CA1261090A - Thermoplastic molding materials based on asphalt/ethylene polymer mixtures and their use for the preparation of moldings, in particular sealing sheets for building constructionand civil engineering - Google Patents
Thermoplastic molding materials based on asphalt/ethylene polymer mixtures and their use for the preparation of moldings, in particular sealing sheets for building constructionand civil engineeringInfo
- Publication number
- CA1261090A CA1261090A CA000519357A CA519357A CA1261090A CA 1261090 A CA1261090 A CA 1261090A CA 000519357 A CA000519357 A CA 000519357A CA 519357 A CA519357 A CA 519357A CA 1261090 A CA1261090 A CA 1261090A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- thermoplastic molding
- asphalt
- parts
- ene
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0807—Copolymers of ethene with unsaturated hydrocarbons only containing more than three carbon atoms
- C08L23/0815—Copolymers of ethene with aliphatic 1-olefins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Civil Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
- Road Paving Structures (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Abstract
Abstract of the Disclosure: Molding materials based on mixtures of (A) from 20 to 50 parts by weight of asphalt which has a penetration at 25°C of from 3 to 100 according to DIN 1995, (B) from 20 to 50 parts by weight of a co-polymer of from 97 to 80% by weight of ethylene and from 3 to 20% by weight of a C4-C10-.alpha.-olefin, which has a density of from 0.89 to 0.93 g/cm3 and a crystallite melting point of from 115 to 125°C, carbon black, glycerol monostear-ate and conventional fillers in the usual amounts are used for the production of moldings, in particular seal-ing sheets for building construction and civil engineer-ing.
Description
- 1 - O.Z. 0050/38027 Thermoplastic ~olding materials based on asphalt/ethylene polymer mixtures and their use for the preperation of moldingsr in particular sealing sheets for building construction and civil engineering The present invention relates to thermoplastic S molding materials based on mixtures of (A) from 20 to 50 parts by weight of asphalt having a penetration at 25C of from 3 to 10û according to DIN 1995, (8) from 40 to 70 parts by weight of an ethylene polymer, (C) from 0 to 5 parts by weight of carbon black~ (D) from 0 to 5 parts by weight of glycerol monostearate and (E) from 0 to ~0 parts by weight of conventional fillers.
Molding materials of this type are suitable for the production of moldings, in particular sealing sheets for building construction and civil engineering~
Mixtures based on ethylene polymers and asphalt are well known from the literature (cf. DE-A 20 33 300, DE-C-12 98 282, DE-C-18 07 071 or EP-A-130 367).
It is also known that the above 00lding materials can be provided with carbon black, conventional mineral fillers ancd/or glycerol monostearate (cf. EP-A-130 367~
and that the mechanical strength of the asphalt mixture can be increased to a certain extent by adding polyethy-lene having a density of from 0.918 to On935 g/cm3 (cf.
DE-A-19 48 526~ DE-A-31 17 672, DE-A-23 04 004 or D~-A-21 12 355). ~y adding polyethylene having a density of from 0.935 to 0.960 g/cm3, the strength and heat distor-tion resistance can be increased, but at the same time the mo~dings acquire an undesirab-le degree of rigidity.
Particularly in the case of sealing sheets~ high rigidity is undesirable since rigid sheets are more difficult to handle during laying.
It is an object of the present invention to pro-vide a thermoplastic molding material which is based on asphalt and very small amounts of ethylene polymers and has high strength at room temperature and high heat dis-tortion resistance. The rigidity of the material at room 3~
- Z - o.Z. OOS0/38027 temperature should be kept low and its variation with the temperature should show a very flat curve, ie. the modulus of torslon should be very high even at elevated tempera-tures, or the temperature at which the modulus of torsion reaches the value 6 = 1 Ntmm2 should be very high, and the use of a relatively expensive ethylene/vinyl ester or ethylene/acrylate copolymer in the asphalt according to EP-A-130 367 should be avoided.
We have found that ~his object is achieved, in accordance with the invention, if a copolymer of from 97 to 80~ by weight of ethylene and from 3 to 20% by we;ght of a C4-C10-~-olefin is used as the ethylene polymer (~) in the mixtures described at the outset, the dens;ty being from 0.90 to 0.93 g/cm3 and the crystallite melting point be;ng from 115 to 125C.
Thermoplastic molding materials are understood as be;ng unmolded or premolded materials which can be pro-cessed to moldings or semifinished products by shap;ng by a non-cutting method ~ithin certain temperature ranges.
A typical feature of these molding materials is that they become soft after exceeding their softening point when ths temperature is increased and harden again on cooling.
Asphalts are the dark, semisolid to spring-hard, fusible high molecular weight hydrocarbon m;xtures defined in DIN 55,946 ar,d obtained in the refining of mineral oils under mild cond;tions. The asphalts used in the mixture as component (A)! h~ve a penetration according to DIN 1995 of from 3 to 100 at 25C and a softening point (ring and ball method) of -from 40 to 140C. Any conventional natural or synthetic as~halt may be used. A particularly suitable asphalt component (A) is a precipitated asphalt which has a penetration according to DIN 1995 of from 3 to 10 at 25C and a soften;ng point according to DIN 1995 (ring and ball method~ of from 40 to 110C. Precipitated asphalts are understood as being low-oil asphalts which exhibit correspondingly high brittleness and hardness and have only a low penetration~ A more exact definition of the '~
~:6~
- 3 - O.Z. OOS0/38027 above asphalts is given in DE-C-2 441 203 and US-A-3 980 598. The precipitated asphalt having a penetration of 8 at 25C and a softening point of 64C is particu-larly useful.
The ~i~tures may also contain up to S parts by weight of the components carbon black and glycerol mono-stearate and/or up to 30 parts by weight of conventionaL
fillers. These components are sufficiently well known to require no further description. The glycerol monostear-ate serves to improve the processing prc,perties, and alu-minum o~ide hydroxide, powdered slate, chalk, gl3ss fibers, k;eselguhr etc. are particularly useful as fillers and are preferably used in amounts of from 2 to 25 parts by weight.
The ~olding materials can be prepared in a conven-tional manner~ for example by homogenizing the components by means of kneaders, st;rred mixers, mills or extruders, at from 140 to 250C. The stage of the mixing process at qhich the ethylene polymer (~) or the other components are added is not critical.
According to the invention, an ethylene copolymer hich consists of from ~7 to 80% by weight of ethylene and from 3 to Z0% by weight of a C4-C10--olefin is added to the m;xture descr;bed above, the sum of the percentages ; 25 always being 100. The ethylene copolymers (B~ are well-known and are commercially available under the name VLDPE
~wery low density polyethylene; cf. UCAR(R)-FLX resins DFDA-1137 Natural 7 and DFDA-113B Natural from Union Carbide Corp., USA). The ethylene copolymers (a) used according to the invention preferably conta;n but-1-ene, hex-1-ene or oct-1-ene as the comonomer and have a melt flo~ inde~ of from 0.1 to 10, preferably from 0.4 to 2.0, 9/
10 min, measured accord;ng to ASTM D 138-65 T at 190C and under a load of 2.16 kg, a density of from 0.89 to 0.93, preferably from 0.90 to 0.91, measured according to DIN
~3,479, and a crystallite melting point of from 115 to 1ZSC, preferably from 116 to 120C, determined according : . .~
:, - 4 - O.Z. 0050/380Z7 to ASTM D 3418-82 by differential scanning calorimetry (DSC). The copolymers (~) are obtained by low pressure copolymerization in the presence of a Ziegler-Natta catalyst (cf. EP-A-4645 and 4647).
The particular advantage of the invention is that the use of the ethylene copolymer (B) as a compsnent of the mixture together with asphalt gives a b;tuminous 1olding material which can be processed to moldings ~hich possess improved mechanical properties in respect of strength at room temperature, heat distortion resistance and rigidity, fairly small amounts of ethylene copolymer being sufficient.
The resulting molding materials may be used in particular for the production of sealing sheets for build-ing construction and civil engineering. The sheets are capable of withstanding high shear and tensile forces and severe deformation over a wide temperature range.
In the Examples, the strength at room temperature is tested by the tensile test according to DIN 53,455.
The modulus of torsion (G), which is measured by the tor-sional vibration test according to DIN 53,445, is used as a measure of the rigidity. The heat distortion resis-tance is checked at elevated temperatures ~a) by the ten-sile test according to DIN 53,455 and tb) by measuringthe shear modulus according to DIN 53,445, elevated tem-temperatures being understood as the range above 70C.
The 0elt flow index of the polymers used is measured according to ASTM D 138-b5 T at a temperature of 190C and under a load of 2.16 kg, and the density is measured arcording to DIN 53,479.
COMPARATIVE EXAMPLES
1. An ethylene/n-butyl acrylate copolymer containing 18% by weight of n-butyl acrylate and hav;ng a melt flow index of 1.5 9/10 min is mixed, in a kneader~ ~;th an equal amount of precipitated asphalt having a softening point (ring and ball method) of 64C and a penetration ~3~
- 5 - O.Z. 0050/380Z7 according to 31N 1995 of 8 (cf. DE-C-1 298 282 and 1 807 071)~ The mixture is pressed to give 2 mm thick sheets, from ~hich test strips are punched and used for measurement in the tensile test. The shear modulus as a function o~ temperature is also measured (cf. Table, Experiment 1).
Molding materials of this type are suitable for the production of moldings, in particular sealing sheets for building construction and civil engineering~
Mixtures based on ethylene polymers and asphalt are well known from the literature (cf. DE-A 20 33 300, DE-C-12 98 282, DE-C-18 07 071 or EP-A-130 367).
It is also known that the above 00lding materials can be provided with carbon black, conventional mineral fillers ancd/or glycerol monostearate (cf. EP-A-130 367~
and that the mechanical strength of the asphalt mixture can be increased to a certain extent by adding polyethy-lene having a density of from 0.918 to On935 g/cm3 (cf.
DE-A-19 48 526~ DE-A-31 17 672, DE-A-23 04 004 or D~-A-21 12 355). ~y adding polyethylene having a density of from 0.935 to 0.960 g/cm3, the strength and heat distor-tion resistance can be increased, but at the same time the mo~dings acquire an undesirab-le degree of rigidity.
Particularly in the case of sealing sheets~ high rigidity is undesirable since rigid sheets are more difficult to handle during laying.
It is an object of the present invention to pro-vide a thermoplastic molding material which is based on asphalt and very small amounts of ethylene polymers and has high strength at room temperature and high heat dis-tortion resistance. The rigidity of the material at room 3~
- Z - o.Z. OOS0/38027 temperature should be kept low and its variation with the temperature should show a very flat curve, ie. the modulus of torslon should be very high even at elevated tempera-tures, or the temperature at which the modulus of torsion reaches the value 6 = 1 Ntmm2 should be very high, and the use of a relatively expensive ethylene/vinyl ester or ethylene/acrylate copolymer in the asphalt according to EP-A-130 367 should be avoided.
We have found that ~his object is achieved, in accordance with the invention, if a copolymer of from 97 to 80~ by weight of ethylene and from 3 to 20% by we;ght of a C4-C10-~-olefin is used as the ethylene polymer (~) in the mixtures described at the outset, the dens;ty being from 0.90 to 0.93 g/cm3 and the crystallite melting point be;ng from 115 to 125C.
Thermoplastic molding materials are understood as be;ng unmolded or premolded materials which can be pro-cessed to moldings or semifinished products by shap;ng by a non-cutting method ~ithin certain temperature ranges.
A typical feature of these molding materials is that they become soft after exceeding their softening point when ths temperature is increased and harden again on cooling.
Asphalts are the dark, semisolid to spring-hard, fusible high molecular weight hydrocarbon m;xtures defined in DIN 55,946 ar,d obtained in the refining of mineral oils under mild cond;tions. The asphalts used in the mixture as component (A)! h~ve a penetration according to DIN 1995 of from 3 to 100 at 25C and a softening point (ring and ball method) of -from 40 to 140C. Any conventional natural or synthetic as~halt may be used. A particularly suitable asphalt component (A) is a precipitated asphalt which has a penetration according to DIN 1995 of from 3 to 10 at 25C and a soften;ng point according to DIN 1995 (ring and ball method~ of from 40 to 110C. Precipitated asphalts are understood as being low-oil asphalts which exhibit correspondingly high brittleness and hardness and have only a low penetration~ A more exact definition of the '~
~:6~
- 3 - O.Z. OOS0/38027 above asphalts is given in DE-C-2 441 203 and US-A-3 980 598. The precipitated asphalt having a penetration of 8 at 25C and a softening point of 64C is particu-larly useful.
The ~i~tures may also contain up to S parts by weight of the components carbon black and glycerol mono-stearate and/or up to 30 parts by weight of conventionaL
fillers. These components are sufficiently well known to require no further description. The glycerol monostear-ate serves to improve the processing prc,perties, and alu-minum o~ide hydroxide, powdered slate, chalk, gl3ss fibers, k;eselguhr etc. are particularly useful as fillers and are preferably used in amounts of from 2 to 25 parts by weight.
The ~olding materials can be prepared in a conven-tional manner~ for example by homogenizing the components by means of kneaders, st;rred mixers, mills or extruders, at from 140 to 250C. The stage of the mixing process at qhich the ethylene polymer (~) or the other components are added is not critical.
According to the invention, an ethylene copolymer hich consists of from ~7 to 80% by weight of ethylene and from 3 to Z0% by weight of a C4-C10--olefin is added to the m;xture descr;bed above, the sum of the percentages ; 25 always being 100. The ethylene copolymers (B~ are well-known and are commercially available under the name VLDPE
~wery low density polyethylene; cf. UCAR(R)-FLX resins DFDA-1137 Natural 7 and DFDA-113B Natural from Union Carbide Corp., USA). The ethylene copolymers (a) used according to the invention preferably conta;n but-1-ene, hex-1-ene or oct-1-ene as the comonomer and have a melt flo~ inde~ of from 0.1 to 10, preferably from 0.4 to 2.0, 9/
10 min, measured accord;ng to ASTM D 138-65 T at 190C and under a load of 2.16 kg, a density of from 0.89 to 0.93, preferably from 0.90 to 0.91, measured according to DIN
~3,479, and a crystallite melting point of from 115 to 1ZSC, preferably from 116 to 120C, determined according : . .~
:, - 4 - O.Z. 0050/380Z7 to ASTM D 3418-82 by differential scanning calorimetry (DSC). The copolymers (~) are obtained by low pressure copolymerization in the presence of a Ziegler-Natta catalyst (cf. EP-A-4645 and 4647).
The particular advantage of the invention is that the use of the ethylene copolymer (B) as a compsnent of the mixture together with asphalt gives a b;tuminous 1olding material which can be processed to moldings ~hich possess improved mechanical properties in respect of strength at room temperature, heat distortion resistance and rigidity, fairly small amounts of ethylene copolymer being sufficient.
The resulting molding materials may be used in particular for the production of sealing sheets for build-ing construction and civil engineering. The sheets are capable of withstanding high shear and tensile forces and severe deformation over a wide temperature range.
In the Examples, the strength at room temperature is tested by the tensile test according to DIN 53,455.
The modulus of torsion (G), which is measured by the tor-sional vibration test according to DIN 53,445, is used as a measure of the rigidity. The heat distortion resis-tance is checked at elevated temperatures ~a) by the ten-sile test according to DIN 53,455 and tb) by measuringthe shear modulus according to DIN 53,445, elevated tem-temperatures being understood as the range above 70C.
The 0elt flow index of the polymers used is measured according to ASTM D 138-b5 T at a temperature of 190C and under a load of 2.16 kg, and the density is measured arcording to DIN 53,479.
COMPARATIVE EXAMPLES
1. An ethylene/n-butyl acrylate copolymer containing 18% by weight of n-butyl acrylate and hav;ng a melt flow index of 1.5 9/10 min is mixed, in a kneader~ ~;th an equal amount of precipitated asphalt having a softening point (ring and ball method) of 64C and a penetration ~3~
- 5 - O.Z. 0050/380Z7 according to 31N 1995 of 8 (cf. DE-C-1 298 282 and 1 807 071)~ The mixture is pressed to give 2 mm thick sheets, from ~hich test strips are punched and used for measurement in the tensile test. The shear modulus as a function o~ temperature is also measured (cf. Table, Experiment 1).
2. An ethylene/butyl acrylate copolymer as described in Example 1, a precipitated asphalt as described in Example 1 and an ethylene/but-1-ene copolymer containing 10~ by weight of but-1-ene, having a density of 0.920 9/
cm3, a melt flow index of 1 9/10 min and a crystallite melt-ing point of 126C and prepared by the low pressure method using a Ziegler-Natta catalyst (cf. EP-A-130 367~ are mixed in equal amounts. It is found that experiment 2 gives a sheet haviny the highest strength and greatest elongation at room temperature (23C) and at 80C, the lowest rigidity at room temperature, and a high tempera-ture at which the torsion needle falLs to a value G of 1 Nt mm (cf. Table, Experiment 2).
EXAMPLE
1. An ethylene/but-1-ene copolymer containing 12~ by weight of but-1-ene and hav;ng a density of 0.904 g/cm3, a melt flow index of 1 9/10 min and a crystallite melting point of 118C is mixed with asphalt, as described in Comp3rative Example 1. The values (isted in the Table (E~per1ment 3) are obtained.
TA~LE
Experi- Tensile Elonga- Shear modulus Temperature C
~ent strength tion at at which G =
break 1 N/mm2 ~Nmm2 ~ N/mmZ
1 5 0.5 700 150 13 0.8 - 66 2 13 1.5 800 200 50 6 5 110
cm3, a melt flow index of 1 9/10 min and a crystallite melt-ing point of 126C and prepared by the low pressure method using a Ziegler-Natta catalyst (cf. EP-A-130 367~ are mixed in equal amounts. It is found that experiment 2 gives a sheet haviny the highest strength and greatest elongation at room temperature (23C) and at 80C, the lowest rigidity at room temperature, and a high tempera-ture at which the torsion needle falLs to a value G of 1 Nt mm (cf. Table, Experiment 2).
EXAMPLE
1. An ethylene/but-1-ene copolymer containing 12~ by weight of but-1-ene and hav;ng a density of 0.904 g/cm3, a melt flow index of 1 9/10 min and a crystallite melting point of 118C is mixed with asphalt, as described in Comp3rative Example 1. The values (isted in the Table (E~per1ment 3) are obtained.
TA~LE
Experi- Tensile Elonga- Shear modulus Temperature C
~ent strength tion at at which G =
break 1 N/mm2 ~Nmm2 ~ N/mmZ
1 5 0.5 700 150 13 0.8 - 66 2 13 1.5 800 200 50 6 5 110
3 8 1.5 700 900 50 3 2 100 With the same amount of ethylene/but-1-ene copoly-wer, the mechanicaL strengths at 23C and 80C are - 6 - O.Z. ~050/38027 substantially higher in Experiment 3 than in Experiment 1. Compared with Experiment 2, the experiment according to the invention achieves the same mechanical strength at 80C and a greater elongation, but the amount of ethy-S lene copolymer is reduced from 67% by weight to 50% byweight.
':
' -.
':
' -.
Claims (7)
1. A thermoplastic molding material based on a mixture of (A) from 20 to 50 parts by weight of asphalt which has a penetration at 25°C of from 3 to 100 according to DIN 1995, (B) from 40 to 70 parts by weight of an ethylene polymer, (C) from 0 to 5 parts by weight of carbon black, (D) from 0 to 5 parts by weight of glycerol monostearate and (E) from 0 to 30 parts by weight of conventional fillers, wherein the ethylene polymer (B) is a copolymer of from 97 to 80%
by weight of ethylene and from 3 to 20% by weight of a C4-C10-.alpha.-olefin and has a density of from 0.89 to 0.93 g/cm and a crystallite melting point of from 115 to 125°C.
by weight of ethylene and from 3 to 20% by weight of a C4-C10-.alpha.-olefin and has a density of from 0.89 to 0.93 g/cm and a crystallite melting point of from 115 to 125°C.
2. A thermoplastic molding material as claimed in claim 1, wherein the asphalt used in the mixture as component (A) has a softening point (ring and ball method) of from 40 to 140°C.
3. A thermoplastic molding material as claimed in claim 2, wherein the asphalt used in the mixture as component (A) has a penetration of 3 to 10 at 25°C and a softening point of from 40 to 110°C.
4. A thermoplastic molding material as claimed in claim 3, wherein the asphalt used in the mixture as component (A) is of the precipitated type and has a penetration of 8 at 25°C and a softening point of 64°C.
5. A thermoplastic molding material as claimed in claim 1, 2 or 3, comprising from 2 to 25 parts by weight of fillers (E).
6. A thermoplastic molding material as claimed in claim l, 2 or 3, wherein the ethylene copoly-mers used as component (B) contain but-1-ene, hex-1-ene or oct-1-ene as the comonomer and have a melt flow index of from 0.1 to 10 g/10 min, measured according to ASTM D 138-65 T at 190°C and under a load of 2.16 kg; a density of from 0.89 to 0.93, measured according to DIN 53,479 and a crystallite melting point of from 116 to 120°C determined according to ASTM D 3418-32 by differential scanning calorimetry (DSC).
7. A thermoplastic molding material as claimed in claim 1, 2 or 3, wherein the ethylene copoly-mers used as component (B) contain but-1-ene, hex-1-ene or oct-1-ene as -the copolymer and have a melt flow index of from 0.4 to 2.0 g/10 min., measured according to ASTM D 138-65 T at 190°C and under a load of 2.16 kg; a density of from 0.90 to 0.91 measured according to DIN 53,479 and a crystallite melting point of from 116 to 120°C determined according to ASTM D 3418-32 by differential scanning calorimetry (DSC).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853535467 DE3535467A1 (en) | 1985-10-04 | 1985-10-04 | THERMOPLASTIC MOLDING MATERIALS BASED ON BITUMEN-ETHYLENE-POLYMERISATE MIXTURES AND THE USE THEREOF FOR THE PRODUCTION OF MOLDED BODIES, IN PARTICULAR SEALING COATINGS FOR CONSTRUCTION AND ENGINEERING |
| DEP3535467.4 | 1985-10-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1261090A true CA1261090A (en) | 1989-09-26 |
Family
ID=6282764
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000519357A Expired CA1261090A (en) | 1985-10-04 | 1986-09-29 | Thermoplastic molding materials based on asphalt/ethylene polymer mixtures and their use for the preparation of moldings, in particular sealing sheets for building constructionand civil engineering |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0223019B1 (en) |
| JP (1) | JPS6286038A (en) |
| AT (1) | ATE41670T1 (en) |
| CA (1) | CA1261090A (en) |
| DE (2) | DE3535467A1 (en) |
| ES (1) | ES2007291B3 (en) |
| MX (1) | MX168439B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1223336B (en) * | 1987-11-02 | 1990-09-19 | Enichem Anic Spa | BITUMINOUS COMPOSITION AND ITS USE IN THE WATERPROOFING SECTOR |
| JP2631289B2 (en) * | 1987-11-09 | 1997-07-16 | 富士興産株式会社 | Backing composition for antistatic carpet tile |
| JP2646240B2 (en) * | 1988-07-18 | 1997-08-27 | 日本ユニカー株式会社 | Composition for waterproof sheet |
| DE19701259A1 (en) * | 1997-01-17 | 1998-07-23 | Basf Ag | Thermoplastic molding compounds |
| EP1104818A1 (en) | 1999-11-30 | 2001-06-06 | Performance Roof Systems S.A. en abrégé P.R.S. | Waterproofing membrane and method for its manufacture |
| DE10136120B4 (en) * | 2001-07-26 | 2006-08-31 | Lucobit Ag | Thermoplastic molding compounds with reduced tackiness |
| EP2174988B1 (en) | 2008-10-07 | 2014-01-22 | Sika Technology AG | Foamed plastic bitumen track |
| EP4434741A1 (en) | 2023-03-21 | 2024-09-25 | JUAL Group A/S | A sealing device for incorporation into a roof structure, a method of manufacturing the sealing device, and a use of a foil of ethylene copolymer bitumen (ecb) |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3790519A (en) * | 1972-03-10 | 1974-02-05 | Copolymer Rubber & Chem Corp | Asphaltic-plastomeric composition |
| FR2228817B1 (en) * | 1973-05-11 | 1976-11-12 | Siplast Soc Nouvelle | |
| DE2449491B2 (en) * | 1974-10-19 | 1979-09-20 | Chemische Werke Huels Ag, 4370 Marl | Process for the production of homogeneous strip or granular thermoplastic masses based on polymers and bitumen |
| JPS5438340A (en) * | 1977-08-31 | 1979-03-22 | Iwao Hishida | Molding resin composition |
| DE3319844A1 (en) * | 1983-06-01 | 1984-12-06 | Basf Ag, 6700 Ludwigshafen | THERMOPLASTIC MOLDING MATERIALS BASED ON BITUMEN-ETHYLENE-POLYMERISATE MIXTURES AND THE USE THEREOF FOR THE PRODUCTION OF MOLDED BODIES, IN PARTICULAR SEALING COATINGS FOR CONSTRUCTION AND ENGINEERING |
| JPS6232136A (en) * | 1985-08-02 | 1987-02-12 | Nippon Oil Co Ltd | Highly filled composition |
-
1985
- 1985-10-04 DE DE19853535467 patent/DE3535467A1/en not_active Withdrawn
-
1986
- 1986-09-25 JP JP61225078A patent/JPS6286038A/en active Pending
- 1986-09-29 CA CA000519357A patent/CA1261090A/en not_active Expired
- 1986-10-01 EP EP86113452A patent/EP0223019B1/en not_active Expired
- 1986-10-01 AT AT86113452T patent/ATE41670T1/en not_active IP Right Cessation
- 1986-10-01 ES ES86113452T patent/ES2007291B3/en not_active Expired
- 1986-10-01 DE DE8686113452T patent/DE3662528D1/en not_active Expired
- 1986-10-02 MX MX003929A patent/MX168439B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0223019B1 (en) | 1989-03-22 |
| MX168439B (en) | 1993-05-25 |
| ES2007291B3 (en) | 1989-06-01 |
| DE3662528D1 (en) | 1989-04-27 |
| EP0223019A1 (en) | 1987-05-27 |
| ATE41670T1 (en) | 1989-04-15 |
| DE3535467A1 (en) | 1987-04-09 |
| JPS6286038A (en) | 1987-04-20 |
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