US20070203272A1 - Wax composition and its use - Google Patents
Wax composition and its use Download PDFInfo
- Publication number
- US20070203272A1 US20070203272A1 US11/711,229 US71122907A US2007203272A1 US 20070203272 A1 US20070203272 A1 US 20070203272A1 US 71122907 A US71122907 A US 71122907A US 2007203272 A1 US2007203272 A1 US 2007203272A1
- Authority
- US
- United States
- Prior art keywords
- wax
- amide
- weight
- composition
- wax composition
- 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.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/20—Carboxylic acid amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C5/00—Candles
- C11C5/002—Ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/014—Additives containing two or more different additives of the same subgroup in C08K
Definitions
- the invention relates to a wax composition composed of at least three components and to its use as additive in plastics processing, as matting agent, as rheological agent, as slip additive, or for the preparation of dispersions.
- the components present in the wax composition have been selected from the amide waxes group.
- plastics such as PVC or styrene
- engineering thermoplastics such as polyamide, polycarbonate, polyalkylene terephthalate, polyoxymethylene, polyphenylene oxide, or thermoplastic polyurethane are widely processed by the injection-molding technique. Process optimization therefore places particular importance on what is known as mold-release behavior and flow behavior of the relevant plastics. Small amounts of external processing aids are added to the plastics in order to adjust these features. Important factors with these processing aids are both their internal action and their external action.
- fatty acids are excellent processing aids, they promote polymer degradation and at the, often high, processing temperatures reached by plastics during injection molding they are volatile and escape in the form of fume. Soaps can easily decompose in the presence of acidic constituents and then behave in exactly the same way as fatty acids.
- Fatty acid esters are often excessively polar and in polar plastics exhibit only internal action, whereas in nonpolar plastics a marked tendency toward migration is observed.
- the behavior of the amides of stearic acid, erucic acid, or oleic acid is similar to that of the fatty acid esters.
- the preferred trend is therefore in the direction of longer-chain compounds, for example those derivable from montan wax acid and from its derivatives, or toward reaction products of long-chain fatty acids with diamines.
- the prior art uses reaction products of stearic acid or of palmitic acid with ethylenediamine.
- the ideal balance has not yet been found between internal action and external action.
- amide waxes is intended to be defined as a collective term for a product group which is the result of reaction of a long-chain carboxylic acid with a mono- or polyfunctional amine or with ammonia.
- the invention achieves the object via a wax composition of the type mentioned at the outset which comprises a combination composed of at least three amide waxes A, B, and C, and the characterizing feature of which is that
- Reaction products of ethylenediamine and stearic acid or palmitic acid, olamide, erucaamide, stearylamide are available industrially.
- inventive wax composition composed of the amide waxes A, B, and C, these being surprisingly suitable as processing aids during the injection molding of plastics with optimized internal and external action, in contrast, suitable amounts of three different components A, B, and C are combined with one another.
- Amide wax A is reaction products of alkylenediamine, preferably of ethylenediamine, with linear fatty acids or mixtures of fatty acids, for example tallow fatty acid, coconut fatty acid, stearic acid, palmitic acid, behenic acid, or erucic acid, having the structure
- n from 6 to 20.
- Amide wax B is the reaction product of alkylenediamine, preferably of ethylenediamine, with 12-hydroxystearic acid, preferably having the following composition:
- Amide wax C is the reaction product of alkylenediamine, preferably of ethylenediamine, with 12-hydroxystearic acid and with linear fatty acids, preferably having the structure:
- n from 6 to 20.
- the inventive wax composition preferably comprises an amount in the range from 1 to 85% by weight of amide wax A, an amount in the range from 1 to 85% by weight of amide wax B, and an amount in the range from 1 to 50% by weight of amide wax C, based in each case on the total weight of the wax composition.
- the wax composition comprises an amount in the range from 5 to 75% by weight of amide wax A, an amount in the range from 5 to 75% by weight of amide wax B, and an amount in the range from 1 to 40% by weight of amide wax C, again based in each case on the total weight of the wax composition.
- the reaction of the starting materials with alkylenediamine, preferably with ethylenediamine, for preparation of the amide waxes takes place at temperatures above 100° C.
- the fatty acid mixtures are placed in a reactor where they are melted under an inert gas.
- ethylenediamine is metered, with stirring, into the resultant melt.
- the temperature is further increased to 190° C., and stirring is continued, with removal of the water of reaction by distillation, until both the acid number AcN and the alkali number AIN have fallen below the value 6.
- the acid number AcN is determined to DIN EN ISO 3682 to monitor the progress of the reaction, the alkali number AIN being determined to DGF method H III 2a (92).
- inventive wax compositions are then prepared from the amide waxes A, B, and C of the preparation examples via mixing.
- the precise composition of the wax compositions is analyzed by gas chromatography.
- inventive wax compositions comprising at least the amide waxes A, B, and C have particular suitability as processing aids for the injection molding of conventional plastics, such as PVC or styrene, or of engineering thermoplastics, such as polyamide, polycarbonate, polyalkylene terephthalate, polyoxymethylene, polyphenylene oxide, or for thermoplastic polyurethane.
- the amounts of the wax composition inventively added as processing aid to the plastics are in the range from 0.1 to 10% by weight, preferably from 0.2 to 5% by weight, particularly preferably from 0.2 to 2% by weight, based in each case on the total weight of plastic plus processing aid.
- inventive wax compositions can be employed as pure substances or can be mixed with known prior-art mixture components, such as polyethylene waxes, polypropylene waxes, amide waxes, Fischer-Tropsch waxes, and then can be micronized.
- the particle size here is advantageously adjusted within the range from 10 to 20 ⁇ m.
- inventive wax compositions can moreover also be dissolved in solvents at an elevated temperature and be precipitated via cooling. Pastes thus prepared can be used in print applications for control of viscosity and of slip behavior.
- the wax compositions are then prepared from the amide waxes A, B, and C of preparation examples 1 to 5.
- the exact composition of the inventive wax compositions is analyzed by means of GC.
- the composition by weight of the inventive wax compositions WC 1 to WC 4 and of the comparative mixture c 1 and c 2 of the prior art have been listed in the table below. These were then tested as processing aid in engineering plastics and in micronized form as additives in the coating.
- thermoplastic polyurethane (TPU) An amount of 0.4% by weight of the wax compositions, based on the weight of the mixture composed of esterdiol and wax composition, was inserted into the esterdiol component during the preparation of thermoplastic polyurethane (TPU).
- inventive products comprising wax compositions WC 1 to WC 4 , the mixture 1 , and pure EBS c 2 , and also on a commercially available derivative of montan wax acid.
- inventive products can significantly improve migration behavior at an adequate level of demolding force.
- c 1 is Hostalub FA 1
- c 3 is Hostalub FA 5.
- the experiments showed that the inventive wax compositions improved flow behavior and migration behavior at identical demolding force.
- the inventive products remain within the matrix and do not exude even when the amounts added are relatively high.
- inventive mixtures were also tested in PVC against standard amide waxes and montan wax derivatives.
- test formulation 100 parts of Vinnolit S 3160, PVC from Vinnolit, 1.5 parts of Mark 17 MOK, 5 parts of Kane ABE-58A, 1 part of Paraloid K 120 N, 0.3 part of Loxiol G 16, 0.4 part of test product or comparative product.
- c 1 Hostalub FA1 amide wax
- c 3 Hostalub FA 5 amide wax
- the behavior of the inventive products was the same as that of the standard in terms of release action and lubricant action, and when compared with the prior-art products they were poorer in terms of color but better in terms of exudation behavior.
- Action was tested in a test formulation composed of 100 parts of Makrolon 3108, 0.5 part of wax composition/comparative product.
- the mixtures WC 1 and WC 2 were tested against Licolub FA1 and Licolub FA 5. Color, transparency, release action and melt index were tested.
- the table shows that the inventive wax compositions have good compatibility with polycarbonate and remain within the matrix even when the amounts added are relatively high. In terms of external action, no increase occurs in demolding force.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/693,532 US8147606B2 (en) | 2006-02-28 | 2010-01-26 | Wax compositions and its use |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102006009097.7 | 2006-02-28 | ||
DE102006009097A DE102006009097A1 (de) | 2006-02-28 | 2006-02-28 | Wachszusammensetzung und deren Verwendung |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/693,532 Division US8147606B2 (en) | 2006-02-28 | 2010-01-26 | Wax compositions and its use |
Publications (1)
Publication Number | Publication Date |
---|---|
US20070203272A1 true US20070203272A1 (en) | 2007-08-30 |
Family
ID=38001721
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/711,229 Abandoned US20070203272A1 (en) | 2006-02-28 | 2007-02-27 | Wax composition and its use |
US12/693,532 Active US8147606B2 (en) | 2006-02-28 | 2010-01-26 | Wax compositions and its use |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/693,532 Active US8147606B2 (en) | 2006-02-28 | 2010-01-26 | Wax compositions and its use |
Country Status (5)
Country | Link |
---|---|
US (2) | US20070203272A1 (es) |
EP (1) | EP1826235B1 (es) |
JP (1) | JP5455288B2 (es) |
DE (2) | DE102006009097A1 (es) |
ES (1) | ES2330264T3 (es) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110146537A1 (en) * | 2009-12-18 | 2011-06-23 | Xerox Corporation | Low molecular weight pigment dispersants for phase change ink |
US20110151123A1 (en) * | 2009-12-18 | 2011-06-23 | Xerox Corporation | Pigmented Phase Change Inks Containing Low Molecular Weight Pigment Dispersants |
US8329854B2 (en) | 2010-09-27 | 2012-12-11 | Xerox Corporation | Synthesis of tri-component resins |
US8367751B2 (en) | 2010-09-27 | 2013-02-05 | Xerox Corporation | Tri-component resins for pigmented ink |
US20160017178A1 (en) * | 2013-03-15 | 2016-01-21 | Clariant International Ltd. | Cellulose-Containing Paint Systems |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102006009096B4 (de) * | 2006-02-28 | 2009-06-10 | Bayer Materialscience Ag | Thermoplastisch verarbeitbare Polyurethane, Verfahren zu ihrer Herstellung und ihre Verwendung |
DE102012112637A1 (de) | 2012-12-19 | 2014-06-26 | Contitech Antriebssysteme Gmbh | Elastischer Artikel, insbesondere Antriebsriemen |
CN103060713B (zh) * | 2013-01-22 | 2015-07-08 | 中国石油天然气集团公司 | 一种高钢级抗硫钻杆材料及其制备方法 |
KR102279328B1 (ko) * | 2016-09-13 | 2021-07-21 | 도레이 카부시키가이샤 | 중공 성형품 및 중공 성형품의 제조 방법 |
US10351798B2 (en) | 2017-01-20 | 2019-07-16 | Iowa State University Research Foundation, Inc. | Fatty acid ester-based wax compositions and methods of making thereof |
US10851046B2 (en) | 2017-03-22 | 2020-12-01 | Iowa State University Research Foundation, Inc. | Vegetable oil-based material as a substitute for carnauba wax |
CN115873304B (zh) * | 2022-12-16 | 2024-03-19 | 青岛赛诺新材料有限公司 | 润滑分散助剂复合ebs、制备方法及其应用 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5810919A (en) * | 1997-10-30 | 1998-09-22 | Alliedsignal Inc. | High temperature protective wax blend |
US5936018A (en) * | 1996-11-28 | 1999-08-10 | Bayer Aktiengesellschaft | Melt-processable polyurethanes containing special wax mixtures |
US6761764B2 (en) * | 2000-05-12 | 2004-07-13 | Clariant Gmbh | Use of wax mixtures for coatings |
US20060041101A1 (en) * | 2002-06-05 | 2006-02-23 | Franz-Leo Heinrichs | Conversion products of mixtures of long-chained fatty acids and aliphatic diamines, and the use thereof |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR998053A (fr) | 1949-09-28 | 1952-01-14 | Standard Francaise Petroles | Amélioration de la stabilité à la chaleur des propriétés adhésives des liants hydrocarbones |
JPS5229293B2 (es) * | 1971-08-06 | 1977-08-01 | ||
JPH03152148A (ja) * | 1989-11-07 | 1991-06-28 | Sekisui Chem Co Ltd | 押出成形用硬質塩素化塩化ビニル樹脂組成物 |
DE19546073A1 (de) * | 1995-12-11 | 1997-06-12 | Hoechst Ag | Stabile wäßrige Wachsdispersionen |
AU4829300A (en) | 1999-05-10 | 2000-11-21 | Goldschmidt Chemical Company | Road repair methods and fast breaking asphalt emulsion compositions useful therewith |
DE19942962B4 (de) * | 1999-09-09 | 2004-12-23 | Clariant Gmbh | Wachsmischung für wäßrige Anwendungen |
WO2005003230A1 (ja) * | 2003-07-08 | 2005-01-13 | Kaneka Corporation | 硬化性組成物 |
JP2006131882A (ja) * | 2004-10-06 | 2006-05-25 | Unitika Ltd | 水性分散体、塗膜および積層体 |
DE102006009096B4 (de) * | 2006-02-28 | 2009-06-10 | Bayer Materialscience Ag | Thermoplastisch verarbeitbare Polyurethane, Verfahren zu ihrer Herstellung und ihre Verwendung |
-
2006
- 2006-02-28 DE DE102006009097A patent/DE102006009097A1/de not_active Withdrawn
-
2007
- 2007-02-19 DE DE502007001209T patent/DE502007001209D1/de active Active
- 2007-02-19 EP EP07003408A patent/EP1826235B1/de active Active
- 2007-02-19 ES ES07003408T patent/ES2330264T3/es active Active
- 2007-02-27 US US11/711,229 patent/US20070203272A1/en not_active Abandoned
- 2007-02-27 JP JP2007046547A patent/JP5455288B2/ja active Active
-
2010
- 2010-01-26 US US12/693,532 patent/US8147606B2/en active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5936018A (en) * | 1996-11-28 | 1999-08-10 | Bayer Aktiengesellschaft | Melt-processable polyurethanes containing special wax mixtures |
US5810919A (en) * | 1997-10-30 | 1998-09-22 | Alliedsignal Inc. | High temperature protective wax blend |
US6761764B2 (en) * | 2000-05-12 | 2004-07-13 | Clariant Gmbh | Use of wax mixtures for coatings |
US20060041101A1 (en) * | 2002-06-05 | 2006-02-23 | Franz-Leo Heinrichs | Conversion products of mixtures of long-chained fatty acids and aliphatic diamines, and the use thereof |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110146537A1 (en) * | 2009-12-18 | 2011-06-23 | Xerox Corporation | Low molecular weight pigment dispersants for phase change ink |
US20110151123A1 (en) * | 2009-12-18 | 2011-06-23 | Xerox Corporation | Pigmented Phase Change Inks Containing Low Molecular Weight Pigment Dispersants |
US7973186B1 (en) | 2009-12-18 | 2011-07-05 | Xerox Corporation | Low molecular weight pigment dispersants for phase change ink |
US8507041B2 (en) | 2009-12-18 | 2013-08-13 | Xerox Corporation | Pigmented phase change inks containing low molecular weight pigment dispersants |
US8329854B2 (en) | 2010-09-27 | 2012-12-11 | Xerox Corporation | Synthesis of tri-component resins |
US8367751B2 (en) | 2010-09-27 | 2013-02-05 | Xerox Corporation | Tri-component resins for pigmented ink |
US20160017178A1 (en) * | 2013-03-15 | 2016-01-21 | Clariant International Ltd. | Cellulose-Containing Paint Systems |
Also Published As
Publication number | Publication date |
---|---|
US20100126385A1 (en) | 2010-05-27 |
EP1826235A1 (de) | 2007-08-29 |
US8147606B2 (en) | 2012-04-03 |
DE502007001209D1 (de) | 2009-09-17 |
EP1826235B1 (de) | 2009-08-05 |
DE102006009097A1 (de) | 2007-08-30 |
ES2330264T3 (es) | 2009-12-07 |
JP2007231273A (ja) | 2007-09-13 |
JP5455288B2 (ja) | 2014-03-26 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: CLARIANT INTERNATIONAL, LTD., SWITZERLAND Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:HEINRICHS, FRANZ-LEO;REEL/FRAME:023037/0733 Effective date: 20070308 |
|
AS | Assignment |
Owner name: CLARIANT FINANCE (BVI) LIMITED, VIRGIN ISLANDS, BR Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:CLARIANT INTERNATIONAL LTD.;REEL/FRAME:023357/0527 Effective date: 20090929 Owner name: CLARIANT FINANCE (BVI) LIMITED,VIRGIN ISLANDS, BRI Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:CLARIANT INTERNATIONAL LTD.;REEL/FRAME:023357/0527 Effective date: 20090929 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |