EP0918104A1 - Verfahren zur Papierherstellung und kationische Chemikalie - Google Patents

Verfahren zur Papierherstellung und kationische Chemikalie Download PDF

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Publication number
EP0918104A1
EP0918104A1 EP98660107A EP98660107A EP0918104A1 EP 0918104 A1 EP0918104 A1 EP 0918104A1 EP 98660107 A EP98660107 A EP 98660107A EP 98660107 A EP98660107 A EP 98660107A EP 0918104 A1 EP0918104 A1 EP 0918104A1
Authority
EP
European Patent Office
Prior art keywords
chemical
carbon atoms
paper
formula
saturated
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.)
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Application number
EP98660107A
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English (en)
French (fr)
Inventor
Osmo Eelis Olavi Hormi
Juha Pekka Koskela
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Ciba Specialty Chemicals Oy
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Arizona Chemical Oy
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Filing date
Publication date
Application filed by Arizona Chemical Oy filed Critical Arizona Chemical Oy
Publication of EP0918104A1 publication Critical patent/EP0918104A1/de
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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
    • 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
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic 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
    • D21H17/07—Nitrogen-containing compounds

Definitions

  • the invention relates to a process for making paper or a corresponding fiber product, which process comprises rendering hydrophobic the paper or corresponding fiber product.
  • the invention also relates to a cationic chemical which can be used as a hydrophobification chemical, for example as a stock size or a surface size or a fixative or a dispersing agent.
  • hydrophobic sizing of paper the paper is rendered water repellent, i.e. hydrophobic, and thereby the penetration of aqueous liquids into the paper is prevented or decelerated.
  • the hydrophobification can be carried out by hydrophobic stock sizing, in which a hydrophobification chemical is added to the water-containing fiber pulp suspension before web forming, or by hydrophobic surface sizing, in which a hydrophobification chemical is added to a preformed web.
  • auxiliary chemicals which include a chemical providing wet strength, i.e. a wet strength size, such as formaldehyde urea adduct and dimethylol melamine, and a fixative, such as polyaluminum chloride (PAC), which lowers the anionic quality of the pulp suspension by attaching to anionic surfaces.
  • a chemical providing wet strength i.e. a wet strength size, such as formaldehyde urea adduct and dimethylol melamine
  • PAC polyaluminum chloride
  • the object of the present invention is generally to provide a cationic chemical by the use of which as a hydrophobification chemical the drawbacks stated above are avoided and which can also be used, for example, as a surface size, a fixative or a dispersing agent. It is also an object of the invention to provide a process for rendering a fiber product hydrophobic by the use of such a cationic chemical.
  • the invention relates to a process for making paper or a corresponding fiber product, the process being characterized in that a cationic chemical is added to paper or a corresponding fiber product in order to render hydrophobic the paper or the corresponding fiber product, the cationic chemical having the formula where R 1 , R 2 and R 3 are the same or different and are each a saturated or unsaturated acyclic, cyclic or aromatic hydrocarbon containing 1-41 carbon atoms, R 4 is a saturated or unsaturated acyclic, cyclic or aromatic hydrocarbon containing 1-41 carbon atoms and at least one oxygen atom, and X - is an anion.
  • the invention relates to a cationic chemical for rendering paper or a corresponding fiber product hydrophobic, the chemical being characterized in that it contains a component derived from a compound having an OH group and a quaternary ammonium salt component, and that it has the formula I presented above, and that it has an ability to attach to anionic surfaces.
  • hydrocarbon groups R 1 -R 4 When the hydrocarbon groups R 1 -R 4 are unsaturated, they may contain one or more double bonds.
  • the hydrocarbon groups R 1 -R 4 may be derived from fatty acids. Examples of such suitable fatty acids include stearic acid, palmitic acid, linoleic acid, oleic acid, montanic acid, pinoleic acid, and tallow fatty acid.
  • the hydrocarbon groups R 1 -R 4 may also be derived from resin acid or disproportionated resin, which contain fused ring structures.
  • the oxygen atom in group R 4 may, for example, be part of a chain (e.g. an ether or ester) or part of a cyclic structure (e.g. a cyclic ether) or it may be a hydroxyl substituent.
  • One advantageous compound group is made up of compounds according to Formula I, where R 4 is a glycidyl group.
  • R 1 , R 2 , R 3 and X - stand for the same as in Formula I
  • A is a hydrocarbon which contains 1-6 carbon atoms and may contain one or more oxygen atoms
  • B is a saturated or unsaturated acyclic, cyclic or aromatic hydrocarbon which contains 1-41 carbon atoms.
  • B may be derived from an alcohol, such as polyol (such as Penta E or starch).
  • a third advantageous group of compounds is made up of compounds having the formula where R 1 , R 2 , R 3 , X - and A stand for the same as in Formulae I and II, and R is a saturated or unsaturated acyclic, cyclic or aromatic hydrocarbon which contains 1-41 carbon atoms. R may be derived from carboxylic acid.
  • X - is preferably a halogen, but it may also be some other anionic component.
  • R 1 -R 3 are hydrocarbon groups containing 7-20 carbon atoms and the third is an alkyl group containing 1-6 carbon atoms, such as a methyl group, R 4 is propylene oxide, and X - is a halogen.
  • one of groups R 1 -R 3 is a hydrocarbon group containing 7-20 carbon atoms and the other two groups are alkyl groups containing 1-6 carbon atoms, such as methyl groups, R 4 is propylene oxide, and X - is a halogen.
  • groups R 3 and B are hydrocarbon groups containing 7-41 carbon atoms
  • groups R 1 and R 2 are alkyl groups containing 1-6 carbon atoms, such as methyl groups
  • A is hydroxypropyl
  • X - is a halogen.
  • groups R 3 and R are hydrocarbon groups containing 7-41 carbon atoms
  • groups R 1 and R 1 are alkyl groups containing 1-6 carbon atoms, such as methyl groups
  • A is hydroxypropyl
  • X - is a halogen.
  • the said cationic chemicals are added as a stock size to an aqueous fiber pulp suspension which possibly contains a filler, in which case possibly a retention agent is also added to the fiber pulp suspension.
  • the filler may be, for example, calcium carbonate.
  • the said cationic chemicals may also be used as a surface size, in which case they are applied to the web by means of a size press.
  • the stock size used may be a known stock size, such as ASA or AKD.
  • the process according to the invention may additionally comprise a maturation treatment at an elevated temperature, the maturation temperature being preferably approx. 110-140 °C and the maturation period being preferably approx. 1-120 min.
  • the said cationic chemicals are added typically approx. 0.01-2 % by weight, preferably approx. 0.3-0.6 % by weight, calculated from the dry matter of the fiber.
  • auxiliary chemicals which chemically bond the chemical to the fiber.
  • auxiliary chemicals include wet strength sizes, such as formaldehyde urea adduct and dimethylol melamine, and other chemicals generally known to persons skilled in the art.
  • the process according to the invention is suitable for rendering hydrophobic not only paper but also other corresponding fiber products, such as board.
  • R 4 is a glycidyl group
  • R 4 is a glycidyl group
  • R 4 is a glycidyl group
  • This reaction can be carried out in NTP conditions.
  • the compound according Formula I may also be prepared by any other method commonly known by persons skilled in the art.
  • the compounds according to Formula II can be prepared by reacting an alcohol having the formula B-OH where B stands for the same as above, with a 2,3-epoxypropyl ammonium halide having the formula where R 1 , R 2 , R 3 and X - stand for the same as above.
  • the compounds according to Formula III may be prepared by reacting a carboxylic acid having the formula where R stands for the same as above, with a 2,3-epoxypropyl ammonium halide according to Formula V.
  • the compound according to Formula V used as the initial substance, may be prepared by reacting a glycidyl halide with an amine R 2 R 3 NR 1 , whereupon the desired product is obtained with a high yield. This reaction can be carried out in NTP conditions.
  • the compound according to Formula V may also be prepared by any other method commonly known by persons skilled in the art.
  • the Cobb number i.e. the water absorbency of paper
  • the Cobb method is described in greater detail in standard SCAN-P12:64.
  • a cationization reagent which contains one long hydrocarbon chain is prepared.
  • the initial substances used are epibromohydrin and dodecyldimethylamine.
  • the reaction is carried out, for example, according to the method stated in BE patent 671 687.
  • the epoxide content obtained for the product is approx. 90 %.
  • the reaction is carried out in accordance with Example 1 by using dimethyl tallow amine as the amine.
  • the epoxide content obtained for the product is approx. 80 %.
  • the reaction is carried out in accordance with Example 2 by using epichlorohydrin as the source of epoxide.
  • the epoxide content obtained for the product is approx. 80 %.
  • a cationization reagent which contains two long hydrocarbon chains is prepared.
  • the initial substances used are epibromohydrin and di-tallow fat methylamine.
  • the reaction is carried out, for example, according to the method stated in BE patent 671 687.
  • the epoxide content obtained for the product is approx. 80 %.
  • the reaction is carried out in accordance with Example 4 by using epichlorohydrin as the source of epoxide.
  • the epoxide content obtained for the product is approx. 80 %.
  • 50 g is weighed of a mixture of stearic acid and palmitic acid, which is a commercial product (palmitic acid approx. 60 % and stearic acid approx. 40 %).
  • the reaction is carried out in accordance with Example 6 by using as the acid a fatty acid which is typically made up of oleic acid, linoleic acid, pinoleic acid, palmitic acid and stearic acid.
  • the analysis of the reaction product was carried out by using, for example, FT-IR, which yielded 1695.0/1720.6 as the numeric value of the acid/ester signal peaks.
  • the reaction is carried out in accordance with Example 6 by using as the acid a resin acid or a disproportionated resin, which is typically made up of abietic acid, levopimaric acid, palustric acid, dehydroabietic acid, dihydroabietic acid, tetrahydroabietic acid, pimaric acid and isopimaric acid.
  • the analysis of the reaction product was carried out by using, for example, FT-IR, which yielded 1707.3/1738.3 as the numeric value of the acid/ester signal peaks.
  • a cationization reagent which contains one long hydrocarbon chain is prepared.
  • the initial substances used are epibromohydrin and dodecyldimethylamine.
  • the reaction is carried out, for example, according to the method stated in BE patent 671 687.
  • the epoxide content obtained for the product is approx. 90 %.
  • a water-soluble chemical which contains two long hydrocarbon chains is prepared in accordance with Example 6.
  • the analysis of the reaction product was carried out by using, for example, FT-IR, which yielded 1708.9/1736.6 as the numeric value of the acid/ester signal peaks.
  • the reaction is carried out in accordance with Example 6, by using montan wax as the acid.
  • the analysis of the reaction product was carried out by using, for example, FT-IR, which yielded 1708.9/1737.3 as the numeric value of the acid/ester signal peaks.
  • the first step of the reaction is carried out in accordance with Example 9, by using dimethyl tallow amine as the amine.
  • the epoxide content obtained for the product is ⁇ 80 %.
  • the second step of the reaction is carried out in accordance with Example 6.
  • the analysis of the reaction product was carried out by using, for example, FT-IR, which yielded 1708.9/1736.6 as the numeric value of the acid/ester signal peaks.
  • the first step of the reaction is carried out in accordance with Example 7 by using di-tallow fat methylamine as the amine.
  • the epoxide content obtained for the product is ⁇ 80 %.
  • the second step is carried out, for example, in accordance with the method stated in US patent 2 516 633, by using barley starch as the starch.
  • the analysis of the reaction product was carried out, for example, by a total nitrogen determination, which yielded 0.1 as the DS (degree of substitution) value.
  • a 2.5 per cent aqueous solution of the product according to Example 4 was tested as a surface size in paper which contained pine pulp 30 % and birch pulp 70 % and to which there had been added PCC (precipitated calcium carbonate) 20 %. Both ASA and AKD were used as stock size.
  • Example 12 A 2.5 per cent aqueous dispersion of the product according to Example 12 was tested as a surface size in paper which had been made from 100 % chemical pine pulp.
  • the reference used was a commercial SMA (styreic maleic anhydride) surface size. The results are shown in Table 2. Chemical used Maturation period (min) Maturation temperature (°C) Cobb 60 number SMA 2.5 115 22 Chemical of Example 12 2.5 115 22
  • the chemicals according to the invention shown in the following Table 5, were prepared in a manner corresponding to that in Example 6, by using stearic acid, abietic acid, oleic acid and resin acid.
  • Cobb 60 s, g/m 2 means, before and after maturation (1 h, 125-128 °C), when a chemical according to the invention is used alone or together with a known wet strength size, or when a known wet strength size is used alone as a reference chemical.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Paper (AREA)
EP98660107A 1997-11-19 1998-10-20 Verfahren zur Papierherstellung und kationische Chemikalie Withdrawn EP0918104A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FI974281A FI103353B (fi) 1997-11-19 1997-11-19 Menetelmä paperin valmistamiseksi ja kationinen kemikaali
FI974281 1997-11-19
CA002265432A CA2265432A1 (en) 1997-11-19 1999-03-16 A papermaking process and a cationic chemical

Publications (1)

Publication Number Publication Date
EP0918104A1 true EP0918104A1 (de) 1999-05-26

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EP98660107A Withdrawn EP0918104A1 (de) 1997-11-19 1998-10-20 Verfahren zur Papierherstellung und kationische Chemikalie

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EP (1) EP0918104A1 (de)
JP (1) JPH11217791A (de)
CA (1) CA2265432A1 (de)
FI (1) FI103353B (de)
ID (1) ID21292A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7214728B2 (en) * 1999-07-09 2007-05-08 Ciba Specialty Chemicals Corporation Method of making a surface size composition

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3521422B2 (ja) * 2000-06-09 2004-04-19 日本製紙株式会社 紙用柔軟剤及びそれを含有する印刷用紙

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3872138A (en) * 1971-11-09 1975-03-18 Kao Corp Process for the preparation of quaternary ammonium salts
JPS6452877A (en) * 1987-08-25 1989-02-28 Sanwa Shoji Co Ltd Production of size for fiber
JPH0219600A (ja) * 1988-07-06 1990-01-23 Daiso Co Ltd 帯電防止能を有する紙の製造方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3872138A (en) * 1971-11-09 1975-03-18 Kao Corp Process for the preparation of quaternary ammonium salts
JPS6452877A (en) * 1987-08-25 1989-02-28 Sanwa Shoji Co Ltd Production of size for fiber
JPH0219600A (ja) * 1988-07-06 1990-01-23 Daiso Co Ltd 帯電防止能を有する紙の製造方法

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 8914, Derwent World Patents Index; Class A11, AN 89-104959, XP002094838 *
DATABASE WPI Section Ch Week 9009, Derwent World Patents Index; Class A82, AN 90-064785, XP002094837 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7214728B2 (en) * 1999-07-09 2007-05-08 Ciba Specialty Chemicals Corporation Method of making a surface size composition

Also Published As

Publication number Publication date
CA2265432A1 (en) 2000-09-16
FI103353B1 (fi) 1999-06-15
ID21292A (id) 1999-05-20
FI103353B (fi) 1999-06-15
FI974281A0 (fi) 1997-11-19
JPH11217791A (ja) 1999-08-10

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