EP0000221B1 - Anionische Papieroberflächenleimungsmittel. - Google Patents
Anionische Papieroberflächenleimungsmittel. Download PDFInfo
- 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
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
- D21H17/34—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
- D21H17/42—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups anionic
- D21H17/43—Carboxyl groups or derivatives 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
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
-
- 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
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/10—Copolymer 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)
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)
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)
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 |
-
1977
- 1977-06-18 DE DE19772727510 patent/DE2727510A1/de not_active Withdrawn
-
1978
- 1978-06-12 IT IT24430/78A patent/IT1096705B/it active
- 1978-06-14 DE DE7878200042T patent/DE2861751D1/de not_active Expired
- 1978-06-14 EP EP78200042A patent/EP0000221B1/de not_active Expired
- 1978-06-15 ES ES470820A patent/ES470820A1/es not_active Expired
- 1978-06-15 AT AT0436178A patent/AT364910B/de not_active IP Right Cessation
- 1978-06-16 DK DK273178A patent/DK273178A/da not_active Application Discontinuation
- 1978-06-16 US US05/916,124 patent/US4200559A/en not_active Expired - Lifetime
- 1978-06-16 JP JP7226378A patent/JPS546911A/ja active Pending
- 1978-06-16 FI FI781927A patent/FI62876C/fi not_active IP Right Cessation
- 1978-06-16 NO NO782107A patent/NO150645C/no unknown
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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