+

WO1996001923A1 - Utilisation des produits de l'alcoxylation de derives d'acide carboxylique et/ou d'acides carboxyliques contenant des groupes oh - Google Patents

Utilisation des produits de l'alcoxylation de derives d'acide carboxylique et/ou d'acides carboxyliques contenant des groupes oh Download PDF

Info

Publication number
WO1996001923A1
WO1996001923A1 PCT/EP1995/002561 EP9502561W WO9601923A1 WO 1996001923 A1 WO1996001923 A1 WO 1996001923A1 EP 9502561 W EP9502561 W EP 9502561W WO 9601923 A1 WO9601923 A1 WO 9601923A1
Authority
WO
WIPO (PCT)
Prior art keywords
carboxylic acid
group
acid
acid derivatives
carboxylic acids
Prior art date
Application number
PCT/EP1995/002561
Other languages
German (de)
English (en)
Inventor
Klaus Hornfeck
Peter Daute
Rita Köster
Bernhard Nellessen
Berthold Schreck
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to AU29800/95A priority Critical patent/AU2980095A/en
Priority to EP95925806A priority patent/EP0770159A1/fr
Publication of WO1996001923A1 publication Critical patent/WO1996001923A1/fr
Priority to FI970116A priority patent/FI970116A0/fi

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
    • 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
    • D21H21/02—Agents for preventing deposition on the paper mill equipment, e.g. pitch or slime control
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form

Definitions

  • the invention relates to the use of alkoxylation products of OH group-containing C ⁇ o_22 " % ar *** onklarec * er ' * vat and / or OH group-containing C ⁇ o-22 ⁇ carboxylic acids to suppress deposits on the equipment used for papermaking becomes.
  • WO 91/01405 describes a process for the preparation of waste paper, in which alkoxylation products of OH-group-containing C ⁇ o_22-carboxylic acid derivatives and / or OH-group-containing C ⁇ o-22 ⁇ C «-r-bonic acids are used.
  • WO 91/01405 discloses that the substances mentioned are suitable for deinking, ie the removal of printing inks from waste paper. However, the use of these substances to suppress deposits on the equipment used for paper production is neither disclosed nor suggested. Description of the invention
  • the object of the present invention was to provide substances which are capable of effectively suppressing deposits which are effectively suppressed on the equipment used for paper production, or at least reducing them to an acceptable level.
  • the subject of the invention is the use of alkoxylation products which can be obtained by reacting alkylene oxides with C22 -22 carboxylic acid derivatives and / or C22-22 carboxylic acids, the carboxylic acid residues with at least one OH group in 9, 10, 13 and / or 14 contain, for the suppression of deposits on the equipment that is used for papermaking.
  • alkoxylation products are used in the production of which ethylene oxide, propylene oxide and / or butylene oxide were used as alkylene oxides.
  • alkoxylation products to be used according to the invention can be prepared by conventional organic synthesis methods. All OH-group-free unsaturated are suitable as starting materials for alkoxylated OH-group-containing C 22 -carboxylic acids
  • Ci5_22 carboxylic acids with at least one or two double bonds in the 9- and / or 11-position are preferably used as starting materials, or carboxylic acid mixtures which have at least a high content of Ci6_22 ⁇ carboxylic acids which have at least one or two double bonds in 9- and / or 13-position included.
  • Group-containing OH as starting materials for alkoxylated C ⁇ o-22 ⁇ * 'ar * 30nklare - suitable derivatives are any OH-group-free unsaturated nat ⁇ Lich occurring and / or synthetically hergesteilbaren C ⁇ o_22 " ⁇ ar" acid derivatives containing carboxylic acid residues with at least one or two double bonds included in 9 and / or 13 position.
  • unsaturated carboxylic acid residues with 10 to 22 carbon atoms are the carboxylic acids already mentioned above.
  • Unsaturated carboxylic acid derivatives containing Ci5_22 carboxylic acid residues with at least one or two double bonds in the 9- and / or 13-position are preferred.
  • Suitable unsaturated coco-22 * carboxylic acid derivatives are -amides, -mono- and / or -d ⁇ -C ⁇ _4-alkylamides and / or -mono- and / or -di-C ⁇ _4- alkanolamides.
  • C ⁇ o-22 ⁇ carboxylic acid alkyl esters with 1 to 18 carbon atoms in the monohydric alcohol residue and / or mono-, di- and / or triglycerides the C ⁇ o-22 "carboxylic acid residues with at least one or two double bonds in 9- and / or 13- Contain position.
  • Ci-i8- a T * * ylester which in a known manner by esterification of the corresponding unsaturated carboxylic acids or by transesterification of the corresponding mono-, di- and / or triglycerides with Ci8-alkyl alcohols, for example methanol, ethanol, propanal, butanol, isobutanol, 2-ethylhexanol, decanol and / or stearyl alcohol, are accessible, are palmitolein methyl esters, oleic acid methyl esters, oleic acid ethyl esters, oleic acid isobutyl esters, oleic acid 2-ethylhexyl esters and / or oleic acid decyl esters and / or C ⁇ o-22 "Ca" bic acid-C ⁇ _i8-alkyl ester mixtures with at least a high
  • Di- and / or triglycerides of OH-group-free unsaturated ClO-22 "carboxylic acids with at least one or two double bonds in the 9- and / or 13-position are particularly suitable fats and / or oils of natural origin, the carboxylic acid content of which is predominantly characterized unsaturated C ⁇ o-22 " ⁇ arD ⁇ sauren •• ⁇ " ⁇ at least one or two double bonds in the 9- and / or 13-position, preferably predominantly from unsaturated Ci6_22 Carboxylic acids with at least one or two double bonds in the 9- and / or 13-position, such as olive oil, linseed oil, sunflower oil, safflower oil, soybean oil, peanut oil, cottonseed oil, erucic acid-rich and / or erucic-acidic rape oil, palm oil, Lard and / or tallow.
  • the unsaturated C ⁇ o-22 * "carboxylic acid derivatives and / or unsaturated C ⁇ o-22-carboxylic acids are, for example, according to the process described in DE-PS 857364 by reaction with peracetic acid in the presence of acidic catalysts or with performic acid formed in situ from formic acid and hydrogen peroxide
  • the iodine numbers of the epoxidation products obtained are below 20, in particular below 15.
  • the choice of the method for determining the iodine number is of minor importance per se.
  • the methods according to Hanus or Wijs which has long been part of the CV department of the "DGF unit etho- den ", as well as the equivalent newer method according to Fiebig (see Fat Sei. Technol. 1991, No. 1, pp. 13-19).
  • the oxirane rings of the epoxidized carboxylic acid derivatives and / or carboxylic acids are then split up by reaction with hydrogen or protic compounds, such as water, C 1 -C 8 -alk l and / or C 1 8 alkenyl alcohols or saturated and / or unsaturated C 22 carboxylic acids, with the formation of hydroxyl groups
  • hydrogen or protic compounds such as water, C 1 -C 8 -alk l and / or C 1 8 alkenyl alcohols or saturated and / or unsaturated C 22 carboxylic acids
  • the hydrogenation of epoxidized carboxylic acid derivatives and / or epoxidized carboxylic acids can be carried out, for example, analogously to the process described in DE-OS 2021 530 in the presence of catalysts based on heavy metals of group VIII of the periodic table at temperatures between 100 and 250 ° C. with hydrogen pressures between 10 ß and 5 • 10 * - Pa.
  • the reactions of epoxidized carboxylic acid derivatives and / or epoxidized carboxylic acids with protic compounds can be carried out according to the methods described in MS Malinovskii "Epoxides and their Derivatives", Sivon Press 1965 at temperatures between 50 and 200 ° C. and pressures between 10 * -> and 10 * 5 Pa can be carried out.
  • the splitting of the oxirane rings with straight and branched chain or Ci-i ⁇ alkyl and / or C2-i8 _ alkenyl alcohols, preferably with straight or branched chain and Cj-ö-alkyl alcohols is vor ⁇ preferably carried out in the presence of acidic catalysts such as sulfuric acid or p-toluenesulfonic acid.
  • the carboxylic acid derivatives and carboxylic acids obtainable by splitting the oxirane rings and containing carboxylic acid residues with at least one OH group in the 9-, 10-, 13- and / or 14-position are then, according to known industrial processes, with one or more alkylene oxides, preferably with ethylene oxide, propylene oxide and / or butylene oxide at temperatures between 110 and 200 ° C, preferably between 140 and 180 ° C and at pressures between 10 * - * and 2. 10 6 Pa, preferably between 3. 10 * -> and 5. 10 * - * Pa alkoxylated (compare, for example: "Chemische Technologie", volume 7, pages 131 to 132, Carl-Hanser-Verlag, Kunststoff / Vienna (1986)).
  • the alkylene oxide content of the alkoxylated OH group-containing carboxylic acid derivatives and / or carboxylic acids is between 2 and 400% by weight, preferably between 40 and 70% by weight, based in each case on the nonalkoxylated compounds.
  • the mode of action of the alkoxylation products to be used according to the invention may be based, inter alia, on a dispersing effect of these products on lime soaps, regardless of their origin.
  • the lime soaps are produced in the paper production from fatty acids and / or their alkali salts via the hardness formers of the water used.
  • the fatty acids can come from the raw material used for paper production (such as wood or waste paper), but they can also come from additives that are used in paper production (for example, fatty acids or their alkali salts are often used as additives, including in Deinking-Pro - zeß).
  • the alkoxylation products according to the invention practically completely suppress unwanted deposits on the equipment used for paper production.
  • deposits occur again and again, which lead to faults in paper production.
  • deposits are lime soaps or - if the pH value drops - free fatty acids; if waste paper is used or used as a raw material in papermaking, these deposits often also contain other hydrophobic substances.
  • the alkoxylation products according to the invention are added to the paper stock suspensions in amounts of 0.02 to 2% by weight, preferably 0.1 to 0.8% by weight, in each case based on air-dry paper stock.
  • Air-dry paper stock means that an equilibrium state of internal moisture has occurred in the paper stock. This state of equilibrium depends on the temperature and the relative humidity of the air.
  • Soybean oil containing OH groups from hydrogenated soybean oil epoxy (soybean oil - EO I)
  • support material diatomaceous earth

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Compounds (AREA)
  • Paper (AREA)

Abstract

Des produits d'alcoxylation obtenus par réaction d'oxydes d'alcylène avec des dérivés d'acide carboxylique C10-22 et/ou d'acides carboxyliques C10-22 qui contiennent des restes acide carboxylique avec au moins un groupe OH en position 9, 10, 13 et/ou 14 sont utiles pour supprimer des dépôts sur des équipements de fabrication de papier.
PCT/EP1995/002561 1994-07-12 1995-07-03 Utilisation des produits de l'alcoxylation de derives d'acide carboxylique et/ou d'acides carboxyliques contenant des groupes oh WO1996001923A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AU29800/95A AU2980095A (en) 1994-07-12 1995-07-03 Use of alkoxylation products of oh group-containing carboxylic acid derivatives and/or carboxylic acids
EP95925806A EP0770159A1 (fr) 1994-07-12 1995-07-03 Utilisation des produits de l'alcoxylation de derives d'acide carboxylique et/ou d'acides carboxyliques contenant des groupes oh pour supprimer des depositions dans la fabrication de papier
FI970116A FI970116A0 (fi) 1994-07-12 1997-01-10 OH-ryhmiä sisältävien karboksyylihappojohdosten ja/tai karboksyylihappojen alkoksylointituotteiden käyttö

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4424532A DE4424532A1 (de) 1994-07-12 1994-07-12 Verwendung von Alkoxylierungsprodukten von OH-gruppenhaltigen Carbonsäurederivaten und/oder Carbonsäuren
DEP4424532.7 1994-07-12

Publications (1)

Publication Number Publication Date
WO1996001923A1 true WO1996001923A1 (fr) 1996-01-25

Family

ID=6522930

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1995/002561 WO1996001923A1 (fr) 1994-07-12 1995-07-03 Utilisation des produits de l'alcoxylation de derives d'acide carboxylique et/ou d'acides carboxyliques contenant des groupes oh

Country Status (6)

Country Link
EP (1) EP0770159A1 (fr)
AU (1) AU2980095A (fr)
DE (1) DE4424532A1 (fr)
FI (1) FI970116A0 (fr)
TW (1) TW305002B (fr)
WO (1) WO1996001923A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996034147A1 (fr) * 1995-04-26 1996-10-31 Henkel Kommanditgesellschaft Auf Aktien Procede permettant d'empecher le depot d'impuretes collantes provenant de suspensions de pate a papier

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI118090B (fi) * 2004-04-08 2007-06-29 Ciba Sc Holding Ag Lisäaine, lisäaineen käyttö paperin ja kartongin valmistuksessa, menetelmä paperin ja kartongin valmistuksen parantamiseksi ja menetelmä paperi- ja kartongituotteen parantamiseksi

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3923393A1 (de) * 1989-07-14 1991-01-17 Henkel Kgaa Verfahren zur altpapieraufbereitung
US4997523A (en) * 1990-06-20 1991-03-05 Betz Panerchem, Inc. Method for effectively breaking up latex-coated paper during pulping to decrease the potential for white pitch deposition

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4643800A (en) * 1979-11-13 1987-02-17 Diamond Shamrock Chemicals Company Methods of decontaminating secondary fiber

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3923393A1 (de) * 1989-07-14 1991-01-17 Henkel Kgaa Verfahren zur altpapieraufbereitung
WO1991001405A1 (fr) * 1989-07-14 1991-02-07 Henkel Kommanditgesellschaft Auf Aktien Procede de traitement des vieux papiers
US4997523A (en) * 1990-06-20 1991-03-05 Betz Panerchem, Inc. Method for effectively breaking up latex-coated paper during pulping to decrease the potential for white pitch deposition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0770159A1 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996034147A1 (fr) * 1995-04-26 1996-10-31 Henkel Kommanditgesellschaft Auf Aktien Procede permettant d'empecher le depot d'impuretes collantes provenant de suspensions de pate a papier
US5914006A (en) * 1995-04-26 1999-06-22 Henkel Kommanditgesellschaft Auf Aktien Process for controlling the deposit of adhesive impurities from paper material suspensions

Also Published As

Publication number Publication date
FI970116L (fi) 1997-01-10
FI970116A0 (fi) 1997-01-10
AU2980095A (en) 1996-02-09
DE4424532A1 (de) 1996-01-18
TW305002B (fr) 1997-05-11
EP0770159A1 (fr) 1997-05-02

Similar Documents

Publication Publication Date Title
EP0483197B1 (fr) Produits d'alkoxylation de derives d'acides carboxyliques et/ou d'acides carboxyliques contenant des groupes oh
EP0482045B1 (fr) Procede de traitement des vieux papiers
EP0111626B1 (fr) Procédé pour la préparation de triglycérides modifiés contenant des groupes époxydes, hydroxyles et éthers
EP0264826A2 (fr) Esters d'acides gras de polyglycérine-polyglycole-éthers, leur préparation et leur utilisation
EP2548937A1 (fr) Glycérates métalliques alcalino-terreux ou alcalins destinés à la désacidification et au séchage d'esters d'acides gras
WO1993005008A1 (fr) Procede de fabrication de produits d'ouverture du cycle epoxy
EP1003822B1 (fr) Procede de rupture d'emulsions
EP0770159A1 (fr) Utilisation des produits de l'alcoxylation de derives d'acide carboxylique et/ou d'acides carboxyliques contenant des groupes oh pour supprimer des depositions dans la fabrication de papier
WO1995013343A1 (fr) Procede de fabrication d'alkylesters inferieurs d'acides gras
DE19822235C2 (de) Ester ungesättigter Etheralkohole mit funktionalisierten Fettsäuren, Verfahren zu deren Herstellung und deren Verwendung
DE69734883T2 (de) Verfahren zur stabilisierung von polymeren, erhältlich aus ungesättigten säuren oder estern, stabilisierte polymere und deren verwendung
DE19515272A1 (de) Verfahren zur Kontrolle des Absetzens von Harzen aus Zellstoff- und/oder Holzstoff-Suspensionen
EP1765902B1 (fr) Reducteur de viscosite destine a des polyols a viscosite elevee
EP0558454B1 (fr) Condensats et leur utilisation comme adjuvants d'oxyalkylation
DE19626458C5 (de) Verfahren zur Herstellung von Estern der schwerflüchtigen Alkohole Trismethylolpropan, Trismethylolethan und Pentaerythrit mit nativen Fettsäuren
WO1990002722A1 (fr) Procede pour produire des derives d'alcool gras
DE2853064C2 (de) Verfahren zur Herstellung von Oxalkylierungsprodukten
US11193087B2 (en) Surfactant composition
EP1308498B1 (fr) Procédé de production d'esters d'acides gras à partir de graisses et d'huiles non désacidifiées
DE19723604A1 (de) Wäßrige Betontrennmittel

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU CA FI JP KR NO US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 1995925806

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 970116

Country of ref document: FI

WWP Wipo information: published in national office

Ref document number: 1995925806

Country of ref document: EP

WWR Wipo information: refused in national office

Ref document number: 1995925806

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: CA

WWW Wipo information: withdrawn in national office

Ref document number: 1995925806

Country of ref document: EP

点击 这是indexloc提供的php浏览器服务，不要输入任何密码和下载