DE744851C - Use of acylated ricinoleic acid esters as plasticizers for polyvinyl halides - Google Patents
Use of acylated ricinoleic acid esters as plasticizers for polyvinyl halidesInfo
- Publication number
- DE744851C DE744851C DEA86625D DEA0086625D DE744851C DE 744851 C DE744851 C DE 744851C DE A86625 D DEA86625 D DE A86625D DE A0086625 D DEA0086625 D DE A0086625D DE 744851 C DE744851 C DE 744851C
- Authority
- DE
- Germany
- Prior art keywords
- ricinoleic acid
- acylated
- plasticizers
- polyvinyl halides
- acid esters
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/62—Sulfonated fats, oils or waxes of undetermined constitution
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Description
Die Erfindung betrifft die Verwendung acylierter Ricinolsäureester als Weichmacher für Polyvinylhalogenide zur Herstellung gummiähnlicher Produkte, die in der Wärme klar und biegsam bleiben und ihre Festigkeit nicht verlieren.The invention relates to the use of acylated ricinoleic acid esters as plasticizers for polyvinyl halides for the manufacture of rubber-like products that are exposed to heat stay clear and pliable and not lose their strength.
Giummiähnliche Massen aus Polyvinylhalogeniden, insbesondere Polyvinylchloriden und organischen Zusätzen als Weichmacher, von denen Trikresylphosphat der gebräuchlichste ist, sind bereits bekannt. Obgleich solche Massen aus Polyvinylchloriden und Trikresylphosphat für viele Zwecke verwendbar sind, zeigen Folien oder Filme, die daraus hergestellt sind, den Nachteil, bei erhöhter Temperatur mißfarbig zu werden und ihre Biegsamkeit zu verlieren. Außerdem weisen diese Filme bei erhöhter Temperatur nur noch eine geringe oder keine Festigkeit mehr auf.Gium-like compositions made of polyvinyl halides, in particular polyvinyl chlorides and organic additives as plasticizers, of which tricresyl phosphate is the most common is already known. Although such compositions are made of polyvinyl chlorides and tricresyl phosphate can be used for many purposes, show foils or films made from them have the disadvantage of becoming discolored at elevated temperature and their flexibility to lose. In addition, these films have little or no strength at an elevated temperature.
Auch ist es schon bekannt, Rizinusöl als Weichmacher für nachchloriertes Polyvinylchlorid zu verwenden. Der Zusatz von Rizinusöl ergibt jedoch nur trübe Filme.It is also already known to use castor oil as a plasticizer for post-chlorinated polyvinyl chloride to use. However, the addition of castor oil only results in cloudy films.
Es wurde nun gefunden, daß - man klare und farblose, bei erhöhter Temperatur beständig bleibende Filme von hoher Biegsamkeit und Festigkeit erhält, wenn den PoIyvinylhalogeniden acylierte Ester der Ricinolsäure hinzugefügt werden.It has now been found that - you can get clear and colorless, stable at elevated temperature permanent films of high flexibility and strength obtained when the polyvinyl halides acylated esters of ricinoleic acid are added.
Für die Herstellung gummiähnlicher Produkte gemäß der Erfindung ist es dabei zweckmäßig, das Polyvinylhalogenid und den acylierten Ricinolsäureester vorher in einem geeigneten Lösungsmittel aufzulösen oder auch mit einem solchen Mittel anzuquellen. Die Lösung kann dann direkt zu Filmen o. dgl. verarbeitet werden, während die mit dem Lösungsmittel angequollene Masse zuerst aufIt is included for the manufacture of rubber-like products according to the invention expedient, the polyvinyl halide and the acylated ricinoleic acid ester beforehand in one to dissolve suitable solvent or to swell with such an agent. The solution can then be processed directly into films or the like, while that with the solvent swollen mass first
Mischwälzen mittels Hitze und Druck homogen vermischt werden muß, bevor sie weiterverarbeitet werden kann. Die erhaltene Mischung läßt sich unter Anwendung von Hitze und Druck verpressen.Mixing rollers must be mixed homogeneously by means of heat and pressure before they are further processed can be. The mixture obtained can be compressed using heat and pressure.
6o Gewichtsteile Polyvinylchlorid und 40,
wichtsteile acylierter Glycer-inester der R^6o parts by weight of polyvinyl chloride and 40,
parts by weight of acylated glycerine esters of R ^
nolsäure (acyliertes Rizinusöl) werden; «l'<jj)|
miteinander vermischt und in heißem Me'*'* amylketon zum Anquellen gebracht.
Masse wird dann auf weiße Mischwalzen
getragen und das erhaltene Fell zwischen chromplattierten Metallplatten bei etwa 1500
gepreßt. Man erhält ein durchsichtiges biegsames und festes flächenartiges Gebilde, aus
dem sich Folien, Filme o. dgl. schneiden lassen. Es scheint, daß das acylierte Rizinusöl
eine stabilisierende Wirkung auf das Polyvinylchlorid bei erhöhter Temperatur ausübt.
An Stelle des acylierten Glycerinesters der Ricinolsäure lassen sich auch andere acylierte
Ester der Ricinolsäure, so z. B. der acylierte Äthyl-, Methyl- oder Butylester der Ricinolsäure
verwenden. Ebenso können auch duacylierten Ester der polymerisierten Ricinolsäure
an Stelle der nichtpolymerisierten Säure treten.noleic acid (acylated castor oil); «L '<jj) | mixed together and made to swell in hot Me '*' * amyl ketone.
Mass is then placed on white mixing rollers
worn and the resulting skin pressed between chrome-plated metal plates at about 150 0. A transparent, flexible and solid sheet-like structure is obtained from which foils, films or the like can be cut. It appears that the acylated castor oil has a stabilizing effect on the polyvinyl chloride at an elevated temperature. Instead of the acylated glycerol ester of ricinoleic acid, other acylated esters of ricinoleic acid can also be used, e.g. B. use the acylated ethyl, methyl or butyl ester of ricinoleic acid. Duacylated esters of polymerized ricinoleic acid can also be used in place of the unpolymerized acid.
Ein aus 60 Gewichtsteilen Polyvinylchlorid und 40 Gewichtsteilen acyliertem Rizinusöl !^hergestellter Film zeigte nach etwa i2stüii- ^ittger Belassung in einem Ofen von 1450, daß i^eine ursprüngliche Biegsamkeit noch vorfänden war. Der Film war lediglich ein _' nachgedunkelt.An acylated from 60 parts by weight of polyvinyl chloride and 40 parts by weight of castor oil! ^ Produced film showed after about i2stüii- ^ ittger leaving in an oven at 145 0 that i ^ was vorfänden an original flexibility. The film was just a _ 'darkened.
Claims (1)
italienische Patentschrift . . . Xr. 352 168.607 555;
Italian patent specification. . . Xr. 352 168.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US499931XA | 1917-12-08 | 1917-12-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE744851C true DE744851C (en) | 1944-01-27 |
Family
ID=21962825
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEA86625D Expired DE744851C (en) | 1937-04-30 | 1938-04-27 | Use of acylated ricinoleic acid esters as plasticizers for polyvinyl halides |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE744851C (en) |
| FR (1) | FR499931A (en) |
| GB (1) | GB499931A (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5261504B2 (en) | 2008-02-15 | 2013-08-14 | ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー | Alternative plasticizer systems for phthalate plasticizing compounds |
| CN102630243B (en) | 2009-09-30 | 2015-02-18 | 陶氏环球技术有限责任公司 | Acetylated glyceride of 12-hydroxystearic acid and blends with epoxidized fatty acid esters |
| US8552098B2 (en) | 2009-09-30 | 2013-10-08 | Dow Global Technologies Llc | Purified acetylated derivatives of castor oil and compositions including same |
| TW201118163A (en) | 2009-09-30 | 2011-06-01 | Dow Global Technologies Inc | Acetylated derivatives of castor oil and their blends with epoxidized fatty acid esters |
| KR101770005B1 (en) | 2009-09-30 | 2017-08-21 | 다우 글로벌 테크놀로지스 엘엘씨 | Heat stabilized polymeric composition with epoxidized fatty acid ester plasticizer |
| CN102985481A (en) | 2010-05-10 | 2013-03-20 | 陶氏环球技术有限责任公司 | Flexible PVC compositions made with plasticizers derived from renewable sources |
| TW201209168A (en) | 2010-07-28 | 2012-03-01 | Dow Global Technologies Llc | Plasticizers made from oil extracted from microorganisms and polar polymeric compositions comprising the same |
| KR102024408B1 (en) | 2012-02-08 | 2019-09-23 | 다우 글로벌 테크놀로지스 엘엘씨 | Plasticizer compositions and methods for making plasticizer compositions |
| WO2013191812A1 (en) | 2012-06-22 | 2013-12-27 | Dow Global Technologies Llc | Acetylated polyol hydroxystearate plasticizers and plasticized polymeric compositions |
| MX369787B (en) | 2012-06-26 | 2019-11-21 | Dow Global Technologies Llc | Plasticizers and plasticized polymeric compositions. |
| JP6162249B2 (en) | 2012-10-18 | 2017-07-12 | ダウ グローバル テクノロジーズ エルエルシー | Process for preparing epoxidized fatty acid alkyl ester plasticizers |
| CA2891073C (en) | 2012-11-12 | 2020-04-28 | Dow Global Technologies Llc | Epoxidized fatty acid alkyl ester plasticizers and methods for making epoxidized fatty acid alkyl ester plasticizers |
| WO2014072986A1 (en) | 2012-11-12 | 2014-05-15 | Dow Global Technologies Llc | Methods for making epoxidized fatty acid alkyl esters |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE596911C (en) * | 1932-05-24 | 1934-05-12 | I G Farbenindustrie Akt Ges | Process for the production of synthetic compositions made from vinyl chlorides |
| DE607555C (en) * | 1933-05-13 | 1935-01-02 | I G Farbenindustrie Akt Ges | Process for the production of paints |
-
1919
- 1919-05-22 FR FR499931D patent/FR499931A/en not_active Expired
-
1938
- 1938-04-27 DE DEA86625D patent/DE744851C/en not_active Expired
- 1938-04-27 GB GB12634/38A patent/GB499931A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE596911C (en) * | 1932-05-24 | 1934-05-12 | I G Farbenindustrie Akt Ges | Process for the production of synthetic compositions made from vinyl chlorides |
| DE607555C (en) * | 1933-05-13 | 1935-01-02 | I G Farbenindustrie Akt Ges | Process for the production of paints |
Also Published As
| Publication number | Publication date |
|---|---|
| GB499931A (en) | 1939-01-31 |
| FR499931A (en) | 1920-02-26 |
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