COMPOSITIONS WHICH HAVE POLYESTER-POLYSILOXANE COPOLYMERS

Abstract

Compositions having polyester-polysiloxane copolymers, containing (A) polyolefins which can optionally be substituted and (B) at least one organosilicon compound of the general formula R3-a-b(OR1)aR2 bSi[OSiR2]p[OSiRR2]q[OSiR2 2]rOSiR3-a-b(OR1)aR2 b (I). Along with methods of making the same and products made from the same.

Claims

1-10. (canceled)

11. A composition, comprising: (A) polyolefins, which may optionally be substituted, and also (B) at least one organosilicon compound of general formula
R.sub.3-a-b(OR.sup.1).sub.aR.sup.2.sub.bSi[OSiR.sub.2].sub.p[OSiRR.sup.2].sub.q[OSiR.sup.2.sub.2].sub.rOSiR.sub.3-a-b(OR.sup.1).sub.aR.sup.2.sub.b   (I),  wherein R may be identical or different and is a monovalent, optionally substituted, SiC-bonded hydrocarbon radical;  wherein R.sup.1 may be identical or different and is a hydrogen atom or a monovalent, optionally substituted hydrocarbon radical;  wherein R.sup.2 denotes a SiC-bonded polyester unit of general formula
R.sup.5[O—(CR.sup.3.sub.2).sub.n—CO—].sub.m—X—R.sup.4—  (II)  werein X is —O— or —NR.sup.x—;  wherein R.sup.3 may be identical or different and is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals;  wherein R.sup.4 is divalent, optionally substituted hydrocarbon radicals having 1 to 40 carbon atoms and wherein individual carbon atoms may be replaced by oxygen atoms or —NR.sup.z—; wherein R.sup.5 is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals having 1 to 40 carbon atoms and wherein individual carbon atoms may be replaced by oxygen atoms or carbonyl groups —CO— or organosilyl radicals; wherein R.sup.x is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals having 1 to 20 carbon atoms, wherein individual carbon atoms may be replaced by oxygen atoms or organosilyl radicals —SiR′.sub.3, in which R′ represent identical or different, monovalent, optionally substituted hydrocarbon radicals; wherein R.sup.z is monovalent, optionally substituted hydrocarbon radicals having 1 to 20 carbon atoms, wherein individual carbon atoms may be replaced by oxygen atoms, polyester radicals R.sup.5[O—(CR.sup.3.sub.2).sub.n—CO—].sub.m— or organosilyl radicals —SiR′.sub.3, in which R′ represent identical or different, monovalent, optionally substituted hydrocarbon radicals, wherein n is an integer from 3 to 6; wherein m is an integer from 1 to 100; wherein a is an integer from 0 to 3; wherein b is an integer from 0 to 1; wherein p is 0 or an integer from 1 to 1000; wherein q is 0 or an integer from 1 to 100; wherein r is 0 or an integer from 1 to 100; and wherein a+b≤3 and q+r is an integer greater than 0.

12. The composition of claim 11, wherein the polyolefins (A) used contain units of general formula
[—CR.sub.6R.sup.7—CR.sup.8R.sup.9—].sub.x   (III) where R.sup.6, R.sup.7, R.sup.8, and R.sup.9 are each independently a hydrogen atom, saturated, optionally substituted hydrocarbon radicals, unsaturated hydrocarbon radicals, aromatic hydrocarbon radicals, vinyl ester radicals or a halogen atom and x is a number between 100 and 100 000.

13. The composition of claim 11, wherein the polyolefins (A) are polymers selected from the group consisting of polypropylene (PP), high-density polyethylene (HDPE), low-density polyethylene (LDPE), linear low-density polyethylene (LLDPE), polyvinyl chloride (PVC), polystyrene (PS), and polyvinylidene fluoride (PVDF).

14. The composition of claim 11, wherein the proportion of the polyolefins (A) is 60% by weight to 99.99% by weight.

15. The composition of claim 11, wherein a=b=0.

16. The composition of claim 11, wherein the component (B) is used in amounts of 0.05% by weight to 40% by weight based on the amount of component (A).

17. The composition of claim 11, wherein (A) is HDPE; wherein (B) R.sub.3Si[OSiR.sub.2].sub.p[OSiRR.sup.2].sub.qOSiR.sub.3 where R=methyl, R.sup.2=H—[O—(CH.sub.2).sub.5—CO—].sub.15—NH—(CH.sub.2).sub.3—, p=23, q=1; and wherein the composition optionally comprises (C) inorganic fillers, (D) organic or inorganic fibers, (E) flame retardants, (F) biocides, (G) pigments, (H) UV absorbers, and/or (I) HALS stabilizers.

18. The composition of claim 11, wherein the composition is a molding produced by extruding the composition using an injection molding process.

19. A process for producing a composition, the process comprising: providing (A) polyolefins, which may optionally be substituted, and also (B) at least one organosilicon compound of general formula
R.sub.3-a-b(OR.sup.1).sub.aR.sup.2.sub.bSi[OSiR.sub.2].sub.p[OSiRR.sup.2].sub.q[OSiR.sup.2.sub.2].sub.rOSiR.sub.3-a-b(OR.sup.1).sub.aR.sup.2.sub.b   (I), wherein R may be identical or different and is a monovalent, optionally substituted, SiC-bonded hydrocarbon radical; wherein R.sup.1 may be identical or different and is a hydrogen atom or a monovalent, optionally substituted hydrocarbon radical; wherein R.sup.2 denotes a SiC-bonded polyester unit of general formula
R.sup.5—[O—(CR.sup.3.sub.2).sub.n—CO—].sub.m—X—R.sup.4—  (II)  wherein X is —O— or —NR.sup.x—;  wherein R.sup.3 may be identical or different and is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals;  wherein R.sup.4 is divalent, optionally substituted hydrocarbon radicals havinghu 1 to 40 carbon atoms and wherein individual carbon atoms may be replaced by oxygen atoms or —NR.sup.z—;  wherein R.sup.5 is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals having 1 to 40 carbon atoms and wherein individual carbon atoms may be replaced by oxygen atoms or carbonyl groups —CO— or organosilyl radicals;  wherein R.sup.x is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals having 1 to 20 carbon atoms, wherein individual carbon atoms may be replaced by oxygen atoms or organosilyl radicals —SiR′.sub.3, in which R′ represent identical or different, monovalent, optionally substituted hydrocarbon radicals;  wherein R.sup.z is monovalent, optionally substituted hydrocarbon radicals having 1 to 20 carbon atoms, wherein individual carbon atoms may be replaced by oxygen atoms, polyester radicals R.sup.5[O—(CR.sup.3.sub.2).sub.n—CO—].sub.m— organosilyl radicals —SiR′.sub.3, in which R′ represent identical or different, monovalent, optionally substituted hydrocarbon radicals, wherein n is an integer from 3 to 6; wherein m is an integer from 1 to 100; wherein a is an integer from 0 to 3; wherein b is an integer from 0 to 1; wherein p is 0 or an integer from 1 to 1000; wherein q is 0 or an integer from 1 to 100; wherein r is 0 or an integer from 1 to 100; and wherein a+b≤3 and q+r is an integer greater than 0; mixing components (A) and (B) and optionally one or more additional components in ay desired order.

20. The process of claim 19, wherein the process is carried out continuously.

21. The process of claim 19, further comprising the step of extruding the composition using an injection molding process for form a molding.

Description

EXAMPLES 1-4

[0295] The polyester-polysiloxane copolymers (A4) to (A6) produced above were in each case homogeneously mixed at room temperature with a high-density polyethylene (PE 1) (commercially available under the name “HDPE, Purell GA 7760” from LyondellBasell, D-Frankfurt) in the amounts specified in Table 1, the total amount of the respective mixture being 1000 g.

[0296] This mixture was then in each case compounded at a temperature of 195° C. in a counter-rotating twin-screw extruder from Collin. The temperature in the feed area (zone 1) was 95° C., which increased to 190° C. in zone 2 and zone 3 and further increased to 195° C. in zone 4 and zone 5. Zone 6 (die) was heated at 190° C. The mixture was extruded as a strand which was then pelletized. The screw rotation speed was 50 rpm. The discharge rate was about 1.5 kg/h.

[0297] The melt volume rate (MVR) of the polymer mixtures thus obtained was then determined in accordance with DIN ISO 1133 using an MFI tester from Göttfert (MI II) at a temperature of 175° C., a load weight of 2.16 kg, and a heating time of 5 minutes and with a die diameter of 2 mm. In each case, 3 measured values were determined and these were then averaged.

[0298] The results can be found in Table 1.

Comparative Example C1

[0299] The procedure described in examples 1-4 is repeated, with the modification that none of the copolymers (A4) to (A6) was used. The results can be found in Table 1.

Comparative Example C2

[0300] The procedure described in examples 1-4 is repeated, with the modification that processing aid (P1) in the amounts specified in Table 1 was used in place of copolymer (A4) to (A6). The results can be found in Table 1.

Comparative Example C3

[0301] The procedure described in examples 1-4 is repeated, with the modification that processing aid (P2) was used in place of copolymer (A4) to (A6). The results can be found in Table 1.

Comparative Example C4

[0302] The procedure described in examples 1-4 is repeated, with the modification that copolymer (A7) was used in place of copolymer (A4) to (A6). The results can be found in Table 1.

Comparative Example C5

[0303] The procedure described in examples 1-4 is repeated, with the modification that processing aid (P1) in the amounts specified in Table 1 was used in place of copolymer (A4) to (A6). The results can be found in Table 1.

TABLE-US-00001 TABLE 1 MVR (PE1) (P1) (P2) (A4) (A5) (A6) (A7) [ml/ Example [g] [g] [g] [g] [g] [g] [g] 10 min] C1 1000 16.3 C2 980 20 20.4 C3 980 20 19.3 1 980 20 26.9 2 980 20 23.7 3 980 20 24.3 C4 980 20 17.7 4 990 10 18.3 C5 960 40 25.3

[0304] It can be seen that the laterally functionalized polyester-polysiloxane copolymers (A4), (A5), and (A6) in the mixtures in working examples 1-4 result in significantly higher flowabilities than, for example, a linear polyester-polysiloxane copolymer of comparative example C4 or commercial organic HDPE additives in comparative examples C2, C3, and C5. The copolymer from example 1 is about twice as effective as the commercial comparison product (P1) or the linear copolymer from comparison example C4, since the same effect is found here with only half the amount added.

EXAMPLES 5-7

[0305] The polyester-polysiloxane copolymers (A4) to (A6) produced above were in each case homogeneously mixed at room temperature with a high-density polyethylene (PE 2) (commercially available under the name “HDPE, BB2581” from Borealis

[0306] Polyolefine, Linz) in the amounts specified in Table 1, the total amount of the respective mixture being 1000 g.

[0307] This mixture was then compounded at a temperature of 195° C. in a counter-rotating twin-screw extruder from Collin. The temperature in the feed area (zone 1) was 95° C., which increased to 190° C. in zone 2 and zone 3 and further increased to 195° C. in zone 4 and zone 5. Zone 6 (die) was heated at 195° C. The mixture was extruded as a strand which was then pelletized. The screw rotation speed was 50 rpm. The discharge rate was about 1.5 kg/h.

[0308] The melt volume rate (MVR) of the polymer mixtures thus obtained was then determined in accordance with DIN ISO 1133 using an MFI tester from Göttfert (MI II) 5 at a temperature of 190° C., a load weight of 10 kg, and a heating time of 5 minutes and with a die diameter of 2 mm. In each case, 3 measured values were determined and these were then averaged.

[0309] The results can be found in Table 2.

Comparative Example C6

[0310] The procedure described in examples 5-7 is repeated, with the modification that none of the copolymers (A4) to (A6) was used. The results can be found in Table 2.

Comparative Example C7

[0311] The procedure described in examples 5-7 is repeated, with the modification that processing aid (P1) in the amounts specified in Table 2 was used in place of copolymer (A4) to (A6). The results can be found in Table 2.

TABLE-US-00002 TABLE 2 (PE2) (P1) (A4) (A5) (A6) MVR Example [g] [g] [g] [g] [g] [ml/10 min] C6 1000 5.8 C7 960 40 15.8 5 980 20 19.0 6 980 20 25.3 7 980 20 21.9

EXAMPLES 8-10

[0312] The polyester-polysiloxane copolymers (A4) to (A6) produced above were in each case homogeneously mixed at room temperature with a polypropylene homopolymer (PP 1) (commercially available under the name “HC205 TF” from Borealis Polyolefine, Linz) in the amounts specified in Table 3, the total amount of the respective mixture being 1000 g.

[0313] This mixture was then compounded at a temperature of 210° C. in a counter-rotating twin-screw extruder from Collin. The temperature in the feed area (zone 1) was 95° C., which increased to 190° C. in zone 2 and zone 3 and further increased to 205° C. in zone 4 and zone 5. Zone 6 (die) was heated at 200° C. The mixture was extruded as a strand which was then pelletized. The screw rotation speed was 50 rpm. The discharge rate was about 1.5 kg/h.

[0314] The melt volume rate (MVR) of the polymer mixtures thus obtained was then determined in accordance with DIN ISO 1133 using an MFI tester from Göttfert (MI II) at a temperature of 230° C., a load weight of 2.16 kg, and a heating time of 5 minutes and with a die diameter of 2 mm. In each case, 3 measured values were determined and these were then averaged.

[0315] The results can be found in Table 3.

Comparative Example C8

[0316] The procedure described in examples 8-10 is repeated, with the modification that none of the copolymers (A4) to (A6) was used. The results can be found in Table 3.

Comparative Example C9

[0317] The procedure described in examples 8-10 is repeated, with the modification that processing aid (P1) in the amounts specified in Table 3 was used in place of copolymer (A4) to (A6). The results can be found in Table 3.

TABLE-US-00003 TABLE 3 (PP1) (P1) (A4) (A5) (A6) MVR Example [g] [g] [g] [g] [g] [ml/10 min] C8 1000 5.9 C9 960 40 7.3 8 980 20 10.0 9 980 20 11.2 10 980 20 9.4