GB2040973A - Polyester-polyarylene Ester Compositions - Google Patents
Polyester-polyarylene Ester Compositions Download PDFInfo
- Publication number
- GB2040973A GB2040973A GB8001735A GB8001735A GB2040973A GB 2040973 A GB2040973 A GB 2040973A GB 8001735 A GB8001735 A GB 8001735A GB 8001735 A GB8001735 A GB 8001735A GB 2040973 A GB2040973 A GB 2040973A
- Authority
- GB
- United Kingdom
- Prior art keywords
- poly
- composition
- polyarylene ester
- ester resin
- thermoplastic
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 38
- 150000002148 esters Chemical class 0.000 title claims abstract description 17
- 229920000412 polyarylene Polymers 0.000 title claims abstract description 17
- -1 poly(1,4-butylene terephthalate) Polymers 0.000 claims abstract description 29
- 239000011347 resin Substances 0.000 claims abstract description 23
- 229920005989 resin Polymers 0.000 claims abstract description 23
- 239000012744 reinforcing agent Substances 0.000 claims abstract description 10
- 229920000139 polyethylene terephthalate Polymers 0.000 claims abstract description 9
- 239000005020 polyethylene terephthalate Substances 0.000 claims abstract description 9
- 238000009757 thermoplastic moulding Methods 0.000 claims abstract description 8
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 7
- WSQZNZLOZXSBHA-UHFFFAOYSA-N 3,8-dioxabicyclo[8.2.2]tetradeca-1(12),10,13-triene-2,9-dione Chemical compound O=C1OCCCCOC(=O)C2=CC=C1C=C2 WSQZNZLOZXSBHA-UHFFFAOYSA-N 0.000 claims description 5
- 239000011521 glass Substances 0.000 claims description 4
- 230000003014 reinforcing effect Effects 0.000 claims description 4
- 229920001169 thermoplastic Polymers 0.000 claims description 4
- 239000004416 thermosoftening plastic Substances 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 claims description 3
- 239000003063 flame retardant Substances 0.000 claims description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000012757 flame retardant agent Substances 0.000 claims 1
- 125000002346 iodo group Chemical group I* 0.000 claims 1
- 239000004415 thermoplastic moulding composition Substances 0.000 claims 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000003365 glass fiber Substances 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920001230 polyarylate Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 1
- 229940106691 bisphenol a Drugs 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N dimethylmethane Natural products CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- NJLLQSBAHIKGKF-UHFFFAOYSA-N dipotassium dioxido(oxo)titanium Chemical compound [K+].[K+].[O-][Ti]([O-])=O NJLLQSBAHIKGKF-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 150000002843 nonmetals Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C08L67/03—Polyesters derived from dicarboxylic acids and dihydroxy compounds the dicarboxylic acids and dihydroxy compounds having the carboxyl- and the hydroxy groups directly linked to aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Reinforced Plastic Materials (AREA)
Abstract
Thermoplastic molding compositions are disclosed which comprise poly(1,4-butylene terephthalate), and a polyarylene ester resin, alone, or combined with a poly(ethylene terephthalate) alone, or in further combination with reinforcing agent.
Description
SPECIFICATION
Polyester-polyarylene Ester Compositions
This invention provides a noval thermoplastic molding composition which comprises poly( 1,4- butylene terephthalate), and a polyarylene ester resin, alone, or in combination with poly-(ethylene terephthalate) and/or a reinforcing amount of a reinforcing filler.
Poly(1 ,4-butylene terephthalate) resins are well known and have been widely employed for the production of thermoplastic molded articles. Also, reinforced compositions of poly( 1 ,4-butylene terephthalate) have been commercially available for a number of years. These compositions are useful for a plurality of applications especially when a high degree of solvent resistance is required. Glass fiber reinforced poly(1 ,4-butylene terephthalate) when molded into various articles has a tendency to become distorted or warped especially when the molded article has a thin section.
It has been found that if a polyarylene ester resin or mixture thereof with a poly(ethylene terephthalate) resin is added to the reinforced poly(1 ,4-butylene terephthalate) molding composition, the molded articles are substantially resistant to warpage or distortion after they are removed from the mold. In unreinforced modifications, there is no reduction in heat deflection temperature under load.
These results are achieved without any appreciable decrease in the mechanical, physical or molding properties of a typical poly(1 ,4-butylene terephthalate) molding compositions, whether or not they contain reinforcing agents.
The present invention provides a novel thermoplastic molding composition which comprises:
(a) poly(1 ,4-butylene terephthalate) and
(b) a polyarylene ester resin, alone, or in combination with a minor proportion of poly(ethylene terephthalate).
A preferred embodiment will also include
(c) a reinforcing amount of a reinforcing agent.
The poly( 1 ,4-butylene terephthalate) should have an intrinsic viscosity between 0.4 and 1.2 dl/g.
as measured at 300 C. in a 60/40 solution of phenol/tetrachloroethane. A more preferred range is between 0.6 and 0.9 dl/g.
The polyarylene ester resin typically has recurring units of the formula:
i.e., it comprises units derived from terephthalic acid and/or isophthalic acid, or reactive derivatives thereof, wherein each -R- is selected from the group consisting of phenylene, halo-substituted phenylene and alkyl substituted phenylene, and X and Y are each selected from the group consisting of hydrogen, hydrocarbon radicals free from aliphatic unsaturation and of radicals which together with the adjoining -C- atom form a cycloalkane radical, the total number of carbon atoms in X and Y being up to 12.
The preferred polyarylene ester resins may be derived from the reaction of bisphenol-A and isophthalic acid, terephthalic acid, mixtures thereof or reactive derivatives thereof, such as isophthaloyl chloride, dimethyl isophthalate terephthaloyl chloride, dimethyl terephthalate and the like. These preferably will have recurring units of the formula:
The polyarylene ester resins can be prepared by those skilled in this art using conventional techniques. They should have an intrinsic viscosity between 0.3 and 1.0, preferably from 0.3 to 0.45 as measured at 200C. in methylene chloride. See U.S. 3,792,118, which is incorporated herein by reference. They can include from 1 to 50 wt.% of blended poly(ethylene terephthalate).
The reinforcing agents in the optical embodiments may be selected from finely divided aluminum, iron or nickel and the like, and non-metals, such as carbon filaments, silicates, such as acicular calcium silicate, asbestos, titanium dioxide, wollastonite, potassium titanate and titanate whiskers, glass flakes and fibers.
Although it is only necessary to use a reinforcing amount of the reinforcing agent, from 1-60 parts by weight of the total weight of the composition may comprise the reinforcing agent. A preferred range is from 5-40 parts by weight. When used herein, parts by weight are based on 100 parts by weight in total composition.
The preferred reinforcing agents are of glass, and it is preferred to use fibrous glass filaments. The preferred filaments tor plastics reinforcement are made by mechanical pulling. The filament diameters range from about 0.000112 to about 0.00075 inch, but this is not critical to the present invention.
The poly-(1 ,4-butylene terephthalate) resin may comprise from 95 to 20 parts by weight of the composition and the polyarylene ester resin or blend with poly(ethylene terephthalate) may comprise from 5 to 80 parts by weight of the resinous components (a) and (b) in the composition.
The preferred compositions will include from 90 to 65 parts by weight of poly(1 ,4-butylene terephthalate) and from 10 to 35 parts by weight of the polyarylene ester resin or resin blend.
The composition may be prepared by any standard procedure and the particular method employed is not critical.
The compositions may also include flame retardants such as those disclosed in U.S. 3,915,926, which is incorporated herein by reference.
The following examples illustrate compositions within the scope of this invention. They are not to be construed as limiting the claims thereto. In the data tables, "N.D. means-not determined.
Example 1
The following compositions are prepared by blending the materials in an extruder:
Example
Composition (parts by weight) I 1A (control) poly(1,4-butylene terephthalate)* 55 70
poly(4,4'-diphenylene propane/
tereisophthalate) resin** 15
glass fibers 1/8" (Owens Corning
OCF 419, 1/8") 30 30
stabilizer*** 0.05 0.05
* Intrinsic viscosity, 0.8 dl./g.
** Polyarylate U-Polymer, U-1 060, product of Unitika Company, Japan, ratio of iso/tere of
30/70, and includes about 4.5 wt.% of poly(ethylene terephthalate).
Ferro 904.
These compositions have the following physical properties after injection molding into test pieces:
Properties 1 1A (control) Specific Gravity, g./cc. 1.512 1.542
Deflection temperature at 264 psi, OF. 344 396
Warpage, 1/1 6"x4" diameter disc,
mm., as molded 0 20 mm.,after30min.at3500F. 17 25
Notched Izod impact. ft. Ibs./in. 1.9 1.8
Unnotched Izod impact, ft. Ibs./in. 17.1 14.5
Flexural strength, psi. 25,600 26,800
Flexural modulus, psi. 971,000 993,000
Tensile strength, psi. 16,400 18,000
Elongation at break, % N.D. N.D.
Example 2
The following composition is prepared by blending the materials in an extruder:
Composition (parts by weight) poly(1 4-butylene terephthalate)* 40
poly(4,4'-diphenylenepropane tere/ 30
isophthalate) resin**
glass fibers 1/8" (Owens Corning, OCF419, 1/8") 30
stabilizer*** 0.05
* Intrinsic viscosity, 0.8 dl./g.
** Polyarylate U-Polymer, U-1060, product of Unitika Company, Japan, see Example 1.
Ferro 904.
This composition has the following physical properties after injection molding:
Properties
Specific Gravity, g./cc. 1.483
Deflection temperature at 264 psi, OF. 160 Warpage, 1/1 6"x4" diameter disc,
mm., as molded 0
mm., after 30 min. at 3500F. 19
Notched Izod impact ft. Ibs./in. 2.1
Unnotched Izod impact ft. Ibs./in. 15.3
Flexural strength, psi. 27,300
Flexural modulus, psi. 1,061,000
Tensile strength, psi. 17,200
Elongation at break, % N.D.
Example 3
The following unreinforced compositions are prepared by blending the materials in an extruder:
Example
Composition (parts by weight) 3 3A (control) poly(1,4-butylene terephthalate)* 80 100
poly(4,4'-diphenylenepropane tere/
isophthalate) resin** 20
stabilizer*** 0.05 0.05
* Intrinsic viscosity, 1.1 dl./g.
** Polyarylate U-Polymer, U-1 060, product of Unitika Company, Japan, see Example 1.
Ferro 904.
These compositions have the following physical properties after injection molding:
Properties 3 3A (control) Specific Gravity, g./cc. 1.287 1.31
Deflection temperature at 264 psi, OF. 149 136 Warpage, 1/1 6"x4" diameter disc,
mm., as molded 0 0
mm., after 30 min. at 35O0F. distorted 15
Notched Izod impact, ft. Ibs./in. 1.2 1.2
Unnotched Izod impact, ft. Ibslin. break break
Flexural strength, psi. 12,500 12,600
Flexural modulus, psi. 334,000 351,000
Tensile strength, psi. 8,300 8,100
Elongation at break, % 135 307
Claims (9)
1. A thermoplastic molding composition which comprises:
(a) poly(1,4-butylene terephthalate); and
(b) a polyarylene ester resin, alone, or in combination with a minor proportion of poly(ethylene terephthalate).
2. A composition as defined in Claim 1 which also includes:
(c) a reinforcing amount of a reinforcing agent.
3. A thermoplastic molding composition as defined in Claim 1 wherein the polyarylene ester resin consists essentially of recurring units in the formula:
wherein each -R- is selected from the group consisting of phenylene, halo-substituted phenylene and alkyl substituted phenylene, and X and Y are each selected from the group consisting of hydrogen, hydrocarbon radicals free from aliphatic unsaturation and of radicals which together and with the adjoining
-C
I atom form a cycloalkane radical, the total number of carbon atoms in X and Y being up to 12.
4. A thermoplastic molding composition as defined in Claims 1-3 wherein the polyarylene ester resin has the repeating unit
5. A thermoplastic molding composition as defined in claims 2-4 which comprises:
(a) from 95 to 20 parts by weight of poly (1 ,4-butylene terephthalate);
(b) from 5 to 80 parts by weight of a poly (diarylenealkylene-co-tere/isophthalate) resin;
(c) from 1 to 60 parts by weight of filamentous glass.
6. A thermoplastic molding composition as defined in Claims 1-5 which includes a flameretardant amount of a flame-retardant agent.
7. A method of preventing distortion in a thermo-plastic molded article which is formed of a thermoplastic composition that comprises a poly(1,4-butylene terephthalate) resin and a reinforcing agent said method comprising including in said thermoplastic composition a polyarylene ester resin alone or combined with poly(ethylene terephthalate) as defined in Claim 1 in an amount sufficient to prevent distortion of the molded article.
8. A method as defined in Claim 7 wherein the polyarylene ester resin has recurring units of the formula:
wherein each -R- is selected from the group consisting of phenylene, halo-substituted phenylene and alkyl substituted phenylene, and X and Y are each selected from the group consisting of hydrogen, hydrocarbon radicals free from aliphatic unsaturation and of radicals which together with the adjoining atom form a cycloalkane radical, the total number of carbon atoms in X and Y being up to 12.
9. A method as claimed in Claim 7 and substantially as hereinbefore described with reference to any of the Example.
9. A method as defined in claim 8 wherein the polyarylene ester has the repeating unit
10. A method as defined in Claim 9 wherein the reinforcing agent is filamentous glass.
8. A thermoplastic moulding composition as claimed in Claim 1 and substantially as hereinbefore described with reference to any of the Examples.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US773079A | 1979-01-30 | 1979-01-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2040973A true GB2040973A (en) | 1980-09-03 |
| GB2040973B GB2040973B (en) | 1983-09-01 |
Family
ID=21727831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8001735A Expired GB2040973B (en) | 1979-01-30 | 1980-01-18 | Polyester-polyarylene ester compositions |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS55115444A (en) |
| AU (1) | AU534147B2 (en) |
| BR (1) | BR8000593A (en) |
| DE (1) | DE3002814A1 (en) |
| FR (1) | FR2447949B1 (en) |
| GB (1) | GB2040973B (en) |
| NL (1) | NL8000541A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0055472A1 (en) * | 1980-12-24 | 1982-07-07 | Union Carbide Corporation | Polyarylate compositions having improved hydrolytic stability |
| US4565850A (en) * | 1981-08-03 | 1986-01-21 | Allied Corporation | Thermoplastic composition containing nematic oligomer |
| EP1050559A4 (en) * | 1998-11-20 | 2003-05-21 | Daicel Chem | RECOVERED PET RESIN COMPOSITION, CORRESPONDING MOLDED ARTICLE, FLAME RETARDANT RESIN COMPOSITION, CORRESPONDING MOLDED ARTICLE |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4489190A (en) * | 1980-06-11 | 1984-12-18 | Celanese Corporation | Blend of polyalkylene terephthalate and wholly aromatic polyester |
| JPS57200168A (en) * | 1981-06-05 | 1982-12-08 | Lion Corp | Plastic container |
| JPH0611850B2 (en) * | 1984-05-12 | 1994-02-16 | 東洋紡績株式会社 | Biaxially stretched polyester film |
| GB8718523D0 (en) * | 1987-08-05 | 1987-09-09 | Unilever Plc | Marine/vegetable oil blend |
| ES2677560T3 (en) | 2006-04-17 | 2018-08-03 | Otis Elevator Company | Elevator disc brake with permanent magnet |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5247501B2 (en) * | 1973-01-06 | 1977-12-02 | ||
| US4079034A (en) * | 1975-01-20 | 1978-03-14 | Hooker Chemicals & Plastics Corporation | Non-blooming halogen-containing additives for plastics |
-
1980
- 1980-01-18 AU AU54732/80A patent/AU534147B2/en not_active Ceased
- 1980-01-18 GB GB8001735A patent/GB2040973B/en not_active Expired
- 1980-01-26 DE DE19803002814 patent/DE3002814A1/en not_active Withdrawn
- 1980-01-28 FR FR8001735A patent/FR2447949B1/en not_active Expired
- 1980-01-29 JP JP838080A patent/JPS55115444A/en active Pending
- 1980-01-29 BR BR8000593A patent/BR8000593A/en unknown
- 1980-01-29 NL NL8000541A patent/NL8000541A/en not_active Application Discontinuation
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0055472A1 (en) * | 1980-12-24 | 1982-07-07 | Union Carbide Corporation | Polyarylate compositions having improved hydrolytic stability |
| US4565850A (en) * | 1981-08-03 | 1986-01-21 | Allied Corporation | Thermoplastic composition containing nematic oligomer |
| EP1050559A4 (en) * | 1998-11-20 | 2003-05-21 | Daicel Chem | RECOVERED PET RESIN COMPOSITION, CORRESPONDING MOLDED ARTICLE, FLAME RETARDANT RESIN COMPOSITION, CORRESPONDING MOLDED ARTICLE |
| EP1420047A1 (en) * | 1998-11-20 | 2004-05-19 | Daicel Chemical Industries, Ltd. | Flame retardant resin composition |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2040973B (en) | 1983-09-01 |
| AU5473280A (en) | 1980-08-07 |
| NL8000541A (en) | 1980-08-01 |
| DE3002814A1 (en) | 1980-07-31 |
| FR2447949A1 (en) | 1980-08-29 |
| JPS55115444A (en) | 1980-09-05 |
| BR8000593A (en) | 1980-10-21 |
| FR2447949B1 (en) | 1985-06-21 |
| AU534147B2 (en) | 1984-01-05 |
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| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19960118 |