Cross-linked aliphatic polyketones
A molding comprising a matrix from the crosslinking of an aliphatic polyketone with at least one diamine source as crosslinker with formation of imine groups, or a polymer mixture comprising at least one polyketone (PK) and at least one crosslinker, in which the diamine source and the at least one crosslinker are selected from di(aminophenyl) compounds in which the two aminophenyl rings are joined to one another via an aliphatic group which has a carbocyclic radical, diamine compounds selected from compounds of the formulae (I), (II) and (III), oligomers/polymers which have at least two amide groups, saturated alicyclic compounds which have at least two primary amine groups and oligomers/polymers which comprise them in incorporated form, and mixtures thereof.
1 . A molding comprising a matrix from the crosslinking of an aliphatic polyketone with at least one diamine source as crosslinker with formation of imine groups, wherein the crosslinker is a saturated alicyclic compound which has at least two primary amino groups, selected from aminized dimer fatty acids, polymers which comprise aminated dimer fatty acids in copolymerized form, and mixtures thereof.
2 . The molding as claimed in claim 1 , which comprises at least one filling and reinforcing agent and/or an additive different therefrom.
3 . A process for producing a molding, comprising the steps of
i) providing a mixture comprising at least one aliphatic polyketone and at least one crosslinker,
ii) producing a molding from the mixture obtained in step i), and
iii) thermally treating the molding at a temperature at which the aliphatic polyketone becomes crosslinked, and
where the crosslinker is selected from
di(aminophenyl) compounds in which the two aminophenyl rings are joined to one another via an aliphatic group which has a carbocyclic radical,
diamine compounds selected from compounds of the formulae (I), (II) and (III),
wherein
R 1 , R 2 , R 3 and R 4 independently of one another are selected from hydrogen, halogen, nitro, cyano, hydroxyl, amino, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 6 -C 14 aryl, where the alkyl group, alkenyl group and alkynyl group are unsubstituted or substituted by Ra and where the aryl group is unsubstituted or substituted by R b ,
R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 and R 12 independently of one another are selected from hydrogen, halogen, nitro, cyano, hydroxyl, amino, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 6 -C 14 aryl, where the alkyl group, alkenyl group and alkynyl group are unsubstituted or substituted by Ra and where the aryl group is unsubstituted or substituted by R b ,
R 13 , R 14 , R 15 , R 16 , R 17 and R 18 independently of one another are selected from hydrogen, halogen, nitro, cyano, hydroxyl, amino, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 6 -C 14 aryl, where the alkyl group, alkenyl group and alkynyl group are unsubstituted or substituted by Ra and where the aryl group is unsubstituted or substituted by R b ,
X is selected from a bond, oxygen, sulfur, carbonyl, sulfonyl, sulfoxide, C 1 -C 6 alkylene, C 2 -C 6 alkenylene and phenylene,
R a is selected from halogen, nitro, cyano, hydroxyl, carboxyl, amino, C 6 -C 12 aryl, where the aryl group is unsubstituted or substituted by R c ,
R b is selected from halogen, nitro, cyano, amino, C 1 -C 4 alkyl and C 1 -C 4 haloalkyl,
R c is selected from halogen, nitro, cyano, C 1 -C 4 alkyl and C 1 -C 4 haloalkyl,
oligomers/polymers which have at least two amide groups,
saturated alicyclic compounds which have at least two primary amine groups, and oligomers/polymers which comprise them in incorporated form, and
mixtures thereof
wherein the crosslinker is a saturated alicyclic compound which has at least two primary amino groups, selected from aminized dimer fatty acids, polymers which comprise aminated dimer fatty acids in copolymerized form, and mixtures thereof.
4 . The process as claimed in claim 3 , where in step i) the at least one aliphatic polyketone, the at least one crosslinker, optionally a filling and reinforcing agent and optionally a further additive different therefrom are subjected to melt-mixing or dry mixing.
5 . The process as claimed in claim 3 , where in step i) the at least one aliphatic polyketone, the at least one crosslinker, optionally a filling and reinforcing agent and optionally a further additive different therefrom are fed into an extruder, mixed while under plastication, and optionally pelletized.
6 . The process as claimed in claim 3 , where the aliphatic polyketone at 240° C. has a melt viscosity in the range from 2 cm 3 /10 min to 200 cm 3 /10 min, measured according to DIN ISO 1130.
7 . The process as claimed in claim 3 , where the mixture contains no added solvent.
8 . The process as claimed in claim 3 , where the temperature in step ii) is at least 220° C.
9 . The process as claimed in claim 3 , where the mixture in step ii) is processed by extrusion, compression molding, injection molding and/or 3D printing.
10 . The process as claimed in claim 3 , where the molding obtained in step ii) is subjected in step iii) to a thermal treatment for 5 minutes to 6 hours.
11 . The process as claimed in claim 10 , where the thermal treatment in step iii) takes place at a temperature of at least 160° C.
12 . A molding obtained by the process as claimed in claim 3 .
13 . A polymer mixture comprising at least one polyketone (PK) and at least one crosslinker which is a saturated alicyclic compound which has at least two primary amino groups, selected from aminized dimer fatty acids, polymers which comprise aminated dimer fatty acids in copolymerized form, and mixtures thereof.
14 . Sealing articles, thrust washers, back-up rings, valves, connectors, insulators, snap hooks, bearings, bushes, films, powders, coatings, fibers, sealing rings and O-rings, pipes and conduits, cables, sheaths and jackets, housings of an electrical or chemical application, consisting of or comprising a molding as claimed in claim 1 .
15 . The process as claimed in claim 3 , wherein the crosslinker is the compound
or oligomers/polymers which comprise this compound in copolymerized form.
16 . The process as claimed in claim 3 , where in step i) the at least one aliphatic polyketone, the at least one crosslinker, a filling and reinforcing agent and are fed into an extruder, mixed while under plastication, and pelletized.
17 . The process as claimed in claim 3 , where in step i) the at least one aliphatic polyketone, the at least one crosslinker, a filling and reinforcing agent and a further additive different therefrom are fed into an extruder, mixed while under plastication, and pelletized.
18 . The process as claimed in claim 3 , where in step i) the at least one aliphatic polyketone, the at least one crosslinker, a filling and reinforcing agent and optionally a further additive different therefrom are subjected to melt-mixing or dry mixing.
19 . The process as claimed in claim 3 , where in step i) the at least one aliphatic polyketone, the at least one crosslinker, a filling and reinforcing agent and a further additive different therefrom are subjected to melt-mixing or dry mixing.
20 . The process as claimed in claim 3 , where the temperature in step ii) is between 220° C. and 265° C.
21 . The process as claimed in claim 3 , where the temperature in step ii) is between 230° C. and 250° C.
22 . The process as claimed in claim 3 , where the molding obtained in step ii) is subjected in step iii) to a thermal treatment for 1 hour to 4 hours.
23 . The process as claimed in claim 10 , where the thermal treatment in step iii) takes place at a temperature between 160° C. and 240° C.
24 . The process as claimed in claim 10 , where the thermal treatment in step iii) takes place at a temperature between 190° C. and 230° C.
25 . The process as claimed in claim 10 , where the thermal treatment in step iii) takes place at a temperature between 190° C. and 210° C.
26 . The process as claimed in claim 22 , where the thermal treatment in step iii) takes place at a temperature between 190° C. and 230° C.
27 . The process as claimed in claim 22 , where the thermal treatment in step iii) takes place at a temperature between 190° C. and 210° C.