EP0000221B1 - Anionische Papieroberflächenleimungsmittel. - Google Patents

Anionische Papieroberflächenleimungsmittel. Download PDF

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Publication number
EP0000221B1
EP0000221B1 EP78200042A EP78200042A EP0000221B1 EP 0000221 B1 EP0000221 B1 EP 0000221B1 EP 78200042 A EP78200042 A EP 78200042A EP 78200042 A EP78200042 A EP 78200042A EP 0000221 B1 EP0000221 B1 EP 0000221B1
Authority
EP
European Patent Office
Prior art keywords
paper
sizing
copolymers
sizing agents
surface sizing
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.)
Expired
Application number
EP78200042A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0000221A1 (de
Inventor
Karl Dr. Peterlein
Felix Dr. Schülde
Klaus M. Dr. Diedrich
Volker W. Kulisch
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.)
Huels AG
Original Assignee
Chemische Werke Huels AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chemische Werke Huels AG filed Critical Chemische Werke Huels AG
Publication of EP0000221A1 publication Critical patent/EP0000221A1/de
Application granted granted Critical
Publication of EP0000221B1 publication Critical patent/EP0000221B1/de
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20Macromolecular organic compounds
    • D21H17/33Synthetic macromolecular compounds
    • D21H17/34Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/41Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups
    • D21H17/42Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups anionic
    • D21H17/43Carboxyl groups or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • C08F8/30Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/10Copolymer characterised by the proportions of the comonomers expressed as molar percentages

Definitions

  • the invention relates to a process for the surface sizing of paper using statistical copolymers of maleic anhydride and dicyclopentadiene or of reaction products of these copolymers.
  • copolymers containing succinimide groups can be used for the paper surface sizing, and vinylogous compounds are used as comonomers in their production.
  • Dicyclopentadiene is mentioned as a possible vinyloge.
  • the copolymers described for paper sizing soluble they must be reacted with ammonia, alkali metal solutions or amines. Because of the imide groups contained, a large number of descendants arise.
  • copolymers of maleic anhydride and dicyclopentadiene which do not contain an imide structure - and thus save on a complex process in manufacture - are highly effective paper sizing agents which are equivalent or superior in their effectiveness to those described above and both on unsized and in the pre-sized paper have excellent sizing properties.
  • the use of such copolymers has hitherto not been known for paper sizing.
  • the invention therefore relates to anionic surface sizing agents based on aqueous solutions of random maleic anhydride copolymers, which are characterized in that they are prepared from maleic anhydride and dicyclopentadiene.
  • the statistical copolymers according to the invention are obtained in a manner known per se by polymerizing as a suspension or solution polymerization in aliphatic or aromatic hydrocarbons, such as, for. As toluene or xylene, in alcohols, such as. B. ethylene glycol or ethyl glycol, or in ethers such as. B. ethylene glycol dimethyl ether or dioxane at temperatures between 60 and 150 ° C, preferably between 70 and 90 ° C, in the presence of radical initiators.
  • Azo compounds, peroxides or hydroperoxides can serve as initiators, e.g. B. azobisisobutyronitrile, di-benzoyl peroxide or di-tert-butyl peroxide.
  • the initiators are preferably used in amounts of 2 to 6 percent by weight of the comonomers.
  • copolymers according to the invention which contain anhydride groups, water-soluble, they are converted into their salts with bases.
  • carboxyl groups need to be neutralized, since a degree of neutralization of 80%, based on the number of all carboxyl groups, is generally sufficient.
  • ammonium and / or mono-, di- or trialkylammonium with a total of up to 6 carbon atoms and alkali ions come into consideration as cations.
  • the copolymers according to the invention in the form of their reaction products with ammonia or primary aliphatic or aromatic amines, such as. B. ethylamine or aniline, or secondary amines, such as. As diethylamine, morpholine or pyrrolidine and / or aliphatic alcohols use.
  • reaction products also have excellent paper sizing properties.
  • the amount of the copolymers according to the invention required for paper sizing is between 0.01 and 3, preferably between 0.1 and 1 percent by weight, based on the weight of the paper.
  • copolymers used as paper sizing agents in the sense of the invention can be combined with anionic starches customary for paper sizing.
  • the glue liquors obtained in this way can be required if the usual additives are added.
  • the processing can take place according to the usual technologies in paper production.
  • Maleic anhydride and dicyclopentadiene are polymerized in toluene as a solvent and in the presence of benzoyl peroxide as an initiator in a molar ratio of 1: 1.
  • gaseous ammonia is introduced into the polymerization slurry obtained until the required. Nitrogen value is reached. After the solvent residues have been removed, a white powder with a softening point above 270 ° C. is obtained.
  • a state-of-the-art copolymer of maleic anhydride and styrene as a half amide is used as the reference substance.
  • Sizing agents I to II are combined with an anionic corn starch, which is commercially available under the name Amisol 5591® from Maizena, to form 10% glue liquors.
  • the solids ratio of sizing agent to starch is 1.5: 8.5.
  • These liquors are applied on a laboratory size press to unsized 80 g paper so that the amount of sizing agent applied is 0.6% of the paper weight.
  • the paper is dried in the size press at 140-160 ° C in approx. 5 seconds.
  • the size values obtained are shown in Table 1. The effectiveness of the sizing agents according to the invention is convincingly evident.
  • Example 2 Analogously to Example 1, the sizing agents I-II are formulated into liquor liquors and applied on a laboratory size press, with the difference that paper pre-sized with 0.8% resin size in the mass is used. The sizing values obtained are shown in Table 2. The advantage of the sizing agent 1 according to the invention over the comparison sizing agent II can be clearly seen.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Paper (AREA)
EP78200042A 1977-06-18 1978-06-14 Anionische Papieroberflächenleimungsmittel. Expired EP0000221B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2727510 1977-06-18
DE19772727510 DE2727510A1 (de) 1977-06-18 1977-06-18 Anionische papieroberflaechenleimungsmittel

Publications (2)

Publication Number Publication Date
EP0000221A1 EP0000221A1 (de) 1979-01-10
EP0000221B1 true EP0000221B1 (de) 1982-04-21

Family

ID=6011812

Family Applications (1)

Application Number Title Priority Date Filing Date
EP78200042A Expired EP0000221B1 (de) 1977-06-18 1978-06-14 Anionische Papieroberflächenleimungsmittel.

Country Status (10)

Country Link
US (1) US4200559A (it)
EP (1) EP0000221B1 (it)
JP (1) JPS546911A (it)
AT (1) AT364910B (it)
DE (2) DE2727510A1 (it)
DK (1) DK273178A (it)
ES (1) ES470820A1 (it)
FI (1) FI62876C (it)
IT (1) IT1096705B (it)
NO (1) NO150645C (it)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2905764A1 (de) * 1979-02-15 1980-08-28 Huels Chemische Werke Ag Hydroxylgruppenhaltige copolymerisate, verfahren zu ihrer herstellung und ihre verwendung als papierleimungsmittel
DE2939293A1 (de) * 1979-09-28 1981-04-09 Chemische Werke Hüls AG, 4370 Marl Copolymerisat aus maleinsaeureanhydrid, dicyclopentadien und vinylcyclohexen und dessen verwendung als anionisches papieroberflaechenleimungsmittel
DE3148456A1 (de) * 1981-12-08 1983-07-21 Basf Ag, 6700 Ludwigshafen Leimungsmittel fuer papier
JPS6052700A (ja) * 1983-09-01 1985-03-25 東ソー株式会社 紙コ−ト用組成物
US4767553A (en) * 1986-12-24 1988-08-30 Texaco Inc. Lubricating oil containing dispersant viscosity index improver
DE4133123A1 (de) * 1991-10-05 1993-04-08 Basf Ag Verwendung von copolymerisaten aus langkettigen olefinen und maleinsaeureanhydrid in form der halbamide mit morpholin als leimungsmittel fuer papier
US7041197B2 (en) * 2003-04-15 2006-05-09 Fort James Corporation Wet strength and softness enhancement of paper products

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2475731A (en) * 1944-10-27 1949-07-12 Bakelite Corp Copolymerization products of styrene and adduct modified glycolmaleate resins
US2608550A (en) * 1947-01-08 1952-08-26 Interchem Corp Reaction products of unsaturated dicarboxylic acid derivatives with cyclopentadiene polymers
US3188303A (en) * 1961-03-17 1965-06-08 Velsicol Chemical Corp Process and product relating to the reaction of dicyclopentadiene and alpha, beta di-and tri-carboxylic acids
DE1570538A1 (de) * 1965-02-05 1970-01-29 Hoechst Ag Verfahren zur Herstellung von hochmolekularen Terpolymeren
US3468823A (en) * 1965-06-14 1969-09-23 Monsanto Co Maleic interpolymer-starch-rosin sizes
JPS5113046B2 (it) * 1972-10-20 1976-04-24
JPS5325049B2 (it) * 1972-11-15 1978-07-25
US4115331A (en) * 1973-05-31 1978-09-19 Sanyo Chemical Industries, Ltd. Surface sizing compositions for paper
FR2335535A1 (fr) * 1975-12-16 1977-07-15 Borg Warner Copolymeres d'anhydride maleique et de dimeres de dienes conjugues cycliques et leur procede de preparation

Also Published As

Publication number Publication date
US4200559A (en) 1980-04-29
FI62876C (fi) 1983-03-10
AT364910B (de) 1981-11-25
ES470820A1 (es) 1979-01-16
NO782107L (no) 1978-12-19
JPS546911A (en) 1979-01-19
ATA436178A (de) 1981-04-15
DK273178A (da) 1978-12-19
DE2861751D1 (en) 1982-06-03
FI781927A (fi) 1978-12-19
IT1096705B (it) 1985-08-26
EP0000221A1 (de) 1979-01-10
DE2727510A1 (de) 1979-01-04
IT7824430A0 (it) 1978-06-12
FI62876B (fi) 1982-11-30
NO150645B (no) 1984-08-13
NO150645C (no) 1984-11-21

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