GB2063279A - New Thermoplastic Elastomers Based on Aliphatic Copolyetheresteramide Blocks of High Molecular Weight - Google Patents
New Thermoplastic Elastomers Based on Aliphatic Copolyetheresteramide Blocks of High Molecular Weight Download PDFInfo
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- GB2063279A GB2063279A GB8031605A GB8031605A GB2063279A GB 2063279 A GB2063279 A GB 2063279A GB 8031605 A GB8031605 A GB 8031605A GB 8031605 A GB8031605 A GB 8031605A GB 2063279 A GB2063279 A GB 2063279A
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- blocks
- aliphatic
- molecular weight
- thermoplastic elastomers
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- 125000001931 aliphatic group Chemical group 0.000 title claims abstract description 15
- 229920002725 thermoplastic elastomer Polymers 0.000 title claims description 8
- 239000004952 Polyamide Substances 0.000 claims abstract description 16
- 229920002647 polyamide Polymers 0.000 claims abstract description 16
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 10
- 229920000570 polyether Polymers 0.000 claims abstract description 8
- 229920006146 polyetheresteramide block copolymer Polymers 0.000 claims abstract description 6
- 125000004185 ester group Chemical group 0.000 claims abstract description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 16
- -1 polyoxyethylene Polymers 0.000 claims description 15
- 230000006835 compression Effects 0.000 claims description 10
- 238000007906 compression Methods 0.000 claims description 10
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 8
- 238000002844 melting Methods 0.000 claims description 7
- 230000008018 melting Effects 0.000 claims description 7
- 150000002334 glycols Chemical class 0.000 claims description 6
- 229920001451 polypropylene glycol Polymers 0.000 claims description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- 229920002614 Polyether block amide Polymers 0.000 claims description 2
- 229920001778 nylon Polymers 0.000 claims description 2
- 229920001971 elastomer Polymers 0.000 abstract description 10
- 239000000806 elastomer Substances 0.000 abstract description 6
- 239000004953 Aliphatic polyamide Substances 0.000 abstract description 5
- 229920003231 aliphatic polyamide Polymers 0.000 abstract description 5
- 230000035939 shock Effects 0.000 abstract description 3
- 238000000034 method Methods 0.000 description 14
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 230000009477 glass transition Effects 0.000 description 6
- 238000006068 polycondensation reaction Methods 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 4
- 229910052735 hafnium Inorganic materials 0.000 description 4
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 4
- 229910052726 zirconium Inorganic materials 0.000 description 4
- 238000013019 agitation Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000012505 colouration Methods 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920000299 Nylon 12 Polymers 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 150000001408 amides Chemical group 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- GUOSQNAUYHMCRU-UHFFFAOYSA-N 11-Aminoundecanoic acid Chemical compound NCCCCCCCCCCC(O)=O GUOSQNAUYHMCRU-UHFFFAOYSA-N 0.000 description 1
- HASUJDLTAYUWCO-UHFFFAOYSA-N 2-aminoundecanoic acid Chemical compound CCCCCCCCCC(N)C(O)=O HASUJDLTAYUWCO-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- LTBRWBUKPWVGFA-UHFFFAOYSA-N butan-1-olate;hafnium(4+) Chemical compound [Hf+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] LTBRWBUKPWVGFA-UHFFFAOYSA-N 0.000 description 1
- BSDOQSMQCZQLDV-UHFFFAOYSA-N butan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] BSDOQSMQCZQLDV-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/44—Polyester-amides
Abstract
Elastomers based on aliphatic polyetheresteramide blocks, having good elasticity properties and resistance to shock at low temperatures resulting from a regular alternation of linear aliphatic polyamide blocks of M.W. 500 to 3000 and polyoxyalkylene blocks of M.W. 500 to 5000 interconnected by ester groups and of which the weight ratio of the polyether to polyamide blocks is from 45/55 to 85/15.
Description
SPECIFICATION
New Thermoplastic Elastomers Based on
Aliphatic Copolyetheresteramide Blocks of
High Molecular Weight
The present invention concerns thermoplastic elastomers of high molecular weight based on aliphatic copolyetheresteramide blocks.
These elastomers, which result from a polycondensation between aliphatic polyamide blocks having carboxylic chain ends with aliphatic polyoxyalkylene blocks having hydroxylated chain ends, can be used in a certain number of the normal application of rubber such as flexible pipes, transmission bellows for automotive vehicles, joint seals, inflatable bladders, elastomeric films, elastic membranes. The elastomeric copolyetheresteramides according to the invention have a structure comprising a regular alternation between the aliphatic polyamide blocks and the polyether blocks; these blocks being joined to one another by ester groups having the general formula
A is a polyamide block
B is a polyalkylene glycol block
n is an integer indicating repetition of the group.
Elastomeric copolyetheresteramides have already been prepared by reacting hydroxylated polyether blocks with diesters which include several amide functions in the molecule.
Thus US Patent 3,660,356 describes elastomers which result from the polycondensation of a relatively low molecular weight polyoxyalkylene glycol with an aromatic diester including several amide functions in the molecule. But when the poly-condensation is carried out as described in US Patent 3,660,356, but using a low molecular weight aliphatic polyamide instead of the polyamide diester, only brittle products of insufficient molecular weight and which are unsuitable for shaping operations such as moulding, calendering, or extrusion, are obtained.
According to US Patent 4,105,040 elastomers are obtained by copolycondensing aliphatic diesters having amide groups with polyoxyalkylene glycols. But the resulting products have quite a high melting point which makes shaping operations by moulding or extrusion more difficult and which promotes the phenomena of thermal degradation.
Besides, the use of an aliphatic diester with two or three or four amide groups is inflexible when it is desired to vary the molecular weight of the block, such variation requiring each time the preparation of another diester.
The present invention permits these disadvantages to be remedied.
It concerns high molecular weight thermoplastic elastomers based on copolyetheresteramides resulting from an
alternation of linear aliphatic polyamide blocks having a molecular weight from 500 to3000 and polyoxyalkylene blocks having a molecular weight from 500 to 5000 joined to one another by ester groups and characterised by an intrinsic viscosity between 0.8 and 2.05, preferably between 1.2 and 2, a polyether/polyamide weight ratio from
45 85 and 55 15 a melting point between 140 and 2200C, a
VICAT point between 60 and 1 500C, especially between 60 and 1000C, a SHORE A hardness between 60 and 90, an elastic elongation between 30 and 200%, an elongation to breaking from 700 to 1000%, a torsional modulus from 600 to 400 Kg/cm2 at -400C or between 100 and 300 Kg/cm2 at 200C and a compression deformation between 10 and 30% at 200C.
Such products possess excellent elasticity properties which render them suitable for most of the current uses of rubber.
The elastomers based on polyetheresteramides according to the invention can be prepared by all methods which permlt them to be obtained and particularly by the.processes described in French
Patent No. 2,273,021 and 2,401,947 according to which there is polycondensed an aliphatic dicarboxylic polyamide block with a polyoxyalkylene glycol between 200 and 300 C, preferably at about 2600C, under a pressure of 0.1 to 2 mm of mercury in the presence of a catalyst of the type M(OR)4, M being titanium, zirconium, or hafnium and R a saturated aliphatic hydrocarbon group having 1 to 24 carbon atoms.
With the tetralkoxides of titanium the products
obtained are more or less coloured brown
although by using the zirconium or hafnium tetralkoxides the resulting elastomers are
transparent and colourless or only slightly
coloured, thus lending themselves more easily to
being artificially coloured.
The polyamide blocks are products of the polymerization of cycloalkyl lactams having 6 to
12 carbon atoms such as caprolactam, dodecalactam, dodecanolactam, or of the polycondensation, either of the corresponding aminoacids, such as for example 6-aminocaproic acid,
11 -aminoundecanoic acid or the polycondensates of aliphatic dicarboxylic acids with a-w primary C8 to C9 aliphatic diamines.
As aliphatic diacids which may be used there can be mentioned amongst others succinic, suberic, adipic, octane-dioic, azelaic, decandioic, dodecandioic. As aliphatic primary diamines capable of entering into the composition of the polyamide blocks there can be mentioned, for example, hexanemethylene diamine, nonamethylene diamine.
The preferred polyamide blocks are those derived from the nylons 6, 6-6, 6-9, 6-10, 6-12,9-6, 11,and 12.
The molecular weight of the polyamide blocks is from 500 to 3000, and preferably from 500 to 2000.
In order to obtain polyamides with carboxylic chain ends, according to one known method of preparation there is effected the polymerisation of lactams or amino-acids in the presence of an aliphatic dicarboxylic acid, or the polycondensation of a diacid with an a-a; primary diamine in the presence of a molar excess of diacid. The diacid acts also as a chain breaker and thus permits, as a function of the quantity added in the synthesis reaction, control of molecular weight of the polyamide blocks.
The polyether blocks having hydroxylated chain ends are polyoxyalkylene glycols most commonly derived by the polymerization of alkylene oxides or alicyclic esters of the tetrahydrofuran type.
Those which are preferred are the polyethylene glycols, polypropylene glycols, or polytetramethylene glycols.
The polyether blocks have molecular weights between 500 and 5000, preferably between 1000 and 3000.
In comparison with rubber-based substances these elastomeric copolyetheresteramides have the advantage of not requiring vulcanisation.
Moreover, it is easy to recover and recycle any waste. These copolyetheresteramides have a density close to 1, a suppleness which is retained even in the cold and a good resistance to shock at low temperatures.
When they are prepared in the presence of a tetralkoxide of zirconium or hafnium, colourless products can be obtained.
The means of control and identification selected to characterise the resulting products are as follows:- the intrinsic viscosity is determined at 250C in a solution of 0.5 g per 100 ml in metracresol.
the VICAT point is expressed according to the standard ASTM D 1525 65 T.
the elastic elongation is measured according to the standard ASTM D 638 67 T.
the torsional modulus after the CLASH and
BERG method is measured according to the standard ASTM D1043 61 T.
The polyether blocks having hydroxylated chain ends are polyoxyalkylene glycols most commonly derived by the polymerisation of alkylene oxides or alicyclic esters of the tetrahydrofuran type.
Those which are preferred are the polyethylene glycols, polypropylene glycols, or polytetramethylene glycols.
The polyether blocks have molecular weights between 500 and 5000, preferably between
1000 and 3000.
In comparison with rubber-based substances these elastomeric copolyetheresteramides have the advantage of not requiring vulcanisation.
Moreover, it is easy to recover and recycle any waste. These copolyetheresteramides have a density close to 1, a suppleness which is retained even in the cold and a good resistance to shock at low temperatures.
When they are prepared in the presence of a tetralkoxide of zirconium or hafnium, colourless products can be obtained.
The means of control and identification selected to characterise the resulting products are as follows:- the intrinsic viscosity is determined at 250C in a solution of 0.5 g per 100 ml in metracresol.
the VICAT point is expressed according to the standard ASTM D 1525 65 T.
the elastic elongation is measured according to the standard ASTM D 638 67 T.
the torsional modulus after the CLASH and
BERG method is measured according to the standard ASTM D 104361 T.
the colouration is measured using a 5% by weight solution of the polymer in metracresol which has been recently distilled with a "Comparator 1000 Lovibond" apparatus equipped with a standardised light source DP 41 6, a NESSLER DB 412 apparatus and
NESSLER tubes of 113 mm. The deformation by compression is measured according to the standard ASTM D 395 (method B).
The following examples are given for illustrative and non-limiting purposes:
Example 1
13.0 Kg of polycaprolactam with carboxylic chain ends having a molecular weight equal to
1300 which has been obtained according to a conventional process by polymerising caprolactam in the presence of adipic acid, is introduced into a 90 litre reactor, 13.0 Kg of polyoxyethylene glycol having a molecular weight equal to 1300 is added, together with 95 gr. of tetrabutylorthozirconate Zr(OBu)4. After having purged the air from the reactor with a current of
nitrogen the mixture is subjected under agitation to a partial vacuum of 1 Torr and is heated to
2600C, which is maintained for 2 hours 25
minutes.
After re-cooling of the reaction mixture, there
is obtained an elastic product which has an
intrinsic viscosity equal to 1.4 and a glass transition temperature of -650C.
the VICAT point under 1 Kg is equal to 1 250C.
the melting point is equal to 1 960C.
The shore D hardness is equal to 44.
The elastic elongation is 3096 under 50 Kg/cm2
and the elongation to rupture is 750% under 360
Kg/cm2.
The elongation is 20% under a load of 80 Kg/cm2,of 100% under 110 Kg/cm2,and 300
under 230 Kg/cm2.
The compression deformation is 25% after 70
hours at 200C and 50% after 22 hours at 700C.
The torsional rigidity modulus according to the
CLASH and BERG method is 700 Kg/cm2 and 225 Kg/cm2 at 200C.
Example 2
According to an operational method analogous to that described in Example 1, there is introduced successively into the reactor 6.0 Kg of dicarboxylic 6 polyamide of average molecular weigh equal to 500, 24.0 Kg polyoxytetramethylene glycol of average molecular weight equal to 2000, 10 g of zirconium tetrabutoxide. These are reacted under a partial vacuum of 1 Torr at 2600C over 5 hours.
After re-cooling a white elastic product is recovered which has an intrinsic viscosity of 1.65, a VICAT point of 980C and a melting point of 1 750C and a glass transition temperature of -650C.
The Shore D hardness is equal to 61.
Coloration Hazes=1 0.
Elastic elongation is 180so under 20 Kg/cm2 and the elongation to rupture is 980% under 320
Kg/cm2. The elongation is 20% under a load of 25 Kg"cm2, 100% under 50 Kg/cm2 and 300% under 90 Kg/cm2.
The compression deformation is 12% after 70 hours at 200C and 35% after 22 hours at 700C.
Example 3
There are introduced into a 2 litre reactor 200 g of polylaurolactam with adipic chain ends and having an average molecular weigh equal to 850 which has been obtained according to a known process by polymerising laurolactam in the presence of adipic acid, there is added 470 g of polyoxytetramethylene glycol having a molecular weight equal to 2000 and 2.25 of tetrabutylortho-zirconate Zr(OBu)4.
After having purged the air from the reactor with a current of nitrogen the mixture is subjected to a partial vacuum of 1 Torr with agitation and heated to 2600 C, which temperature is maintained for 2 hours.
After re-cooling the reaction mixture, there is obtained a white elastic product which has an intrinsic viscosity equal to 1.97 and a glass transition temperature of -65 OC. The VICAT point under 1 kg is equal to 81 0C.
Colouration Hazes=1 0.
The elastic elongation is 106% under 27
Kg/cm2 and the elongation to rupture is 900% under 305 Kg/cm2. The elongation is 20% under a load of 30 Kg/cm2, 100% under 65 Kg/cm2 and 300% under 160 Kg/cm2.
The compression deformation is 17% after 70 hours at 200C and 40% after 22 hours at 700C.
Example 4
According to a method of operation analogous to that described in Example 3, carried out in the presence of 2.77 g of hafnium tetrabutoxide, the reaction is carried out under partial vacuum at 2600C for 2 hours. After re-cooling a white elastic product is recovered which has an intrinsic viscosity of 1.95, a VICAT point of 800C, and a glass transition temperature of -650C.
Colouration Hazen=1 5.
Elastic elongation is 106% under 27 Kg/cm2 and the elongation to rupture is 920% under 300
Kg/cm2. The elongation is 20% under a load of 30 Kg/cm2,100% unfer 60 Kg/cm2 and 300% under 1 55 Kg/cm2.
The compression deformation is 18% after 70 hours at 200C and 40% after 22 hours at 700C.
Example 5
Into a 90 litre reactor procided with a stirring system there are introduced successively 8.5 Kg of diadipic polyamide-1 1 having an average molecular weight of 850, obtained by polycondensation of aminoundecanoic acid in the presence of adipic acid.
Then there are introduced 20 Kg of a polytetramethylene glycol having an average molecular weight equal to 2000 and 90 g of a catalyst which is tetrabutylorthotitanate.
The reactor is purged of the air which it contains with a stream of nitrogen and subjected to a partial vacuum of 1 Torr. The temperature is raised under agitation to 2600C and the reaction is continued for 3 hours at this temperature.
After re-cooling, the resulting product is extruded, granulated and dried. The product is elastic.
The intrinsic viscosity is equal to 1.85.
The glass transition temperature is -650C.
The VICAT point is 700C, the melting point is 1680C.
The Shore A hardness is equal to 80.
The elastic elongation is 90% under 30 Kg/cm2 and the elongation to rupture is 900% under 240
Kg/cm2. The elongation is 20% under a load of 25 Kg/cm2, 100% under 55 Kg/cm2, and 300% under 140 Kg/cm2. The compression deformation is 18% after 70 hours at 200C and 40% after 22 hours at 700C.
The compression deformation is 18% after 70
and BERG method is 525 Kg/cm2 at -400C and it is less than 1 50 Kg/cm2 at 200C.
Example 6
According to an operational method analogous to that used in Example 1, there are reacted over 3 hours 7.5 Kg of polyamide-12 having adipic chain ends resulting from the polymerization of laurolactam in the presence of adipic acid and which has an average molecular weight equal to 750. There are added 20 Kg of polytetramethylene glycol at a molecular weight of 2000 in the presence of 90 g tetrabutylorthotitanate. When the reaction has finished there is obtained an elastomeric polycondensate which has an intrinsic viscosity equal to 2.0, a VICAT point of 620C under 1 Kg, a melting point equal to 1 580C, and a glass transition temperature of -65 OC.
The Shore A hardness is 700 C.
The elastic elongation is 110% under.25 Kg/cm2 and the elongation to rupture is 950% under 280Kg/cm2.
The elongation is 20% under a load of 25 Kg/cm2, 100% under 50 Kg/cm2 and 300% under 100 Kg/cm2.
The compression deformation is 15% after 70 hours at 200C and 35% after 22 hours at 700C.
The rigidity modulus according to the CLASH and BERG method is 450 Kg/cm2 at -400C and 150 Kg/cm2 at 20 C.
Claims (4)
1. High molecular weight thermoplastic elastomers based on aliphatic polyetheresteramide blocks resulting from a regular alternation of aliphatic linear polyamide blocks having a molecular weight from 500 to 3000 and polyoxyalkylene blocks having molecular weight from 500 to 5000 joined together by ester groups, characterised by a weight ratio of the polyether to polyamide blocks from
45 85 and 55 15
a melting point from 1 400C to 2200C, a VICAT point from 60 to 1 500C, an elastic elongation from 30 to 200%, an elongation to rupture from 700 to 1000%, a torsional rigidity modulus from 100 to 300 Kg/cm2 at 200C and a compression deformation from 10 to 30% at 200C.
2. Thermoplastic elastomers based on aliphatic polyether-esteramides according to Claim 1, characterised in that the polyether/polyamide weight ratio is from
60 80 - to - 40 20.
3. Thermoplastic elastomers based on aliphatic polyetheresteramides according to Claim 1, characterised in that the polyamide blocks are of the nylons 6, 6-6, 6-9, 6-10, 11 and 12 having molecular weights from 500 to 3000, preferably from 500 to 2000.
4. Thermoplastic elastomers based on aliphatic polyetheresteramides according to Claim 1, characterised in that the polyoxyalkylene blocks are derived from polyoxyethylene glycol, polyoxypropylene glycols or polyoxytetramethylene glycols having molecular weights of 500 to 5000, and preferably from 1000 to 3000.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7924486A FR2466478B2 (en) | 1979-10-02 | 1979-10-02 | PROCESS FOR THE PREPARATION OF ELASTOMERIC ALIPHATIC COPOLYETHERESTERAMIDES |
| FR8020149A FR2490656B2 (en) | 1980-09-19 | 1980-09-19 | PROCESS FOR THE PREPARATION OF ELASTOMERIC ALIPHATIC COPOLYETHERESTERAMIDES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2063279A true GB2063279A (en) | 1981-06-03 |
| GB2063279B GB2063279B (en) | 1984-01-11 |
Family
ID=26221377
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8031605A Expired GB2063279B (en) | 1979-10-02 | 1980-10-01 | Thermoplastic elastomers based on aliphatic copolyetheresteramide blocks of high molecular weight |
Country Status (5)
| Country | Link |
|---|---|
| BR (1) | BR8006346A (en) |
| CH (1) | CH644616A5 (en) |
| GB (1) | GB2063279B (en) |
| IT (1) | IT1149843B (en) |
| SE (1) | SE8006864L (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2550212A1 (en) * | 1983-08-05 | 1985-02-08 | Inventa Ag | HYDROLYSIS STABLE POLYETHERESTERAMIDE SEQUENCES AND THEIR PREPARATION |
| GB2144441A (en) * | 1983-08-04 | 1985-03-06 | Inventa Ag | Process for the preparation of block polyetheresteramides |
| US5604284A (en) * | 1993-03-03 | 1997-02-18 | Sanyo Chemical Industries, Ltd. | Polyetheresteramide and antistatic resin composition |
| WO2001023457A1 (en) * | 1999-09-30 | 2001-04-05 | Iso Tis N.V. | Poly (ether ester amide) and poly (ether ester urethane) copolymers |
| WO2004014438A1 (en) | 2003-06-12 | 2004-02-19 | Firmenich Sa | Gels for dispensing active volatile materials |
-
1980
- 1980-10-01 CH CH733880A patent/CH644616A5/en not_active IP Right Cessation
- 1980-10-01 SE SE8006864A patent/SE8006864L/en not_active Application Discontinuation
- 1980-10-01 GB GB8031605A patent/GB2063279B/en not_active Expired
- 1980-10-02 BR BR8006346A patent/BR8006346A/en unknown
- 1980-10-02 IT IT25070/80A patent/IT1149843B/en active
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2144441A (en) * | 1983-08-04 | 1985-03-06 | Inventa Ag | Process for the preparation of block polyetheresteramides |
| FR2550212A1 (en) * | 1983-08-05 | 1985-02-08 | Inventa Ag | HYDROLYSIS STABLE POLYETHERESTERAMIDE SEQUENCES AND THEIR PREPARATION |
| US5604284A (en) * | 1993-03-03 | 1997-02-18 | Sanyo Chemical Industries, Ltd. | Polyetheresteramide and antistatic resin composition |
| US5652326A (en) * | 1993-03-03 | 1997-07-29 | Sanyo Chemical Industries, Ltd. | Polyetheresteramide and antistatic resin composition |
| US5886098A (en) * | 1993-03-03 | 1999-03-23 | Sanyo Chemical Industries, Ltd. | Polyetheresteramide and antistatic resin composition |
| WO2001023457A1 (en) * | 1999-09-30 | 2001-04-05 | Iso Tis N.V. | Poly (ether ester amide) and poly (ether ester urethane) copolymers |
| US6835391B2 (en) | 1999-09-30 | 2004-12-28 | Chienna B.V. | Poly (ether ester amide) and poly (ether ester urethane) copolymers |
| WO2004014438A1 (en) | 2003-06-12 | 2004-02-19 | Firmenich Sa | Gels for dispensing active volatile materials |
| US7708982B2 (en) | 2003-06-12 | 2010-05-04 | Firmenich Sa | Gels for dispensing active volatile materials |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2063279B (en) | 1984-01-11 |
| IT8025070A0 (en) | 1980-10-02 |
| IT1149843B (en) | 1986-12-10 |
| BR8006346A (en) | 1981-04-14 |
| SE8006864L (en) | 1981-04-03 |
| CH644616A5 (en) | 1984-08-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PE20 | Patent expired after termination of 20 years |
Effective date: 20000930 |