DE817957C - Plasticizers - Google Patents
PlasticizersInfo
- Publication number
- DE817957C DE817957C DEP36608A DEP0036608A DE817957C DE 817957 C DE817957 C DE 817957C DE P36608 A DEP36608 A DE P36608A DE P0036608 A DEP0036608 A DE P0036608A DE 817957 C DE817957 C DE 817957C
- Authority
- DE
- Germany
- Prior art keywords
- glycols
- plasticizers
- ethers
- dibenzyl
- parts
- 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
- 239000004014 plasticizer Substances 0.000 title claims description 3
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical class C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 claims description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- 150000002334 glycols Chemical class 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical class OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
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
- C08K5/04—Oxygen-containing compounds
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Weichmachungsmittel Es wurde gefunden, daß die Dibenzyläther von Glykolen hervorragende Weichmachungsmittel für Butadien-Styrol-Mischpolymerisate mit überwiegendem Styrolanteil sind. Geeignete Dibenzyläther sind vornehmlich solche von Glykolen mit zwei primären Hydroxylgruppen, z. B. Diglykol, i, 3-Propandiol, i, 4-Butandiol, i, 6-Hexandiol, i, io-Decandiol. Auch Dibenzyläther von Glykolen, deren Kette durch Sauerstoff oder Schwefel unterbrochen ist, beispielsweise Diglykol, Triglykol, Thiodiglykol, kommen in Frage. Schließlich kann man auch die Dibenzyläther von Glykolen, die eine oder zwei sekundäre Hydroxylgruppen besitzen, z. B. 1, 3-Butylenglykol, 2-Äthylhexandiol-i, 3 und 3, 8-Dioxy-2, 9-dimethyldecan, verwenden. Die erwähnten Äther zeichnen sich neben ihrer chemischen Beständigkeit vor allem dadurch aus, daß die mit ihnen hergestellten Massen eine sehr günstige Kältefestigkeit besitzen.Softeners It has been found that the dibenzyl ethers of glycols excellent plasticizers for butadiene-styrene copolymers with predominantly Are styrene. Suitable dibenzyl ethers are primarily those of glycols with two primary hydroxyl groups, e.g. B. diglycol, i, 3-propanediol, i, 4-butanediol, i, 6-hexanediol, i, io-decanediol. Also dibenzyl ethers of glycols, their chain through Oxygen or sulfur is interrupted, for example diglycol, triglycol, thiodiglycol, come into question. Finally, one can also use the dibenzyl ethers of glycols, which are a or have two secondary hydroxyl groups, e.g. B. 1, 3-butylene glycol, 2-ethylhexanediol-i, 3 and 3, 8-Dioxy-2, 9-dimethyldecane, use. The ethers mentioned stand out In addition to their chemical resistance, it is mainly due to the fact that the products made with them Masses have a very favorable cold resistance.
Äther der erwähnten Art kann man beispielsweise durch Umsetzen von Benzylchlorid oder dess.en Kernsubstitionsprodukten mit Alkaliglykolaten bei Temperaturen zwischen ioo und 2oo° erhalten, wobei man zweckmäßig in Gegenwart eines inerten Lösungsmittels arbeitet.Ether of the kind mentioned can be obtained, for example, by converting Benzyl chloride or its core substitution products with alkali glycolates at temperatures obtained between ioo and 2oo °, advantageously in the presence of an inert Solvent works.
Beispiel 25o Teile eines krümeligen Mischpolymerisates aus 7o Teilen Styrol und 3o Teilen Butadien werdn auf der Mischwalze mit 4o Teilen i, 6-Hexandioldibenzyläther innig gemischt. Man erhält ein glattes, elastisches Fell, das in bekannter Weise, evtl. unter Zusatz von Füllstoffen, für die Herstellung von Kabelüberzugsmassen, Fußbodenbelag usw. verwendet werden kann.Example 250 parts of a friable copolymer composed of 70 parts Styrene and 30 parts of butadiene are mixed with 40 parts of i, 6-hexanediol dibenzyl ether on a mixing roll intimately mixed. A smooth, elastic fur is obtained which, in a known manner, possibly with the addition of fillers, for the production of cable coating compounds, Flooring, etc. can be used.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP36608A DE817957C (en) | 1949-03-13 | 1949-03-13 | Plasticizers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP36608A DE817957C (en) | 1949-03-13 | 1949-03-13 | Plasticizers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE817957C true DE817957C (en) | 1951-10-22 |
Family
ID=7374862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP36608A Expired DE817957C (en) | 1949-03-13 | 1949-03-13 | Plasticizers |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE817957C (en) |
-
1949
- 1949-03-13 DE DEP36608A patent/DE817957C/en not_active Expired
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