POLYARYLENE ETHER SULFONE COMPRISING NAPHTHALIC ACID ANHYDRIDE ENDGROUPS

Abstract

A polyarylene ether sulfone contains endgroups of formula (I),

##STR00001##

A molding composition contains the polyarylene ether sulfone; and a fiber, film, or shaped article can be produced using the molding composition.

Claims

1-16. (canceled)

17: A molding composition, comprising: from 5 to 95% by weight of at least one polyarylene ether sulfone comprising endgroups of formula (I), ##STR00010## from 5 to 95% by weight of at least one polyamide, and optionally, at least one further component, wherein a total proportion of all components by weight is 100%, based on the molding composition.

18: The molding composition according to claim 17, comprising: from 30 to 75% by weight of the at least one polyarylene ether sulfone, and from 25 to 70% by weight of the at least one polyamide.

19: The molding composition according to claim 17, wherein the at least one polyamide is selected from the group consisting of PA 9T, PA 9T-co-8.1T, PA 6T6I, PA 6T66, PA 66T, and a mixture thereof.

20: The molding composition according to claim 17, wherein the at least one further component is at least one polyarylene ether sulfone having no endgroups of formula (I), wherein the molding composition comprises 10 to 70% by weight of the at least one polyarylene ether sulfone having no endgroups of formula (I).

21: The molding composition according to claim 17, wherein the at least one further component is at least one fibrous or particulate filler, and wherein the molding composition comprises 10 to 62.5% by weight of the at least one fibrous or particulate filler.

22: A fiber, film, or shaped article, comprising the molding composition according to claim 17.

23: The molding composition according to claim 17, wherein the at least one polyarylene ether sulfone comprises at least 15% of the endgroups of formula (I).

24: The molding composition according to claim 17, wherein the at least one polyarylene ether sulfone comprises from 25% to 90% of the endgroups of formula (I).

25: The molding composition according to claim 17, wherein the at least one polyarylene ether sulfone further comprises repeat units of general formula (II) ##STR00011## wherein t and q are independently 0, 1, 2, or 3; Q, T, and Y are independently in each case a chemical bond or a group selected from the group consisting of —O—, —S—, —SO.sub.2—, S═O, C═O, —N═N—, and —CRaRb-, wherein Ra and Rb are independently in each case a hydrogen atom, a C.sub.1-C.sub.12-alkyl group, a C.sub.1-C.sub.12-alkoxy group, or a C.sub.6-C.sub.18-aryl group, and wherein at least one of Q, T, and Y is —SO.sub.2—; and Ar and Ar.sup.1 are independently an arylene group having from 6 to 18 carbon atoms.

26: The molding composition according to claim 17, wherein the at least one polyarylene ether sulfone comprises at least one of the following repeat units: ##STR00012##

27: A molding composition, comprising at least one polyarylene ether sulfone comprising endgroups of formula (I), ##STR00013## wherein the molding composition comprises at least one polyamide selected from the group consisting of PA 9T, PA 9T-co-8.1T, PA 6T6I, PA 6T66, PA 66T, and a mixture thereof.

28: A molding composition, comprising at least one polyarylene ether sulfone comprising endgroups of formula (I), ##STR00014## wherein the molding composition comprises from 10 to 62.5% by weight of at least one fibrous or particulate filler, based on a total weight of the molding composition.

Description

EXAMPLES

[0133] The examples below provide further explanation of the invention, but do not restrict the same.

Components of the Molding Compositions

Component A1

[0134] The preparation of the polyether sulfone comprising end groups of formula I (PESU-NA) was carried out according to the following procedure:

[0135] In a vessel equipped with a stirrer, Dean-Stark-trap, nitrogen-inlet and temperature control, 278.27 g (0.969 mol) 4,4′-dichlorodiphenylsulfone (DCDPS), 250.17 g (1.00 mol) 4,4′-dihydroxydiphenylsulfone (DHDPS), and 152.03 g (1.10 mol) potassium carbonate (particle size 39.3 μm) was suspended under nitrogen atmosphere in 1000 ml NMP. Under stirring the mixture was heated up to 190° C. 30 l/h Nitrogen is purged through the mixture and the mixture is kept at 190° C. for 6 h. After that time 15.34 g (0.066 mol) 4-Chloro-1,8-naphthalic anhydride dissolved in NMP (10%) are added at 190° C. and the reaction continues for another 2 h. After this time 500 ml NMP are added to cool down the mixture. Under nitrogen the mixture is allowed to cool down below 60° C. After filtration the polymer solution is precipitated in water. The precipitated product is extracted with hot water (20 h at 85° C.) and dried at 120° C. for 24 h under reduced pressure.

[0136] The V.N. of the product was 54.7 ml/g, the amount of NA-endgroups 35% (determined by 1H-NMR).

Component AV

[0137] Polyethersulfone prepared according to the process given in example 1 of WO97/04018, having a V.N of 50.2 ml/g and 0.65 wt.-% phtahlic anhydride-endgroups, which corresponds to 37% PhA-endgroups.

Component B

[0138] As component B a Polyamide 9T with a viscosity number of 120 ml/g (measured at 25° C. in conc. H.sub.2SO.sub.4) was used.

Component C

[0139] As component C a polyether sulfone (PESU) having a viscosity number of 49.0 ml/g was used. The used product had 0.19 wt.-% Cl-endgroups and 0.23 wt.-% OCH.sub.3-Endgroups (1H-NMR).

Component D

[0140] Glass fibres, chopped strands (length 4.5 mm) with a diameter of 10 μm and a PU-based sizing.

Component E

[0141] Impact modifier based on polyethylene-co-1-butene, grafted with maleic acid/maleic anhydride, having a MVR-value (190° C./2.16 kg) of 0.97 ml/10′.

Component F1

[0142] 4,4′-Bis(α,α-dimethylbenzyl)diphenyl-amine, melting point 98-100° C.

Component F2

Sodiumhypophosphite

Production and Testing of the Molding Compositions

[0143] Compounding was done using a twin screw extruder (ZSK 30), the barrel temperatures were set to keep the melt temperature below 350° C. Molding of the test samples was done at a melt temperature of 340° C. and a mold temperature of 120° C. Tensile testing was done according to DIN EN ISO 527-1 (Juni 2012) (E-Modulus, strength, tensile elongation).

[0144] Impact strength was tested according to DIN EN ISO 179 1eU (June 2012), while notched impact was tested according to DIN EN ISO 179 1eA (June 2012). The viscosity of the melt was tested according by MVR-measurements (DIN EN ISO 1133-1 (March 2012), 360° C./5 kg).

[0145] The CTI was measured according to IEC 60112 (January 2003) on samples having a thickness of 4 mm.

[0146] To assess the chemical resistance of the compounds, pieces of a molded sample (2 g) were placed in 100 ml N-methyl-pyrrolidone (NMP) at 23° C. for 48 h. After that time the non-soluble material was filtered of, washed carefully with another 250 ml NMP, then dried for 24 h in the vacuum to determine the part of non-soluble material.

[0147] The solution viscosity (V.N.) of the PNA was determined using a solution of 0.01 g/ml in N-Methylpyrrolidon at 25° C. (DIN EN ISO 1628-1 (October 2012)).

[0148] The results of the experiments are shown in Table 1.

TABLE-US-00003 TABLE 1 Example C1* 2** C3 4 5 C6 7 C8 9 C10 A1 — 25 — 35 17.5 — 25 — 16.25 — AV — — — — — — — — 16.25 B 50 25 70 35 52.5 50 25 32.5 16.25 16.25 C 49.33 49.33 29.58 29.58 29.58 44.58 44.58 32.08 32.08 32.08 D — — — — — — — 45 45 45 E — — — — 5 5 — — — F1 0.65 0.65 0.4 0.4 0.4 0.4 0.4 0.4 0.4 0.4 F2 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 ISO 179 102 370 150 >400 >400 167 >400 37 63 54 1eU [kJ/m.sup.2] ISO 179 3.4 6.8 4.6 7.5 7.1 4.2 8.9 7.4 9.5 9.1 1eA [kJ/m.sup.2] CTI 175 250 150 225 225 175 250 250 275 225 Non-sol. 49.7 63.7 29.8 35.1 33.1 49.2 61.8 77.2 81.2 80.1 part [wt. %] *Comparative examples **Examples according to the invention

[0149] The compositions according to the invention show an improved mechanical performance and surprisingly superior CTI-values.