WO1996001923A1 - Use of alkoxylation products of oh group-containing carboxylic acid derivatives and/or carboxylic acids - Google Patents
Use of alkoxylation products of oh group-containing carboxylic acid derivatives and/or carboxylic acids Download PDFInfo
- 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
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
Description
Claims
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 (en) | 1994-07-12 | 1995-07-03 | Use of alkoxylation products of oh group-containing carboxylic acid derivatives and/or carboxylic acids for the suppression of deposits during the fabrication of paper |
FI970116A FI970116A0 (en) | 1994-07-12 | 1997-01-10 | Use of carboxylic acid derivatives and / or alkoxylation products of carboxylic acids containing OH groups |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4424532A DE4424532A1 (en) | 1994-07-12 | 1994-07-12 | Use of alkoxylation products of carboxylic acid derivatives and / or carboxylic acids containing OH groups |
DEP4424532.7 | 1994-07-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996001923A1 true WO1996001923A1 (en) | 1996-01-25 |
Family
ID=6522930
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1995/002561 WO1996001923A1 (en) | 1994-07-12 | 1995-07-03 | Use of alkoxylation products of oh group-containing carboxylic acid derivatives and/or carboxylic acids |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0770159A1 (en) |
AU (1) | AU2980095A (en) |
DE (1) | DE4424532A1 (en) |
FI (1) | FI970116A0 (en) |
TW (1) | TW305002B (en) |
WO (1) | WO1996001923A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996034147A1 (en) * | 1995-04-26 | 1996-10-31 | Henkel Kommanditgesellschaft Auf Aktien | Process for controlling the deposit of adhesive impurities from paper material suspensions |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FI118090B (en) * | 2004-04-08 | 2007-06-29 | Ciba Sc Holding Ag | Additive, use of additive in paper and board production, process for improving paper and board production, and process for improving paper and board product |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3923393A1 (en) * | 1989-07-14 | 1991-01-17 | Henkel Kgaa | METHOD FOR RECYCLING PAPER |
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 |
-
1994
- 1994-07-12 DE DE4424532A patent/DE4424532A1/en not_active Withdrawn
-
1995
- 1995-07-03 AU AU29800/95A patent/AU2980095A/en not_active Abandoned
- 1995-07-03 EP EP95925806A patent/EP0770159A1/en not_active Ceased
- 1995-07-03 WO PCT/EP1995/002561 patent/WO1996001923A1/en not_active Application Discontinuation
- 1995-11-01 TW TW084110145A patent/TW305002B/zh active
-
1997
- 1997-01-10 FI FI970116A patent/FI970116A0/en not_active Application Discontinuation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3923393A1 (en) * | 1989-07-14 | 1991-01-17 | Henkel Kgaa | METHOD FOR RECYCLING PAPER |
WO1991001405A1 (en) * | 1989-07-14 | 1991-02-07 | Henkel Kommanditgesellschaft Auf Aktien | Process for processing waste paper |
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 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996034147A1 (en) * | 1995-04-26 | 1996-10-31 | Henkel Kommanditgesellschaft Auf Aktien | Process for controlling the deposit of adhesive impurities from paper material suspensions |
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 |
---|---|
FI970116A (en) | 1997-01-10 |
FI970116A0 (en) | 1997-01-10 |
EP0770159A1 (en) | 1997-05-02 |
DE4424532A1 (en) | 1996-01-18 |
AU2980095A (en) | 1996-02-09 |
TW305002B (en) | 1997-05-11 |
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