EP0629741B1 - Utilisation de papier fin collé de multimères d'alkyle cétène pour des operations de transformation de précision ou de reproduction à haute vitesse - Google Patents

Utilisation de papier fin collé de multimères d'alkyle cétène pour des operations de transformation de précision ou de reproduction à haute vitesse Download PDF

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EP0629741B1
EP0629741B1 EP94304136A EP94304136A EP0629741B1 EP 0629741 B1 EP0629741 B1 EP 0629741B1 EP 94304136 A EP94304136 A EP 94304136A EP 94304136 A EP94304136 A EP 94304136A EP 0629741 B1 EP0629741 B1 EP 0629741B1
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Prior art keywords
paper
mixture
per minute
saturated
converting
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English (en)
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EP0629741A1 (fr
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Jian Jian Zhang
Kyle J. Bottorff
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Hercules LLC
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Hercules LLC
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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
    • D21H17/03—Non-macromolecular organic compounds
    • D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/17—Ketenes, e.g. ketene dimers
    • 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
    • D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
    • D21H27/16—Pure paper, i.e. paper lacking or having low content of contaminants
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/0035—Uncoated paper
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D27/00—Envelopes or like essentially-rectangular containers for postal or other purposes having no structural provision for thickness of contents
    • 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

Definitions

  • This invention relates to the use of fine paper sized with a sizing agent comprising a mixture of 2-oxetanone compounds in high speed precision converting on reprographic operations.
  • ASA alkenyl succinic anhydride
  • ALD alkyl ketene dimer
  • AKD's containing one ⁇ -lactone ring
  • AKD's are prepared by the dimerization of the alkyl ketenes made from two saturated, straight-chain fatty acid chlorides; the most widely used being prepared from palmitic and/or stearic acid.
  • Other ketene dimers such as the alkenyl-based ketene dimer (Aquapel® 421, available from Hercules Incorporated, Wilmington, DE, U.S.A.), have also been used commercially.
  • ASA-based sizing agents can be prepared by the reaction of maleic anhydride with a 14 to 18 carbon olefin.
  • ASA and AKD sizing agents are commercially successful, they have disadvantages. Both types of sizing agents, particularly the AKD type, have been associated with handling problems in the typical high-speed conversion operations required for the current uses of fine paper made under alkaline conditions (referred to as alkaline fine paper). The problems include reduced operating speed in forms presses and other converting machines, double feeds or jams in high-speed copiers, and registration errors on printing and envelope-folding equipment that operate at high speeds.
  • alkaline fine paper produced under acid conditions
  • the types of filler and filler addition levels used to make alkaline fine paper differ significantly from those used to make acid fine paper, and can cause differences in paper properties such as stiffness and coefficient of friction, which affect paper handling.
  • Sodium chloride is often added to the surface of alkaline fine paper to improve its end-use performance.
  • the paper properties affected by papermaking under alkaline conditions that can affect converting and end-use performance include:
  • Such billowing involves a divergence of the paper path from the straight line between the rolls, which is two inches (5 cm) above the base plate, causing registration errors and dropped folds in the stacker.
  • Typical alkaline AKD sized fine paper using a size furnish of 2.2 lbs. per ton (1 kg per 0.9 metric ton) of paper shows an unacceptable rate-of-billowing, typically of the order of 20 to 80.
  • Paper handling rates on other high-speed converting machinery, such as the Hamilton-Stevens continuous forms press, or the Winkler & Dunnebier CH envelope folder also provide numerical measures of convertibility.
  • Ketene multimers containing more than one beta-lactone ring have also been disclosed as sizing agents for paper in Japanese Kokai 168991/89 and 168992/89.
  • the ketene multimers are said to show improved sizing compared to the ketene dimers previously used.
  • the multimers are prepared from a mixture of mono- and dicarboxylic acids. The advantage of a combination of good sizing and good performance on high speed converting or reprographic equipment is not disclosed. These references also do not disclose the specific multimers claimed in the present invention.
  • the mixture of 2-oxetanone compounds to be used is the reaction product of a reaction mixture comprising at least one 10-26 carbon linear, saturated alkyl monocarboxylic acid and at least one 8-44 carbon linear, saturated alkyl dicarboxylic acid, wherein the mole ratio of mono- to dicarboxylic acids is 1.0 to 3.5, at least 50% by weight of the 2-oxetanone compounds in the mixture having at least two 2-oxetanone rings.
  • the paper used in this invention can be made into sheets of 8 1/2 x 11 inch (21.6 x 28 cm) reprographic cut paper having a basis weight of 15-24 lb/1300 ft 2 (6.8 to 10.9 kg/121 m 2 ) and is capable of running on a high speed laser printer or copier without causing misfeeds or jams at a rate of 5 or less in 10,000.
  • the paper used in this invention having a basis weight of 20-24 lb/3000 ft 2 (9.1 to 10.9 kg/279 m 2 ) can be converted to a standard perforated continuous form on a continuous forms press at a press speed of 1300 to 2000 feet (390 m to 600 m) per minute.
  • the preferred paper used according to the invention having a basis weight of 20-24 lb/3000 ft 2 (9.1 to 10.9 kg/279 m 2 ) is sized at an addition rate of at least 2.2 lb/ton (1 kg/0.9 metric ton) and can be converted to a standard perforated continuous form on the Hamilton-Stevens continuous forms press at a press speed of at least 1775 feet (541 m) per minute, preferably 1900 feet (579 m) per minute.
  • the paper to be used having a basis weight of 20-24 lb/1300 ft 2 (9.1 to 10.9 kg/121 m 2 ) can be converted into at least 900 envelopes per minute, preferably at least 1000 per minute, on a Winkler & Dunnebier CH envelope folder.
  • Machine-feed problems on high speed converting machines or during reprographic operations are defined as significant in any specific conversion or reprographic application if they cause misfeeds, poor registration, or jams to a commercially unacceptable degree as will be discussed below, or cause machine speed to be reduced.
  • the use according to this invention for making paper under alkaline conditions exhibits levels of sizing comparable to those obtained with current AKD and ASA sizing technology, and gives improved handling performance in typical end-use and converting operations.
  • the used 2-oxetanone sizing agents of this invention are a mixture of saturated, linear alkyl ketene dimers and 2-oxetanone multimers of varying molecular weights, at least 50 mole %, preferably 60 mole %, of the compounds in the mixture having at least two 2-oxetanone rings.
  • the sizing agent therefore has more reactive sites for covalently bonding with cellulose fibers than conventional AKD and ASA alkaline sizes.
  • the mole % of compounds having two or more 2-oxetanone rings increases as the mole ratio of mono- to dicarboxylic acids decreases.
  • acid chlorides are formed from a mixture of at least one linear, saturated alkyl monocarboxylic acid and at least one linear, saturated alkylene dicarboxylic acid, using phosphorous trichloride or another conventional chlorinating agent.
  • the mole ratio of mono- to dicarboxylic acids is 1.0 to 3.5, preferably 2.5, and more preferably 2.0.
  • the acid chlorides are then dehydrochlorinated in the presence of triethylamine or another suitable base, in propylene dichloride or another anhydrous, aprotic solvent, to form the mixture of 2-oxetanone compounds.
  • the monocarboxylic acid can be a mixture of C 16 and C 18 linear, saturated alkyl monocarboxylic acids, for example, Emery 135 fatty acids, available from Henkel-Emery, Cincinnati, Ohio, U.S.A. Stable emulsions of these sizing agents can be prepared in the same way as standard AKD emulsions.
  • the linear, saturated alkyl monocarboxylic acids used to prepare the 2-oxetanone compounds of this invention have 10-26 carbon atoms, preferably 14-22 carbon atoms, and most preferably 16-18 carbon atoms.
  • These acids include, for example, stearic, myristic, palmitic, margaric, pentadecanoic, decanoic (capric), undecanoic, dodecanoic (lauric), tridecanoic, nonadecanoic, arachidic, and behenic acids.
  • One or more of these monocarboxylic acids can be used.
  • the linear, saturated alkylene dicarboxylic acids used to alkylene prepare the 2-oxetanone multimers of this invention have 8-44 carbon atoms, preferably 9-10, 22 or 36 carbon atoms.
  • Dicarboxylic acids with 9-10 carbon atoms are most preferred.
  • Such dicarboxylic acids include, for example, sebacic, azelaic, dodecanedioic, suberic, brazylic, and docosanedioic acids, and EMPOL 1008 dimer acids (C 36 ), available from Henkel-Emery, Cincinnati, Ohio, U.S.A.
  • EMPOL 1008 dimer acids C 36
  • One or more of these dicarboxylic acids can be used.
  • the alkaline fine paper used according to the invention contains a water soluble inorganic salt of an alkali metal, preferably sodium chloride (NaCl), as well as alum and precipitated calcium carbonate.
  • an alkali metal preferably sodium chloride (NaCl)
  • NaCl sodium chloride
  • the paper used in this invention will often be made without NaCl.
  • the sizing agents used in this invention can be applied as internal sizing agents or surface sizing agents.
  • Internal sizing involves adding the size to the paper pulp slurry before sheet formation, while surface sizing involves immersion of the paper in the sizing agent or spraying the sizing agent on the paper, followed by drying at elevated temperatures using know drying techniques.
  • the paper used in this invention is generally sized at a size addition rate of at least 0.5 lb (0.23 kg), preferably at least 1.5 lb (0.68 kg), and more preferably at least 2.2 lb/ton (1 kg/0.9 metric tons) or higher. It may be, for example, in the form of continuous forms bond paper, perforated continuous forms paper, adding machine paper, or envelope-making paper, as well as converted products, such as copy paper and enyelopes.
  • the paper used in this invention is capable of performing effectively in tests that measure its convertibility on state-of-the-art converting equipment and its performance on high speed end-use machinery.
  • the paper used in the invention that can be made into a roll of continuous forms bond paper having a basis weight of 30 to 60 lb/3000 ft 2 (13.6 to 27.2 kg/279 m 2 ), preferably 40 to 50 lb/3000 ft 2 (18 to 22.6 kg/279 m 2 ), is capable of running on a high speed, continuous forms laser printer.
  • the preferred paper used according to the invention that can be made into sheets of 8 1/2 x 11 inch (21.6 cm x 28 cm) reprographic cut paper having a basis weight of 15-24 lb/1300 ft 2 (6.8 to 10.9 kg/121 m 2 ) is capable of running on a high speed laser printer or copier.
  • the paper is sized at an addition rate of at least 1.5 lb/ton (0.68 kg/0.9 metric ton, preferably at least 2.2 lb/ton (1 kg/0.9 metric ton), it is capable of running on the IBM model 3825 high-speed copier without causing misfeeds or jams at a rate of 5 or less in 10,000, preferably at a rate of 1 or less in 10,000.
  • paper sized with standard AKD has a much higher rate of double feeds on the IBM 3825 high speed copier (14 double feeds in 14,250 sheets).
  • 10 double feeds in 10,000 is unacceptable.
  • a machine manufacturer considers 1 double feed in 10,000 sheets to be unacceptable.
  • the paper used in this invention in the form of a roll of continuous forms bond paper having a basis weight of 20-24 lb/3000 ft 2 (9.1 to 10.9 kg/279 m 2 ) can be converted to a standard perforated continuous form on a continuous forms press at a press speed of 1300 to 2000 feet (390 m to 600 m) per minute.
  • the preferred paper used according to the invention in the form of a roll of continuous forms bond paper having a basis weight of 20-24 lb/3000 ft 2 (9.1 to 10.9 kg/279 m 2 ), and that is sized at an addition rate of at least 2.2 lb/ton (1 kg per 0.9 metric ton) can be converted to a standard perforated continuous form on the Hamilton-Stevens continuous forms press at a press speed of at least 1775 feet (541 m) per minute, preferably at least 1900 feet (579 m) per minute.
  • the paper used in this invention can also be made into a roll of envelope paper having a basis weight of 20-24 lb/1300 ft 2 (9.1 to 10.9 kg/121 m 2 ) that is sized at an addition rate of at least 2.2 lb/ton (1 kg/0.9 metric ton).
  • the paper can be converted into at least 900 envelopes per minute, preferably at least 1000 per minute on a Winkler & Dunnebier CH envelope folder.
  • the paper used in this invention can be run at a speed of at least 58 sheets per minute on a high speed IBM 3825 sheet-fed copier with less than 1 in 10,000 double feeds or jams.
  • the paper used in this invention is capable of running on a high speed, continuous-forms laser printer with a rate of billowing at least 10% less, preferably 20% less, than that produced when running on the same printer, a roll of continuous forms bond paper having the same basis weight and sized at the same level with an AKD size made from a mixture of stearic and palmitic acids, after 10 minutes of running time.
  • the paper used in this invention is capable of running on a high speed IBM 3825 sheet-fed copier at a speed of 58 sheets per minute with at least 50% fewer, preferably 70% fewer, double feeds or jams than the number of double feeds or jams caused when running on the same copier, sheets of paper having the same basis weight and sized at the same level with an AKD size made from a mixture of stearic and palmitic acids.
  • the paper used in this invention is also capable of being converted to a standard perforated continuous form on a continuous forms press at a press speed at least 3% higher, preferably at least 5% higher, than paper having the same basis weight and sized at the same level with an AKD size made from a mixture of stearic and palmitic acids.
  • Paper for evaluation on the IBM 3800 was prepared on a pilot paper machine.
  • the pulp furnish (three parts Southern hardwood kraft pulp and one part Southern softwood kraft pulp) was refined to 425 ml Canadian Standard Freeness (C.S.F.) using a double disk refiner.
  • C.S.F. Canadian Standard Freeness
  • the filler to the pulp furnish (10% medium particle-size precipitated calcium carbonate)
  • the pH (7.8-8.0) the alkalinity (150-200 p.p.m.), and hardness (100 p.p.m.) of the papermaking stock were adjusted using the appropriate amounts of NaHCO 3 , NaOH, and CaCl 2 .
  • the mixture of 2-oxetanone compounds was prepared by methods used conventionally to prepare commercial alkyl ketene dimers, i.e, acid chlorides from a mixture of a linear, saturated fatty acid and a linear, saturated alkylene dicarboxylic acid are formed, using a conventional chlorination agent, and the acid chlorides are dehydrochlorinated in the presence of a suitable base.
  • Emulsions of the mixture of 2-oxetanone compounds were prepared according to the disclosure of U.S. Patent 4,317,756, with particular reference to Example 5 of the patent.
  • the wet presses were set at 40 p.s.i. (2.8 kg/cm 2 ) gauge. A dryer profile that gave 1-2% moisture at the size press and 4-6% moisture at the reel was used (77 feet (23.4 m) per minute).
  • HST Hercules Size Test
  • a 35 minute roll of paper was collected and converted on a commercial forms press to two boxes of standard 8 1/2" x 11" (21.6 x 28 cm) forms. Samples were also collected before and after each 35 minute roll for natural aged size testing basis weight (46 lb/3000 ft 2 , 20.8 kg/279 m 2 ), and smoothness testing.
  • the converted paper was allowed to equilibrate in the printer room for at least one day prior to evaluation. Each box of paper allowed a 10-14 minute (220 feet (66.7 m) per minute) evaluation on the IBM 3800. All samples were tested in duplicate. A standard acid fine paper was run for at least two minutes between each evaluation to reestablish initial machine conditions.
  • the Hercules Size Test is a standard test in the industry for measuring the degree of sizing. This method employs an aqueous dye solution as the penetrant to permit optical detection of the liquid front as it moves through the sheet. The apparatus determines the time required for the reflectance of the sheet surface not in contact with the penetrant to drop to a predetermined percentage of its original reflectance. All HST testing data reported measure the seconds to 80% reflection with 1% formic acid ink mixed with naphthol green B dye unless otherwise noted. The use of formic acid ink is a more severe test than neutral ink and tends to give faster test times. High HST values are better than low values. The amount of sizing desired depends upon the kind of paper being made and the system used to make it.
  • This example describes the preparation of a mixture of 2-oxetanone compounds from a blend of stearic and sebacic acids at a molar ratio of 2.5.
  • a blend of stearic acid (227.2 g, 0.8 mole) and sebacic acid (64.64 g, 0.32 mole) with a molar ratio of 2.5 was heated to melt at a temperature in the range of 110 to 116°C under a nitrogen atmosphere.
  • the molten acid blend was then poured into a pyrex jacketed vessel equipped with a mechanical stirrer, condenser, nitrogen purge, and thermocouple and preheated to 95°C.
  • PCl 3 130.5 g was dropped into the reactor all at one time. After 3 hours of chlorination and settling, phosphorous acid was separated from the acid chloride blend.
  • This example describes the preparation of a mixture of 2-oxetanone compounds from a blend of palmitic/azelaic acids at a molar ratio of 2.5.
  • a blend of palmitic acid (204.8 g, 0.8 mole) and azelaic acid (60.16 g, 0.32 mole) with a molar ratio of 2.5 was heated to melt at a temperature of 80° to 85°C under a nitrogen atmosphere.
  • the molten acid blend was then poured into a pyrex glass jacketed vessel equipped with a mechanical stirrer, condenser, nitrogen purge and thermocouple, and preheated to the chlorination temperature (70 ⁇ 2°C).
  • the chlorinating agent, PCl 3 (97.9 g) was added to the vessel all at one time.
  • the vessel temperature dropped 2° to 5°C initially, but eventually stabilized at 70 ⁇ 2°C.
  • sizing agents were tested for their effects on the IBM 3800 runnability of a difficult-to-convert grade of alkaline fine paper.
  • the control was a standard AKD sizing agent made from a mixture of stearic and palmitic acids using the method described in Examples 1 and 2.
  • the mixture of 2-oxetanone compounds used in samples 2-6 was prepared using the method described in Examples 1 and 2, using the following mixtures of mono- and dicarboxylic acids at the mole ratio indicated in the table: Sample 2 - palmitic acid/dodecanedioic acid; Sample 3 - palmitic acid/sebacic acid; Sample 4 - palmitic acid/azelaic acid; Sample 5 - stearic acid/sebacic acid; Sample 6 - stearic acid/EMPOL 1008 C 36 dimer acids, available from Henkel-Emery, Cincinnati, Ohio, U.S.A.
  • the percentage of 2-oxetanone compounds containing two or more rings is: Sample 2, 58.2%; Sample 3, 64.7%; Sample 4, 58.2%; Sample 5, 54.7%, and Sample 6, 63.1%.

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  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Paper (AREA)
  • Epoxy Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (9)

  1. Utilisation d'un papier fin ayant été collé dans des conditions alcalines avec un agent de collage comprenant un mélange de dérivés de 2-oxétannone, dans laquelle les dérivés de 2-oxétannone répondent à la formule
    Figure 00350001
    dans laquelle n est égal à 0 ou à un nombre entier, R et R" peuvent être identiques ou différents et représentent des groupes alkyle linéaires saturés ayant 8 à 24 atomes de carbone ; R' représente un groupe alkylène linéaire saturé ayant 4 à 40 atomes de carbone, et n est au moins égal à un dans au moins 50 % en poids des composés présents dans le mélange, ledit mélange étant le produit de réaction d'un mélange réactionnel comprenant au moins un acide alkyl-monocarboxylique saturé linéaire ayant 10 à 26 atomes de carbone et au moins un acide alkylène-dicarboxylique saturé linéaire ayant 8 à 44 atomes de carbone, le rapport de l'acide monocarboxylique à l'acide dicarboxylique étant de 1,0 à 3,5, et caractérisée en ce que le papier est utilisé dans une opération de conversion ou opération reprographique de précision à grande vitesse, comprenant la conversion de papier à écriture coquille pour formulaires continus en papier pour formulaires continus perforés à une vitesse de presse d'au moins 390 mètres par minute, ou la conversion d'un rouleau de papier pour enveloppes en enveloppes à une vitesse d'au moins 900 enveloppes par minute, ou une opération d'imprimante ou de copieur à une vitesse d'au moins 66,7 mètres par minute ou d'au moins 58 feuilles par minute.
  2. Utilisation d'un papier fin suivant la revendication 1, dans laquelle les dérivés de 2-oxétannone répondent à la formule
    Figure 00360001
    dans laquelle n est égal à 0 ou à un nombre entier, R et R" peuvent être identiques ou différents et représentent des groupes alkyle linéaires saturés ayant 14 ou 16 atomes de carbone ; R' représente un groupe alkylène linéaire saturé ayant 5 ou 6 atomes de carbone ; et n est égal à au moins un dans au moins 50 % en poids des composés présents dans le mélange, ledit mélange étant le produit de réaction d'un mélange réactionnel comprenant un acide alkyl-mono-carboxylique saturé linéaire ayant 16 ou 18 atomes de carbone et un acide alkylène-dicarboxylique saturé linéaire ayant 9 ou 10 atomes de carbone, le rapport de l'acide monocarboxylique à l'acide dicarboxylique étant un rapport de 1,0 à 3,5.
  3. Utilisation d'un papier fin suivant la revendication 2, dans la production d'un papier continu perforé, d'un papier pour machine à calculer ou d'enveloppes.
  4. Utilisation d'un papier fin suivant la revendication 2, dans la production de photocopies en utilisant du papier coupé reprographique ou du papier à écriture coquille pour formulaires continus.
  5. Utilisation d'un mélange de dérivés de 2-oxétannone, dans laquelle les dérivés de 2-oxétannone répondent à la formule
    Figure 00370001
    dans laquelle n est égal à 0 ou à un nombre entier, R et R" peuvent être identiques ou différents et représentent des groupes alkyle linéaires saturés ayant 8 à 24 atomes de carbone ; R' représente un groupe alkylène linéaire saturé ayant 4 à 40 atomes de carbone et n est égal à au moins un dans au moins 50 % en poids des composés présents dans le mélange, ledit mélange étant le produit de réaction d'un mélange réactionnel comprenant au moins un acide alkyl-monocarboxylique saturé linéaire ayant 10 à 26 atomes de carbone et au moins un acide alkylène-dicarboxylique saturé linéaire ayant 8 à 44 atomes de carbone, le rapport de l'acide monocarboxylique à l'acide dicarboxylique étant un rapport de 1,0 à 3,5,
    dans le traitement d'un papier fin pour éviter les problèmes de manipulation dans une opération de conversion ou opération reprographique de précision à grande vitesse.
  6. Utilisation d'un mélange de dérivés de 2-oxétannone suivant la revendication 5, dans laquelle les dérivés de 2-oxétannone répondent à la formule
    Figure 00370002
    dans laquelle n est égal à 0 ou à un nombre entier, R et R" peuvent être identiques ou différents et représentent des groupes alkyle linéaires saturés ayant 14 ou 16 atomes de carbone ; R' représente un groupe alkylène linéaire saturé ayant 5 ou 6 atomes de carbone ; et n est égal à au moins un dans au moins 50 % en poids des composés présents dans le mélange, ledit mélange étant le produit de réaction d'un mélange réactionnel comprenant un acide alkyl-mono-carboxylique saturé linéaire ayant 16 ou 18 atomes de carbone et un acide alkylène-dicarboxylique saturé linéaire ayant 9 ou 10 atomes de carbone, le rapport de l'acide monocarboxylique à l'acide dicarboxylique étant un rapport de 1,0 à 3,5.
  7. Utilisation suivant l'une quelconque des revendications précédentes, dans laquelle l'opération de conversion ou opération reprographique de précision à grande vitesse comprend la conversion de papier à écriture coquille pour formulaires continus en papier pour formulaires continus perforés à une vitesse de presse d'au moins 390 mètres par minute.
  8. Utilisation suivant l'une quelconque des revendications 1 à 6, dans laquelle l'opération de conversion ou opération reprographique de précision à grande vitesse comprend la conversion d'un rouleau de papier pour enveloppes en enveloppes à une vitesse d'au moins 900 enveloppes par minute.
  9. Utilisation suivant l'une quelconque des revendications 1 à 6, dans laquelle l'opération de conversion ou opération reprographique de précision à grande vitesse comprend une opération d'imprimante ou de copieur à une vitesse d'au moins 66,7 mètres par minute ou d'au moins 58 feuilles par minute.
EP94304136A 1993-06-10 1994-06-08 Utilisation de papier fin collé de multimères d'alkyle cétène pour des operations de transformation de précision ou de reproduction à haute vitesse Expired - Lifetime EP0629741B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9311944 1993-06-10
GB939311944A GB9311944D0 (en) 1993-06-10 1993-06-10 Synthesis of alkyl ketene multimers (akm) and application for precision converting grades of fine paper

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EP0629741A1 EP0629741A1 (fr) 1994-12-21
EP0629741B1 true EP0629741B1 (fr) 2001-08-16

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Application Number Title Priority Date Filing Date
EP94304136A Expired - Lifetime EP0629741B1 (fr) 1993-06-10 1994-06-08 Utilisation de papier fin collé de multimères d'alkyle cétène pour des operations de transformation de précision ou de reproduction à haute vitesse

Country Status (14)

Country Link
EP (1) EP0629741B1 (fr)
JP (1) JPH0797791A (fr)
KR (1) KR950001019A (fr)
AT (1) ATE204347T1 (fr)
AU (1) AU671212C (fr)
BR (1) BR9402372A (fr)
CA (1) CA2117318C (fr)
DE (1) DE69427939T2 (fr)
ES (1) ES2160112T3 (fr)
FI (1) FI942685A (fr)
GB (1) GB9311944D0 (fr)
PT (1) PT629741E (fr)
TW (1) TW279913B (fr)
ZA (1) ZA944111B (fr)

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US7790251B2 (en) 2000-01-26 2010-09-07 International Paper Company Cut resistant paper and paper articles and method for making same
US8157961B2 (en) 2005-11-01 2012-04-17 International Paper Company Paper substrate having enhanced print density
US8252373B2 (en) 2004-05-24 2012-08-28 International Paper Company Gloss coated multifunctional printing paper
US8361571B2 (en) 2008-06-20 2013-01-29 International Paper Company Composition and recording sheet with improved optical properties
US8372243B2 (en) 2006-01-17 2013-02-12 International Paper Company Paper substrates containing high surface sizing and low internal sizing and having high dimensional stability
US8377526B2 (en) 2005-03-11 2013-02-19 International Paper Company Compositions containing expandable microspheres and an ionic compound, as well as methods of making and using the same
US8382945B2 (en) 2008-08-28 2013-02-26 International Paper Company Expandable microspheres and methods of making and using the same
US8460511B2 (en) 2008-10-01 2013-06-11 International Paper Company Paper substrate containing a wetting agent and having improved printability
US8460512B2 (en) 2002-09-13 2013-06-11 International Paper Company Paper with improved stiffness and bulk and method for making same
US8465622B2 (en) 2007-12-26 2013-06-18 International Paper Company Paper substrate containing a wetting agent and having improved print mottle
US8574690B2 (en) 2009-12-17 2013-11-05 International Paper Company Printable substrates with improved dry time and acceptable print density by using monovalent salts
US8613829B2 (en) 2009-06-16 2013-12-24 International Paper Company Anti-microbial paper substrates useful in wallboard tape applications
US8652593B2 (en) 2009-12-17 2014-02-18 International Paper Company Printable substrates with improved brightness from OBAs in presence of multivalent metal salts
US8652594B2 (en) 2008-03-31 2014-02-18 International Paper Company Recording sheet with enhanced print quality at low additive levels
US9296244B2 (en) 2008-09-26 2016-03-29 International Paper Company Composition suitable for multifunctional printing and recording sheet containing same

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US5685815A (en) * 1994-02-07 1997-11-11 Hercules Incorporated Process of using paper containing alkaline sizing agents with improved conversion capability
US5846663A (en) * 1994-02-07 1998-12-08 Hercules Incorporated Method of surface sizing paper comprising surface sizing paper with 2-oxetanone ketene multimer sizing agent
US5725731A (en) * 1995-05-08 1998-03-10 Hercules Incorporated 2-oxetanone sizing agents comprising saturated and unsaturated tails, paper made with the 2-oxetanone sizing agents, and use of the paper in high speed converting and reprographic operations
US5766417A (en) * 1996-03-06 1998-06-16 Hercules Incorporated Process for using alkaline sized paper in high speed converting or reprographics operations
US6051107A (en) * 1997-04-28 2000-04-18 Hercules Incorporated Process for surface sizing paper and paper prepared thereby
US6162328A (en) * 1997-09-30 2000-12-19 Hercules Incorporated Method for surface sizing paper with cellulose reactive and cellulose non-reactive sizes, and paper prepared thereby
CA2328872A1 (fr) 1998-04-22 1999-10-28 Hercules Incorporated Dispersions de collage de papier
JP2002514674A (ja) 1998-05-12 2002-05-21 ハーキュリーズ・インコーポレイテッド イオン性ポリマーおよび粘度プロモーターを含有する水系
CA2334178A1 (fr) * 1998-06-12 1999-12-16 Hercules Incorporated Papier encolle et son utilisation dans des operations de conversion ou de reprographie a vitesse elevee
US6123760A (en) * 1998-10-28 2000-09-26 Hercules Incorporated Compositions and methods for preparing dispersions and methods for using the dispersions
US6175022B1 (en) * 1998-12-30 2001-01-16 Hercules Incorporated Alcohol-terminated ketene multimer sizing agents
US6268414B1 (en) 1999-04-16 2001-07-31 Hercules Incorporated Paper sizing composition
US7317053B1 (en) 2000-07-10 2008-01-08 Hercules Incorporated Compositions for imparting desired properties to materials
WO2002012625A1 (fr) * 2000-08-07 2002-02-14 Akzo Nobel N.V. Dispersion de colle
US7279071B2 (en) 2001-04-11 2007-10-09 International Paper Company Paper articles exhibiting water resistance and method for making same
DE60235691D1 (de) 2001-04-11 2010-04-29 Int Paper Co Papierartikel mit langzeit-lagerfähigkeit
US8758886B2 (en) 2005-10-14 2014-06-24 International Paper Company Recording sheet with improved image dry time
CN101351596A (zh) 2005-11-01 2009-01-21 国际纸业公司 具有增大的印刷密度的纸张衬底
US7622022B2 (en) 2006-06-01 2009-11-24 Benny J Skaggs Surface treatment of substrate or paper/paperboard products using optical brightening agent
US11554353B2 (en) 2009-08-04 2023-01-17 Solenis Technologies, L.P. Apparatus, system and method for emulsifying oil and water
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US8871055B2 (en) 2011-03-31 2014-10-28 Solenis Technologies, L.P. Sizing compositions
US20130189457A1 (en) 2012-01-23 2013-07-25 International Paper Company SEPARATED TREATMENT OF PAPER SUBSTRATE WITH MULTIVALENT METAL SALTS AND OBAs
US9206552B2 (en) 2012-02-17 2015-12-08 International Paper Company Absorbent plastic pigment with improved print density containing and recording sheet containing same
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US7790251B2 (en) 2000-01-26 2010-09-07 International Paper Company Cut resistant paper and paper articles and method for making same
US8317976B2 (en) 2000-01-26 2012-11-27 International Paper Company Cut resistant paper and paper articles and method for making same
US8790494B2 (en) 2002-09-13 2014-07-29 International Paper Company Paper with improved stiffness and bulk and method for making same
US8460512B2 (en) 2002-09-13 2013-06-11 International Paper Company Paper with improved stiffness and bulk and method for making same
US8252373B2 (en) 2004-05-24 2012-08-28 International Paper Company Gloss coated multifunctional printing paper
US8377526B2 (en) 2005-03-11 2013-02-19 International Paper Company Compositions containing expandable microspheres and an ionic compound, as well as methods of making and using the same
US8157961B2 (en) 2005-11-01 2012-04-17 International Paper Company Paper substrate having enhanced print density
US9309626B2 (en) 2006-01-17 2016-04-12 International Paper Company Paper substrates containing high surface sizing and low internal sizing and having high dimensional stability
US8372243B2 (en) 2006-01-17 2013-02-12 International Paper Company Paper substrates containing high surface sizing and low internal sizing and having high dimensional stability
US8758565B2 (en) 2006-01-17 2014-06-24 International Paper Company Paper substrates containing high surface sizing and low internal sizing and having high dimensional stability
US8465622B2 (en) 2007-12-26 2013-06-18 International Paper Company Paper substrate containing a wetting agent and having improved print mottle
US8652594B2 (en) 2008-03-31 2014-02-18 International Paper Company Recording sheet with enhanced print quality at low additive levels
US8906476B2 (en) 2008-06-20 2014-12-09 International Paper Company Composition and recording sheet with improved optical properties
US8361571B2 (en) 2008-06-20 2013-01-29 International Paper Company Composition and recording sheet with improved optical properties
US8679294B2 (en) 2008-08-28 2014-03-25 International Paper Company Expandable microspheres and methods of making and using the same
US8382945B2 (en) 2008-08-28 2013-02-26 International Paper Company Expandable microspheres and methods of making and using the same
US9296244B2 (en) 2008-09-26 2016-03-29 International Paper Company Composition suitable for multifunctional printing and recording sheet containing same
US9981288B2 (en) 2008-09-26 2018-05-29 International Paper Company Process for manufacturing recording sheet
US8460511B2 (en) 2008-10-01 2013-06-11 International Paper Company Paper substrate containing a wetting agent and having improved printability
US8613829B2 (en) 2009-06-16 2013-12-24 International Paper Company Anti-microbial paper substrates useful in wallboard tape applications
US8574690B2 (en) 2009-12-17 2013-11-05 International Paper Company Printable substrates with improved dry time and acceptable print density by using monovalent salts
US8652593B2 (en) 2009-12-17 2014-02-18 International Paper Company Printable substrates with improved brightness from OBAs in presence of multivalent metal salts

Also Published As

Publication number Publication date
AU671212C (en) 2001-07-19
ZA944111B (en) 1995-02-02
AU6465094A (en) 1994-12-15
TW279913B (fr) 1996-07-01
JPH0797791A (ja) 1995-04-11
BR9402372A (pt) 1995-03-14
DE69427939T2 (de) 2001-11-29
ATE204347T1 (de) 2001-09-15
CA2117318A1 (fr) 1994-12-11
AU671212B2 (en) 1996-08-15
KR950001019A (ko) 1995-01-03
DE69427939D1 (de) 2001-09-20
PT629741E (pt) 2002-02-28
FI942685A (fi) 1994-12-11
ES2160112T3 (es) 2001-11-01
EP0629741A1 (fr) 1994-12-21
CA2117318C (fr) 2001-06-05
FI942685A0 (fi) 1994-06-07
GB9311944D0 (en) 1993-07-28

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