawbacks such as (1) expensive neutral sizing agents such as alkylketene dimers, alkenylsuccinic anhydrides, etc. must be used instead of cheap rosin sizing agents, and further, such agents are poor in anchoring onto the pulp; (2) fillers are poor in anchoring onto the pulp; (3) when the amount of calcium carbonate is increased, the strength of paper is lowered; and the like.
  • expensive neutral sizing agents such as alkylketene dimers, alkenylsuccinic anhydrides, etc. must be used instead of cheap rosin sizing agents, and further, such agents are poor in anchoring onto the pulp; (2) fillers are poor in anchoring onto the pulp; (3) when the amount of calcium carbonate is increased, the strength of paper is lowered; and the like.
  • copolymer comprising predominantly (meth)acrylamide and a quaternary product of dimethylaminoethyl(meth)acrylamide, but it is still poor in the paper strength reinforcing effect, and the sizing agent is poor in anchoring effect.
  • copolymer comprising predominantly (meth)acrylamide and a quaternary product of dimethylaminopropyl(meth)acrylamide, but it is still poor in the paper strength reinforcing effect like the above polymer, and the sizing agent is poor in anchoring effect and hence good sizing effect can not be achieved.
  • Japanese Patent Second Publication (Kokoku) No. 12521/1972 it is disclosed in Japanese Patent Second Publication (Kokoku) No. 12521/1972 to use a polymer having a partial quaternary group which is produced by copolymerizing diallylamine and a copolymerizable vinyl monomer [e.g. (meth)acrylamide], followed by modifying with a'n agent for converting into quaternary group.
  • a polymer is particularly insufficient in anchoring of the sizing agent and hence can not give good sizing effect, while the paper strength reinforcing effect is improved.
  • the present inventors have intensively studied on an improved process for making a paper having sufficient sizing effect and excellent paper strength owing to the excellent yielding effect of each additives in the papermaking process particularly under neutral or alkaline condition, by using a neutral sizing agent and optionally filler, and the present invention has been accomplished.
  • this invention provides a process for papermaking which comprises forming a sheet at pH 6 to 10 in the presence of a neutral sizing agent and optionally a filler using as a paper quality improver a cationic polymer which is prepared by copolymerizing (a) an acrylamide compound of the formula: wherein R 1 is hydrogen atom or methyl group, and (b) an inorganic or organic acid salt of a diallylamine compound of the formula: wherein R 2 is hydrogen atom or methyl group, R 3 is hydrogen atom or an alkyl having 1 to 6 carbon atoms, in the presence or absence of (c) a vinyl monomer copolymerizable with said acrylamide compound and/or said diallylamine compound salt.
  • the acrylamide compound used as the component (a) in this invention is acrylamide or methacrylamide.
  • the diallylamines as the component (b) include.-for example, diallylamine, diallylmethylamine, diallylethyl- amine, diallylbutylamine, etc., and these are used in the form of a salt with an inorganic acid (e.g. hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, etc.) and an organic acid (e.g. formic acid, acetic acid, propionic acid, etc.).
  • an inorganic acid e.g. hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, etc.
  • an organic acid e.g. formic acid, acetic acid, propionic acid, etc.
  • the diallylamine salts are most preferable.
  • the component (c) which is optionally used in this invention includes any nonionic, cationic or anionic vinyl monomers which are copolymerizable with the component (a) and/or the component (b).
  • the nonionic monomer are methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, acrylonitrile, methacrylonitrile, styrene, hydroxyethyl acrylate, hydroxyethyl methacrylate, vinyl acetate, and the like.
  • Examples of the cationic monomer are dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, diethylaminoethyl acrylate, diethylaminoethyl methacrylate, dimethylaminopropylacrylamide, dimethylaminopropylmethacryl- amide, and the like, or the quaternary derivatives of these compounds, diallyldimethylammonium chloride, vinylpyridine, vinylpyrrolidone, and the like.
  • anionic monomer examples include acrylic acid, methacrylic acid, vinylsulfonic acid, maleic acid, and the like.
  • the ratio of the components (a), (b) and (c) used in the copolymerization of this invention is preferably the component (a): 40 to 99 % by mole, more preferably 50 to 97 % by mole, the component (b): 1 to 60 % by mole, more preferably 3 to 50 % by mole, and the component (c) can be used in any amount unless the effect of this invention is inhibited but may be restricted by the water solubility and ionic properties thereof. In case of a nonionic monomer, it should be used within such an amount that the produced polymer does not lose its water solubility.
  • a cationic monomer it is used in an amount of not more than 40 % by mole, preferably not more than 30 % by mole.
  • an anionic monomer it is used in the range of less than the amount of the component (b).
  • the effect of this invention can not sufficiently be achieved, and when the component (c) is used in an amount of over 40 % by mole, it is the same.
  • the production of the copolymer in this invention can be carried out by a known process, and the polymerization manner is not specified, but it is preferably done by reacting in water or a mixed solvent of water and a water soluble solvent in the presence of a polymerization initiator.
  • the polymerization initiator includes any conven- _ tional initiators, for example, persulfates (e.g. ammonium persulfate, potassium persulfate, etc.), azo compounds ( e .g. 2,2'-diamidinyl-2,2'-azopropane dihydrochloride, azobisisobutyronitrile, etc.), peroxides (e.g. di-t-butyl peroxide, cumene hydroperoxide, hydrogen peroxide, etc.), and the like.
  • Redox initiators such as potassium persulfate and sodium bisulfide, or a combination with tertiary amines.
  • the polymerization is usually carried out at 10 to 1 00 ° C, preferably 40 to 80°C, for 1 to 10 hours.
  • the polymerization may be done in the presence of oxygen, but preferably done under an atmosphere of innert gas such as nitrogen gas.
  • the component (a), component (b) and optional component (c) may wholly be charged at one time and then subjected to the polymerization, or alternatively, a part or whole of a certain component may be charged after initiation of the polymerization of other components, and the component may be added continuously or partially.
  • the cationic polymer thus prepared is used as a paper quality improver, and the amount thereof depends on the kinds of paper, desired degree of sizing, the desired strength of paper, and the like, but is usually used in an amount of 0.01 to 2 by weight, preferably 0.05 to 1 % by weight, when calculated as solid polymer based on the weight of the paper in dry state.
  • the cationic polymer used in this invention may be used alone or in combinations with other ingredients (e.g. sizing anchoring agent, yield improver, etc.).
  • the filler used optionally in this invention includes, for example, calcium carbonate, kaolin, clay, talc, Ti0 2 , satin white, and the like.
  • the neutral sizing agent used in this invention includes, for example, alkylketene dimers, alkenylsuccinic anhydride, isocyanate aziridine derivatives, carbonyl derivatives, fatty acid anhydrides, and the like.
  • the sheet forming is carried out by using the above cationic polymer, neutral sizing agent and optionally filler at pH 6 to 10.
  • the process is not specified but includes any conventional processes.
  • a filler and a sizing agent are both added to an aqueous suspension of pulp fibers and the mixture is subjected to the sheet forming.
  • the order of addition of additives is not specified.
  • the cationic polymer of this invention may be used alone or in combinations with other ingredients (e.g. sizing anchoring agent, yield improvers, etc.).
  • a 50 % aqueous solution of diallylamine hydrochloride (42.8 g, 0.16 mole), a 50 % aqueous solution of acrylamide (34.1 g, 0.24 mole), isopropyl alcohol (7.7 g) and deionized water (171.6 g) were charged into a reactor provided with a stirrer, and the mixture was regulated to pH 7.0 with a slight amount of 28 % aqueous sodium hydroxide.
  • the reactor was purged with nitrogen gas to remove oxygen within the vessel, and thereafter, ammonium persulfate (0.12 g) was'added thereto at 55°C, and the mixture was reacted at 55°C for 6 hours.
  • ammonium persulfate (0.12 g) was'added thereto at 55°C, and the mixture was reacted at 55°C for 6 hours.
  • the product had a polymer content of 15 %, pH 4.3, and Brookfield viscosity (25°C) of 65 ps.
  • a 50 aqueous solution of diallylamine hydrochloride (10.7 g, 0.04 mole) and deionized water (144.1 g) were charged into a reactor provided with a stirrer, and the mixture was regulated to pH 7.0 with a slight amount of 28 % aqueous sodium hydroxide.
  • the reactor was purged with nitrogen gas to remove oxygen within the vessel, and thereafter, ammonium persulfate (0.28 g) was added thereto at 70°C. With keeping the inner temperature at 70°C, a 50 % acrylamide (51.2 g, 0.36 mole) was added to the reaction system over a period of 2 hours. Thereafter, the mixture was reacted at 70°C for 2 hours. By quantitative determination of unreacted monomer, it was confirmed that the degree of reaction was 99 % or more.
  • the product had a polymer content of 15 %, pH 3.5, and Brookfield viscosity (25°C) of 50 ps.
  • a 98 % diallylmethylamine hydrochloride (3.8 g, 0.025 mole) and deionized water (97.6 g) were charged into a reactor provided with a stirrer, and the mixture was regulated to pH 7.0.
  • the reactor was purged with nitrogen gas to remove oxygen within the vessel, and thereafter, ammonium persulfate (0.1 g) was added thereto at 70°C.
  • a 50 % aqueous solution of acrylamide (32.0 g, 0.225 mole) was added to the reaction system over a_period of 2 hours. Thereafter, the mixture was reacted at 70°C for 2 hours.
  • the degree of reaction was 99 % or more.
  • the product had a polymer content of 15 %, pH 3.9, and Brookfield viscosity (25°C) of 55 ps.
  • a 50 aqueous solution of diallylamine hydrochloride (10.7 g, 0.04 mole) and deionized water (141.8 g) were charged into a reactor provided with a stirrer, and the mixture was regulated to pH 6.8 with a slight amount of 28 % aqueous sodium hydroxide.
  • the reactor was purged with nitrogen gas to remove oxygen within the vessel, and thereafter, 2,2'-diamidinyl-2,2'-azopropane dihydrochloride (0.27 g) was added thereto at 70°C.
  • the product had a polymer content of 15 %, pH 3.4, and Brookfield viscosity (25°C) of 43 ps.
  • a 15 % aqueous solution of acrylamide was reacted with ammonium persulfate (0.5 % by weight per weight of acrylamide), where the degree of polymerization was controlled by using isopropyl alcohol to give an aqueous solution of polyarylamide having pH 3.4 and a viscosity of 114 ps.
  • the aqueous solution of polymer was regulated to the desired pH and concentration with aqueous sodium carbonate solution and deionized water to give an aqueous solution of polymer having a polymer content of 15 %, pH 3.2 and Brookfield viscosity (25°C) of 25 ps.
  • a 50 % aqueous solution of acrylamide (48.3 g, 0.34 mole), dimethylaminoethyl methacrylate which was converted into quaternary compound with methyl chloride (12.5 g, 0.06 mole), deionized water (176.0 g), and isopropyl alcohol (7.3 g) were charged into a reactor provided with a stirrer, and the reactor was purged well with nitrogen gas. Ammonium persulfate (0.21 g) was added thereto at 60°C, and thereafter, the mixture was reacted at 60°C for 4 hours. It was confirmed that the degree of reaction was 99 % or more.
  • the product had a polymer content of 15 %, pH 3.2, and Brookfield viscosity (25°C) of 37 ps.
  • a 50 % aqueous solution of acrylamide (51.2 g, 0.36 mole), dimethylaminopropyl methacrylate which was converted into quaternary compound with methyl chloride (8.83 g, 0.04 mole), deionized water (162.6 g), and isopropyl alcohol (6.9 g) were charged into a reactor provided with a stirrer, and the reactor was purged well with nitrogen gas. Ammonium persulfate (0.19 g) was added thereto at 60°C, and thereafter, the mixture was reacted at 60°C for 4 hours. The degree of reaction was 99 % or more.
  • the product had a polymer content of 15 %, pH 4.7, and Brookfield viscosity (25°C) of 42 ps.
  • a 70 % diallyldimethylammonium chloride (5.8 g, 0.025 mole) and deionized water (95.7 g) were charged into a reactor provided with a stirrer, and the the mixture was regulated to pH 7.0 with a slight amount of 28 % aqueous sodium hydroxide solution. Thereafter, the reactor was purged with nitrogen gas to remove oxygen within the vessel, and then ammonium persulfate (0.10 g) was added thereto at 70°C. Thereafter, with keeping the inner temperature at 70°C, a 50 % acrylamide (32.0 g, 0.225 mole) was added over a period of 2 hours. Thereafter, the mixture was reacted at 70°C for 2 hours. By quantitative determination of unreacted monomer, it was confirmed that the degree of reaction was 99 % or more.
  • the product had a polymer content of 15 %, pH 3.9, and Brookfield viscosity (25°C) of 46 ps.
  • the sheet forming was carried out by using the cationic polymers as prepared in Preparations and Reference Preparations as an agent for neutral papermaking.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paper (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Procédé de production de papier à partir d'une boue de pulpe contenant un agent d'encollage neutre et, si nécessaire, un agent de remplissage et contenant en tant qu'agent améliorant la qualité du papier un polymère cationique préparé par copolymèrisation d'un composé d'acrylamide représenteé par CH2=C(R1)CONH2 (où R1 représente H ou méthyle) et un sel organique ou inorganique d'un composé de diallylamine représenté par (CH2=C(R2)CH2)2N-R3 (où R2 représente H ou méthyle et R3 représente H ou un alkyle comportant de 1 à 6 C, en présence ou en l'absence d'un monomère de vinyle copolymérisable avec le composé acrylamide et/ou le sel d'un composé de diallylamine. L'agent améliorant la qualité du papier permet d'améliorer l'efficacité des additifs lors de la production de papier dans des conditions alcalines et donc d'obtenir un papier présentant une bonne aptitude au collage et une plus grande résistance.
EP19860906454 1985-04-30 1986-10-31 Procede de production de papier Expired - Lifetime EP0320512B1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP9439785A JPH0615757B2 (ja) 1985-04-30 1985-04-30 紙の製造方法

Publications (3)

Publication Number Publication Date
EP0320512A4 EP0320512A4 (fr) 1989-04-27
EP0320512A1 true EP0320512A1 (fr) 1989-06-21
EP0320512B1 EP0320512B1 (fr) 1991-04-17

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EP19860906454 Expired - Lifetime EP0320512B1 (fr) 1985-04-30 1986-10-31 Procede de production de papier

Country Status (5)

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EP (1) EP0320512B1 (fr)
JP (1) JPH0615757B2 (fr)
AU (1) AU590361B2 (fr)
FI (1) FI90365C (fr)
WO (1) WO1988003194A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0414496A1 (fr) * 1989-08-23 1991-02-27 Nalco Chemical Company Méthode et pâte pour améliorer la rétention des poudres et des agents de remplissage du papier
WO1997010387A1 (fr) * 1995-09-11 1997-03-20 Hercules Incorporated Activateur polymerique pour le collage du papier, compositions, papier colle et procede d'utilisation
US5750781A (en) * 1994-06-20 1998-05-12 Sumitomo Chemical Company, Limited Process for preparing an aqueous copolymer solution
EP2199463A1 (fr) * 2007-10-12 2010-06-23 Kao Corporation Agent de traitement de surface pour papier
CN102391419A (zh) * 2011-07-29 2012-03-28 陕西科技大学 一种自交联反应型乳化剂核壳表面施胶剂及其制备方法
RU2466148C1 (ru) * 2011-05-03 2012-11-10 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Кабардино-Балкарский государственный университет им. Х.М. Бербекова" Сополимер на основе n,n-диаллиламиноэтановой кислоты и винилацетата

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2615681B2 (ja) * 1986-10-31 1997-06-04 住友化学工業株式会社 水溶性共重合体の製造方法
JP2661120B2 (ja) * 1987-04-20 1997-10-08 住友化学工業株式会社 被記録材
JP2660263B2 (ja) * 1988-07-27 1997-10-08 ダイヤフロツク株式会社 抄紙方法
JP4501386B2 (ja) * 2003-09-18 2010-07-14 星光Ｐｍｃ株式会社 汚れ防止剤及び汚れ防止方法
JP5609253B2 (ja) * 2010-05-13 2014-10-22 星光Pmc株式会社 板紙の製造方法
JP5691425B2 (ja) * 2010-11-17 2015-04-01 星光Pmc株式会社 紙の製造方法
JP2012214924A (ja) * 2011-03-31 2012-11-08 Arakawa Chem Ind Co Ltd 紙の製造方法
JP5783459B2 (ja) * 2011-10-24 2015-09-24 荒川化学工業株式会社 紙の製造方法
JP2016056455A (ja) * 2013-01-25 2016-04-21 星光Pmc株式会社 板紙の製造方法
US10006171B2 (en) * 2016-04-25 2018-06-26 Ecolab Usa Inc. Methods and compositions for enhancing sizing in papermaking process

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2393011A1 (fr) * 1977-05-31 1978-12-29 Sumitomo Chemical Co Procede de production de polyelectrolytes amphoteres, utiles notamment comme additifs pour le papier, et nouveaux produits ainsi obtenus

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU8039982A (en) * 1981-02-17 1982-08-26 Calgon Corporation Reducing deposition of resins in paper production

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2393011A1 (fr) * 1977-05-31 1978-12-29 Sumitomo Chemical Co Procede de production de polyelectrolytes amphoteres, utiles notamment comme additifs pour le papier, et nouveaux produits ainsi obtenus

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 77, no. 22, 27th November 1972, page 122, abstract no. 154203v, Columbus, Ohio, US; & JP-A-72 12 521 (HAMANO DYE WORKS CO. LTD) 18-04-1972 *
See also references of WO8803194A1 *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0414496A1 (fr) * 1989-08-23 1991-02-27 Nalco Chemical Company Méthode et pâte pour améliorer la rétention des poudres et des agents de remplissage du papier
US5750781A (en) * 1994-06-20 1998-05-12 Sumitomo Chemical Company, Limited Process for preparing an aqueous copolymer solution
WO1997010387A1 (fr) * 1995-09-11 1997-03-20 Hercules Incorporated Activateur polymerique pour le collage du papier, compositions, papier colle et procede d'utilisation
US5853542A (en) * 1995-09-11 1998-12-29 Hercules Incorporated Method of sizing paper using a sizing agent and a polymeric enhancer and paper produced thereof
EP2199463A1 (fr) * 2007-10-12 2010-06-23 Kao Corporation Agent de traitement de surface pour papier
EP2199463A4 (fr) * 2007-10-12 2012-10-17 Kao Corp Agent de traitement de surface pour papier
RU2466148C1 (ru) * 2011-05-03 2012-11-10 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Кабардино-Балкарский государственный университет им. Х.М. Бербекова" Сополимер на основе n,n-диаллиламиноэтановой кислоты и винилацетата
CN102391419A (zh) * 2011-07-29 2012-03-28 陕西科技大学 一种自交联反应型乳化剂核壳表面施胶剂及其制备方法

Also Published As

Publication number Publication date
FI883122A (fi) 1988-06-30
FI90365B (fi) 1993-10-15
WO1988003194A1 (fr) 1988-05-05
JPH0615757B2 (ja) 1994-03-02
JPS61252398A (ja) 1986-11-10
AU590361B2 (en) 1989-11-02
EP0320512B1 (fr) 1991-04-17
FI883122A0 (fi) 1988-06-30
AU6593886A (en) 1988-05-25
EP0320512A4 (fr) 1989-04-27
FI90365C (fi) 1994-01-25

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