Dynamically vulcanized compositions comprising aliphatic polyketones, functionalized rubbers and low odor crosslinking compounds

By using dynamic vulcanized compositions in thermoplastic vulcanized rubbers, including aliphatic polyketones, functionalized rubbers and low-odor crosslinking compounds, the problems of insufficient impact tolerance and stiffness in the prior art are solved, and significant impact tolerance improvement and stiffness maintenance or improvement are achieved.

CN119790095APending Publication Date: 2025-04-08AVIENT CORP
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Patent Information

Application Number
CN202380053862.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-07-15
Filing Date
2023-07-13
Publication Date
2025-04-08

AI Technical Summary

Technical Problem

Existing thermoplastic vulcanized rubbers have shortcomings in impact resistance and stiffness, which are difficult to meet the needs of certain applications.

Method used

Using a dynamic vulcanizing composition, including about 50% to 97.5% by weight of aliphatic polyketone, about 3% to 50% by weight of functionalized rubber and about 0.1% to 5.0% by weight of low odor crosslinking compounds, impact resistance and stiffness are improved by the reaction products of these components.

Benefits of technology

Improved impact tolerance and maintained or improved stiffness are achieved, specifically manifested as an increase in impact strength of notched cantilever beams at least 125% and a tensile modulus of at least 65% of similar compositions.

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Abstract

Embodiments of the present disclosure are directed to a dynamically vulcanized composition comprising the reaction product of from about 50 wt% to about 97.5 wt% of an aliphatic polyketone, from about 3 wt% to about 50 wt% of a functionalized rubber, and from about 0.1 wt% to about 5.0 wt% of a low odor crosslinking compound, based on the total weight of the dynamically vulcanized composition.
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Description

[0001] Claiming priority

[0002] This application claims the benefit of U.S. Provisional Patent Application Serial No. 63 / 389,706 (Agent Docket No. 1202210, filed on July 15, 2022), which is hereby incorporated by reference in its entirety. Technical Field

[0003] Embodiments of the present disclosure generally relate to vulcanized compositions, and specifically to dynamically vulcanized compositions comprising an aliphatic polyketone, a functionalized rubber, and a low odor crosslinking compound, the dynamically vulcanized compositions having improved impact resistance, and maintained or improved stiffness. Background Art

[0004] Thermoplastic vulcanizates may have desirable mechanical properties. However, such conventional thermoplastic vulcanizates may not have the impact resistance and stiffness required for certain applications.

[0005] Therefore, there is a continuing need for improved vulcanized compositions having improved impact resistance, and maintained or improved tensile modulus. Summary of the invention

[0006] Embodiments of the present disclosure are directed to dynamically vulcanized compositions comprising an aliphatic polyketone, a functionalized rubber, and a low odor crosslinking compound, the dynamically vulcanized compositions having improved impact resistance (i.e., improved notched Izod impact strength) while providing maintained or improved stiffness (i.e., maintained or improved tensile modulus).

[0007] According to one embodiment, a dynamic thermoplastic vulcanization composition is provided. The dynamic thermoplastic vulcanization composition comprises the reaction product of: about 50% to about 97.5% by weight of an aliphatic polyketone; about 3% to about 50% by weight of a functionalized rubber; and about 0.1% to about 5.0% by weight of a low-odor crosslinking compound, based on the total weight of the dynamic vulcanization composition.

[0008] Other features and advantages of the embodiments described herein will be set forth in the detailed description that follows, and in part will be apparent to those skilled in the art from that description, or may be learned by those skilled in the art through practice of the embodiments described herein, including the detailed description and claims that follow. DETAILED DESCRIPTION

[0009] Reference will now be made in detail to various embodiments of a dynamic vulcanization composition, specifically a dynamic vulcanization composition comprising the reaction product of: from about 50 wt % to about 97.5 wt % of an aliphatic polyketone; from about 3 wt % to about 50 wt % of a functionalized rubber; and from about 0.1 wt % to about 5.0 wt % of a low odor crosslinking compound, based on the total weight of the dynamic vulcanization composition.

[0010] The present disclosure should not be interpreted as being limited to the embodiments described herein. Instead, these embodiments are provided to make the present disclosure thorough and complete, and to fully convey the subject matter to those skilled in the art.

[0011] definition

[0012] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. The terms used in this disclosure are for describing particular embodiments only and are not intended to be limiting.

[0013] Herein, ranges may be expressed as from "about" a particular value, and / or to "about" another particular value. When such a range is expressed, another embodiment includes from the one particular value and / or to the other particular value. Similarly, when values ​​are expressed as approximations, by use of the antecedent "about," it will be understood that the particular value forms another embodiment. It will be further understood that the endpoints of each range are both significant relative to the other endpoint, and independent of the other endpoint.

[0014] Unless otherwise expressly stated, it is not intended that any method described herein be interpreted as requiring that its steps be performed in a particular order, nor as requiring any particular orientation of any device. Therefore, if a method claim does not actually recite the order in which its steps are to be followed, or any device claim does not actually recite the order or orientation for each component, or if the claim or specification does not otherwise expressly state that the steps are limited to a particular order, or if a particular order or orientation of device components is not recited, then it is not intended to imply an order or orientation in any way. This applies to any possible non-explicit basis for interpretation, including: logical issues regarding step arrangement, operational flow, component order, or component orientation; plain meaning derived from grammatical organization or punctuation, and; the type or number of embodiments described in the specification.

[0015] As used in the specification and the appended claims, the singular forms "a, an," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise. Thus, for example, a recitation of "a component" includes aspects having two or more of those components, unless the context clearly indicates otherwise.

[0016] As used herein, unless otherwise indicated, the term "weight % (wt%)" refers to the weight fraction of each reactant of the following formulation, the formulation being used to produce a reaction product comprising the dynamic vulcanization composition. For simplicity, "weight % (wt%)" will refer throughout the text to the amount based on the total weight of the dynamic vulcanization composition.

[0017] As used herein, the term "Shore D hardness" refers to the hardness of a material as measured according to ASTM D2240.

[0018] As used herein, the term "tensile modulus" refers to the ratio of stress along an axis relative to strain along the axis, as measured according to ASTM D638 at 23°C and a strain rate of 8.5 mm / s.

[0019] As used herein, unless otherwise specified, the term "notched Izod impact stiffness" refers to the kinetic energy required to initiate a fracture and continue the fracture until an article formed from the polymer blend described herein is broken, as measured at 23°C and 5J according to ASTM D256.

[0020] As used herein, the term "melt flow rate" refers to the ability of a material's melt to flow under pressure, as measured according to ASTM D1238 at a given temperature and a given weight.

[0021] As used herein, the term "specific gravity" refers to the ratio of the density of a material to the density of water, as measured at 23°C in accordance with ASTM D792.

[0022] As used herein, the “glass transition temperature” or “T g ”Measured according to ASTM D4440.

[0023] As used herein, the term "improved impact resistance" or "improved notched Izod strength" means that the notched Izod strength is at least 125% higher than a similar composition that is identical to the dynamically vulcanized composition except that the similar composition does not include a low odor crosslinking compound.

[0024] As used herein, the term "maintained or improved stiffness" or "maintained or improved tensile modulus" means that the tensile modulus is at least 65% of that of a similar composition, or the tensile modulus is greater than the tensile modulus of a similar composition, which is identical to the dynamically vulcanized composition except that the low odor cross-linking compound is not included.

[0025] Thermoplastic vulcanizates comprising aliphatic polyketones may have desired mechanical properties, or may be modified to achieve such properties using, for example, impact modifiers. However, conventional impact modifiers for thermoplastic vulcanizates may be incompatible with aliphatic polyketones. In addition, adding an impact modifier generally reduces the tensile modulus of the composition.

[0026] Disclosed herein is a dynamic vulcanization composition, which alleviates the above-mentioned problems. Specifically, the dynamic vulcanization composition disclosed herein comprises the reaction product of the following materials: about 50% by weight to about 97.5% by weight of aliphatic polyketone, about 3% by weight to about 50% by weight of functionalized rubber, and about 0.1% by weight to about 5.0% by weight of a low-odor cross-linking compound, based on the total weight of the dynamic vulcanization composition, which obtains the following dynamic vulcanization composition, which has improved impact tolerance (i.e. improved notched Izod impact strength) while providing a maintained or improved stiffness (i.e. maintained or improved tensile modulus). The low-odor cross-linking compound is included so as to crosslink, improve the miscibility (miscibility) between the aliphatic polyketone and the functionalized rubber, thereby improving the impact tolerance of the resulting dynamic vulcanization composition, and maintaining or improving the stiffness of the resulting dynamic vulcanization composition.

[0027] The dynamically vulcanized compositions disclosed herein can be generally described as the reaction product of an aliphatic polyketone, a functionalized rubber, and a low odor crosslinking compound.

[0028] Aliphatic polyketone

[0029] The dynamic vulcanization composition described herein comprises an aliphatic polyketone. It will be appreciated by those skilled in the art that an aliphatic polyketone comprises a polymer prepared from carbon monoxide and at least one olefin. In some embodiments, the molar ratio of carbon monoxide to olefin in the aliphatic polyketone may be in the range of 1.2:1 to 1:1.2, 1.1:1 to 1:1.1, or 1.05:1 to 1:1.05. Suitable olefins for use in an aliphatic polyketone include ethylene and propylene. In some embodiments, the aliphatic polyketone is a copolymer of carbon monoxide and ethylene. In some embodiments, the aliphatic polyketone is a copolymer of carbon monoxide, ethylene, and a second olefin having at least 3 carbon atoms. In some embodiments, the aliphatic polyketone is a copolymer of carbon monoxide, ethylene, and propylene. In some embodiments in which the olefin material of the aliphatic polyketone is ethylene and propylene, the total olefin material weight percentage may be up to 20 wt%, 15 wt%, 10 wt%, or 5 wt% propylene, and the remaining olefin material is ethylene.

[0030] Compared with conventional polyolefin and polyamide thermoplastic vulcanizates, comprising aliphatic polyketones can lead to improved properties. Specifically, aliphatic polyketones all have ketone functional groups on each repeating unit of the base polymer, which allows crosslinking at multiple positions of the polymer, resulting in improved impact tolerance. In contrast, polyamides are only coupled at the ends of the polymer. In some embodiments, the dynamically vulcanized composition may not contain polyamide polymers.

[0031] In some embodiments, the melt flow rate (240°C / 2.16kg) of the aliphatic polyketone may be greater than or equal to about 3 g / 10 min. In some embodiments, the melt flow rate (240°C / 2.16kg) of the aliphatic polyketone may be less than or equal to about 200 g / 10 min. In some embodiments, the melt flow rate (240°C / 2.16kg) of the aliphatic polyketone may be greater than or equal to about 3 g / 10 min, greater than or equal to about 5 g / 10 min, greater than or equal to about 10 g / 10 min, greater than or equal to about 25 g / 10 min, or even greater than or equal to about 50 g / 10 min. In some embodiments, the melt flow rate (240°C / 2.16kg) of the aliphatic polyketone may be less than or equal to about 200 g / 10 min, less than or equal to about 150 g / 10 min, less than or equal to about 100 g / 10 min, less than or equal to about 50 g / 10 min, less than or equal to about 25 g / 10 min, or even less than or equal to about 10 g / 10 min. In some embodiments, the melt flow rate (240°C / 2.16kg) of the aliphatic polyketone may be from about 3 g / 10 min to about 200 g / 10 min, from about 3 g / 10 min to about 150 g / 10 min, from about 3 g / 10 min to about 100 g / 10 min, from about 3 g / 10 min to about 50 g / 10 min, from about 3 g / 10 min to about 25 g / 10 min, from about 3 g / 10 min to about 10 g / 10 min, from about 5 g / 10 min to about 200 g / 10 min, from about 5 g / 10 min to about 150 g / 10 min, from about 5 g / 10 min to about 100 g / 10 min, from about 5 g / 10 min to about 50 g / 10 min, from about 5 g / 10 min to about 25 g / 10 min. , about 5 g / 10 min to about 10 g / 10 min, about 10 g / 10 min to about 200 g / 10 min, about 10 g / 10 min to about 150 g / 10 min, about 10 g / 10 min to about 100 g / 10 min, about 10 g / 10 min to about 50 g / 10 min, about 10 g / 10 min to about 25 g / 10 min, about 25 g / 10 min to about 200 g / 10 min, about 25 g / 10 min to about 150 g / 10 min, about 25 g / 10 min to about 100 g / 10 min, about 25 g / 10 min to about 50 g / 10 min, about 50 g / 10 min to about 200 g / 10 min, about 50 g / 10 min to about 150 g / 10 min, or even from about 50 g / 10 min to about 100 g / 10 min, or any and all subranges formed by any of these endpoints.

[0032] In some embodiments, the aliphatic polyketone may have a notched Izod impact strength of about 150 J / m or more, about 175 J / m or more, or even about 200 J / m or more, as measured according to ASTM D256 at 23° C. and 5 J. In some embodiments, the aliphatic polyketone may have a notched Izod impact strength of about 300 J / m or less, about 275 J / m or less, or even about 250 J / m or less, as measured according to ASTM D256 at 23° C. and 5 J. In some embodiments, the aliphatic polyketone may have a notched Izod impact strength of about 150 J / m to about 300 J / m, about 150 J / m to about 275 J / m, about 150 J / m to about 250 J / m, about 175 J / m to about 300 J / m, about 175 J / m to about 275 J / m, about 175 J / m to about 250 J / m, about 200 J / m to about 300 J / m, about 200 J / m to about 275 J / m, or even about 200 J / m to about 250 J / m, or any and all subranges formed by any of these endpoints, measured according to ASTM D256 at 23°C and 5 J.

[0033] In some embodiments, the aliphatic polyketone may have a notched Izod impact strength of about 25 J / m or more, or even about 50 J / m or more, measured at -30°C and 5 J according to ASTM D256. In some embodiments, the aliphatic polyketone may have a notched Izod impact strength of about 300 J / m or less, about 250 J / m or less, about 200 J / m or less, about 150 J / m or less, or even about 100 J / m or less, measured at -30°C and 5 J according to ASTM D256. In some embodiments, the aliphatic polyketone may have a notched Izod impact strength of about 25 J / m to about 300 J / m, about 25 J / m to about 250 J / m, about 25 J / m to about 200 J / m, about 25 J / m to about 150 J / m, about 25 J / m to about 100 J / m, about 50 J / m to about 300 J / m, about 50 J / m to about 250 J / m, about 50 J / m to about 200 J / m, about 50 J / m to about 150 J / m, or about 50 J / m to about 100 J / m, or any and all subranges formed by any of these endpoints, measured according to ASTM D256 at -30°C and 5 J.

[0034] In some embodiments, the tensile modulus of the aliphatic polyketone may be greater than or equal to about 750 MPa, greater than or equal to about 1000 MPa, or even greater than or equal to about 1250 MPa. In some embodiments, the tensile modulus of the aliphatic polyketone may be less than or equal to about 2000 MPa, less than or equal to about 1750 MPa, or even less than or equal to about 1500 MPa. In some embodiments, the tensile modulus of the aliphatic polyketone may be from about 750 MPa to about 2000 MPa, from about 750 MPa to about 1750 MPa, from about 750 MPa to about 1500 MPa, from about 1000 MPa to about 2000 MPa, from about 1000 MPa to about 1750 MPa, from about 1000 MPa to about 1500 MPa, from about 1250 MPa to about 2000 MPa, from about 1250 MPa to about 1750 MPa, or even from about 1250 MPa to about 1500 MPa, or any and all subranges formed by these endpoints.

[0035] In some embodiments, the specific gravity of the aliphatic polyketone may be greater than or equal to about 1.1, or even greater than or equal to about 1.2. In some embodiments, the specific gravity of the aliphatic polyketone may be less than or equal to about 1.4, or even less than or equal to about 1.3. In some embodiments, the specific gravity of the aliphatic polyketone may be from about 1.1 to about 1.4, from about 1.1 to about 1.3, from about 1.2 to about 1.4, or even from about 1.2 to about 1.3, or any subranges and all subranges formed by any of these endpoints.

[0036] The dynamically vulcanized composition may include at least 50% by weight of an aliphatic polyketone to ensure improved impact resistance and processability. Thus, in some embodiments, the dynamically vulcanized composition may include from about 50% by weight to about 97.5% by weight of an aliphatic polyketone, based on the total weight of the dynamically vulcanized composition. In some embodiments, the amount of the aliphatic polyketone in the dynamically vulcanized composition may be greater than or equal to about 50% by weight, greater than or equal to about 55% by weight, greater than or equal to about 60% by weight, greater than or equal to about 65% by weight, greater than or equal to about 70% by weight, greater than or equal to about 75% by weight, greater than or equal to about 80% by weight, or even greater than or equal to about 85% by weight, based on the total weight of the dynamically vulcanized composition. In some embodiments, the amount of the aliphatic polyketone in the dynamically vulcanized composition may be less than or equal to about 97.5 wt %, less than or equal to about 96 wt %, less than or equal to about 95 wt %, less than or equal to about 94 wt %, less than or equal to about 93 wt %, less than or equal to about 92 wt %, less than or equal to about 91 wt %, or even less than or equal to about 90 wt %, based on the total weight of the dynamically vulcanized composition.In some embodiments, the amount of the aliphatic polyketone in the dynamically vulcanized composition may be from about 50 wt % to about 97.5 wt %, from about 50 wt % to about 96 wt %, from about 50 wt % to about 95 wt %, from about 50 wt % to about 94 wt %, from about 50 wt % to about 93 wt %, from about 50 wt % to about 92 wt %, from about 50 wt % to about 91 wt %, from about 50 wt % to about 90 wt %, from about 55 wt % to about 97.5 wt %, from about 55 wt % to about 96 wt %, from about 55 wt % to about 95 wt %, from about 55 wt % to about 94 wt %, from about 55 wt % to about 93 wt %, from about 55 wt % to about 92 wt %, from about 50 wt % to about 91 wt %, from about 50 wt % to about 90 wt %, from about 55 wt % to about 97.5 wt %, from about 55 wt % to about 96 wt %, from about 55 wt % to about 95 wt %, from about 55 wt % to about 94 wt %, 55 wt % to about 91 wt %, about 55 wt % to about 90 wt %, about 60 wt % to about 97.5 wt %, about 60 wt % to about 96 wt %, about 60 wt % to about 95 wt %, about 60 wt % to about 94 wt %, about 60 wt % to about 93 wt %, about 60 wt % to about 92 wt %, about 60 wt % to about 91 wt %, about 60 wt % to about 90 wt %, about 65 wt % to about 97.5 wt %, about 65 wt % to about 96 wt %, about 65 wt % to about 95 wt %, about 65 wt % to about 94 wt %, about 65 wt % to about 93 wt %, about 65 wt % to about 92 wt %, about 65 ...5 wt % to about 9 % to about 90 wt%, about 70 wt% to about 97.5 wt%, about 70 wt% to about 96 wt%, about 70 wt% to about 95 wt%, about 70 wt% to about 94 wt%, about 70 wt% to about 93 wt%, about 70 wt% to about 92 wt%, about 70 wt% to about 91 wt%, about 70 wt% to about 90 wt%, about 75 wt% to about 97.5 wt%, about 75 wt% to about 96 wt%, about 75 wt% to about 95 wt%, about 75 wt% to about 94 wt%, about 75 wt% to about 93 wt%, about 75 wt% to about 92 wt%, about 75 wt% to about 91 wt%, about 75 wt% to about 90 wt%, about 80 wt% to about 97.5 wt%. % to about 94 weight %, about 80 weight % to about 93 weight %, about 80 weight % to about 92 weight %, about 80 weight % to about 91 weight %, about 80 weight % to about 90 weight %, about 85 weight % to about 97.5 weight %, about 85 weight % to about 96 weight %, about 85 weight % to about 95 weight %, about 85 weight % to about 94 weight %, about 85 weight % to about 93 weight %, about 85 weight % to about 92 weight %, about 80 weight % to about 91 weight %, about 80 weight % to about 90 weight %, about 85 weight % to about 97.5 weight %, about 85 weight % to about 96 weight %, about 85 weight % to about 95 weight %, about 85 weight % to about 94 weight %, about 85 weight % to about 93 weight %, about 85 weight % to about 92 weight %, about 85 weight % to about 91 weight %, or even about 85 weight % to about 90 weight %, or any and all subranges formed by any of these endpoints.

[0037] A suitable commercial embodiment of an aliphatic polyketone is available from Hyosung Corporation as, for example, grade M630S.

[0038] Functionalized rubber

[0039] The dynamic vulcanization composition described herein comprises a functionalized rubber. In some embodiments, the functionalized rubber comprises a polymer chain having the following characteristics: wherein the functional groups are positioned along the polymer chain. The polymer chain of the functionalized rubber may be linear or include one or more branches. The reactive groups of the functionalized rubber may react and crosslink with the low odor crosslinking compound, thereby ensuring improved impact tolerance and maintenance or improvement of stiffness.

[0040] In some embodiments, the glass transition temperature of the functionalized rubber may be less than or equal to 23° C. to ensure improvement in notched Izod strength measured at 23° C. and 5J according to ASTM D256.

[0041] In some embodiments, the functionalized rubber may be selected from: functionalized acrylic rubber, methacrylate rubber, acrylic rubber, methacrylate rubber, acrylonitrile-styrene-acrylate, ethylene-propylene-diene rubber, ethylene-acrylic acid rubber, butadiene rubber, isoprene rubber, styrene-butadiene rubber, styrene-ethylene-butadiene rubber, functionalized nitrile rubber, or any combination thereof. In some embodiments, the functionalized rubber may be hydrogenated.

[0042] In some embodiments, the functionalized rubber may include pendant functional groups selected from the group consisting of epoxides, sulfur-containing groups, carboxyl groups, amides, maleic anhydride, maleic acid, olefins, and alkynes.

[0043] The dynamic vulcanization composition may include at least 3% by weight of the functionalized rubber to ensure improved notched Izod impact strength. The amount of the functionalized rubber in the dynamic vulcanization composition may be limited (e.g., less than or equal to about 50% by weight) so that the dynamic vulcanization composition can be injection molded. Therefore, in some embodiments, the dynamic vulcanization composition may include about 3% by weight to about 50% by weight of the functionalized rubber, based on the gross weight of the dynamic vulcanization composition. In some embodiments, the amount of the functionalized rubber in the dynamic vulcanization composition may be greater than or equal to about 3% by weight, greater than or equal to about 4% by weight, greater than or equal to about 5% by weight, greater than or equal to about 6% by weight, greater than or equal to about 7% by weight, or even greater than or equal to about 8% by weight, based on the gross weight of the dynamic vulcanization composition. In some embodiments, the amount of the functionalized rubber in the dynamically vulcanized composition may be less than or equal to about 50 wt%, less than or equal to about 45 wt%, less than or equal to about 40 wt%, less than or equal to about 35 wt%, less than or equal to about 30 wt%, less than or equal to about 25 wt%, less than or equal to about 20 wt%, or even less than or equal to about 15 wt%, based on the total weight of the dynamically vulcanized composition.In some embodiments, the amount of the functionalized rubber in the dynamically vulcanized composition may be from about 3 wt % to about 50 wt %, from about 3 wt % to about 45 wt %, from about 3 wt % to about 40 wt %, from about 3 wt % to about 35 wt %, from about 3 wt % to about 30 wt %, from about 3 wt % to about 25 wt %, from about 3 wt % to about 20 wt %, from about 3 wt % to about 15 wt %, from about 4 wt % to about 50 wt %, from about 4 wt % to about 45 wt %, from about 4 wt % to about 40 wt %, from about 4 wt % to about 35 wt %, about 4 wt % to about 30 wt %, about 4 wt % to about 25 wt %, about 4 wt % to about 20 wt %, about 4 wt % to about 15 wt %, about 5 wt % to about 50 wt %, about 5 wt % to about 45 wt %, about 5 wt % to about 40 wt %, about 5 wt % to about 35 wt %, about 5 wt % to about 30 wt %, about 5 wt % to about 25 wt %, about 5 wt % to about 20 wt %, about 5 wt % to about 15 wt %, about 6 wt % to about 5 0 wt %, about 6 wt % to about 45 wt %, about 6 wt % to about 40 wt %, about 6 wt % to about 35 wt %, about 6 wt % to about 30 wt %, about 6 wt % to about 25 wt %, about 6 wt % to about 20 wt %, about 6 wt % to about 15 wt %, about 7 wt % to about 50 wt %, about 7 wt % to about 45 wt %, about 7 wt % to about 40 wt %, about 7 wt % to about 35 wt %, about 7 wt % to about 30 wt %, about 7 wt % to about 25 wt %, about % to about 20 wt %, about 7 wt % to about 15 wt %, about 8 wt % to about 50 wt %, about 8 wt % to about 45 wt %, about 8 wt % to about 40 wt %, about 8 wt % to about 35 wt %, about 8 wt % to about 30 wt %, about 8 wt % to about 25 wt %, about 8 wt % to about 20 wt %, or even about 8 wt % to about 15 wt %, or any and all subranges formed from any of these endpoints, based on the total weight of the dynamically vulcanized composition.

[0044] Suitable commercial embodiments of such functionalized rubbers are available from Zeon Corporation under the HYTEMP designation, such as grade AR212HR functionalized polyacrylate.

[0045] Low odor crosslinking compounds

[0046] The dynamic vulcanization composition described herein comprises a low odor cross-linking compound. The low odor cross-linking compound can react with the ketone group of the aliphatic polyketone and the functional group of the functionalized rubber. Therefore, the low odor cross-linking compound can form crosslinks between aliphatic polyketones, between functionalized rubbers, and between functionalized rubber and aliphatic polyketones. As described herein, the low odor cross-linking compound improves the miscibility between the aliphatic polyketone and the functionalized rubber, improves the impact tolerance of the resulting dynamic vulcanization composition, and maintains or improves the rigidity of the resulting dynamic vulcanization composition. Without being bound by theory, the low odor cross-linking compound can also serve as a compatibilizer.

[0047] Since the dynamic vulcanization composition described herein is obtained from relatively fast crosslinking (e.g., in an extruder), a low-odor crosslinking compound having a relatively high average molecular weight (e.g., greater than or equal to about 200 g / mol) can be used. Compounds with relatively high average molecular weights may be relatively less volatile at processing temperatures. In some embodiments, the average molecular weight of the low-odor crosslinking compound may be greater than or equal to about 200 g / mol, greater than or equal to about 250 g / mol, greater than or equal to about 300 g / mol, greater than or equal to about 350 g / mol, or even greater than or equal to about 400 g / mol. In some embodiments, the average molecular weight of the low-odor crosslinking compound may be less than or equal to about 1200 g / mol, greater than or equal to about 1100 g / mol, greater than or equal to about 1000 g / mol, greater than or equal to about 900 g / mol, or even greater than or equal to about 800 g / mol. In some embodiments, the low odor cross-linking compound may have an average molecular weight of about 200 g / mol to about 1200 g / mol, about 250 g / mol to about 1100 g / mol, about 300 g / mol to about 1000 g / mol, about 350 g / mol to about 900 g / mol, about 400 g / mol to about 800 g / mol, or any subranges and all subranges formed by any of these endpoints.

[0048] In some embodiments, the low odor cross-linking compound may be selected from the group consisting of diamines, triamines, multifunctional amines, diols, triols, multifunctional alcohols, dithiols, thiols, carboxylic acids, zwitterionic salts, olefins, and conjugated dienes.

[0049] In some embodiments, the low odor cross-linking compound may be a bifunctional cross-linking compound. For example, in some embodiments, the low odor cross-linking compound may be defined by formula (I):

[0050]

[0051] wherein each R may be independently selected from a hydrogen atom or a methyl group, x may be 4 to 120, and each Y may be independently selected from a functional group selected from the following: an amine, an alcohol, a thiol, a carboxylic acid, an olefin, and a conjugated diene. For example, in some embodiments, the low-odor cross-linking compound may be defined by formula (II):

[0052]

[0053] Where x can be from 4 to 120.

[0054] In some embodiments where the low odor cross-linking compound is defined by formula (I) or formula (II), x may be 4 to 120, 4 to 100, 4 to 80, 4 to 60, 4 to 40, 4 to 20, 4 to 10, 5 to 120, 5 to 100, 5 to 80, 5 to 60, 5 to 40, 5 to 20, 5 to 10, 6 to 120, 6 to 100, 6 to 80, 6 to 60, 6 to 40, 6 to 20, or even 6 to 10, or any and all subranges formed by any of these endpoints.

[0055] In some embodiments, the low odor cross-linking compound may be a multifunctional cross-linking compound comprising three or more functional groups. For example, in some embodiments, the low odor cross-linking compound may be defined by formula (III):

[0056]

[0057] wherein each R may be independently selected from a hydrogen atom or a methyl group, each x may be 1 to 40, and the total number of x units may be 3 to 120, and each Y may be independently a functional group selected from the following: amine, alcohol, thiol, carboxylic acid, olefin, and conjugated diene. For example, in some embodiments, the low odor cross-linking compound may be defined by formula (IV):

[0058]

[0059] Each x may be from 1 to 40, and the total number of x units may be from 3 to 120.

[0060] In some embodiments wherein the low odor cross-linking compound is defined by formula (III) or formula (IV), each x may be 1 to 40, 1 to 30, 1 to 20, 1 to 10, 2 to 40, 2 to 30, 2 to 20, 2 to 10, 4 to 40, 4 to 30, 4 to 20, 4 to 10, 6 to 40, 6 to 30, 6 to 20, or even 6 to 10, or any and all subranges formed by any of these endpoints. In some embodiments wherein the low odor cross-linking compound is defined by formula (III) or formula (IV), the total number of x units may be 3 to 120, 3 to 90, 3 to 60, 3 to 30, 6 to 120, 6 to 90, 6 to 60, 6 to 30, 12 to 120, 12 to 90, 12 to 60, 12 to 30, 18 to 120, 18 to 90, 18 to 60, or even 18 to 30, or any and all subranges formed by any of these endpoints.

[0061] In some other embodiments where the low odor cross-linking compound may be a multifunctional cross-linking compound including three or more functional groups, the low odor cross-linking compound may be defined by formula (V):

[0062]

[0063] wherein n may be from 1 to 50. In some embodiments wherein the low odor cross-linking compound is defined by formula (V), n may be from 1 to 50, 1 to 40, 1 to 30, 1 to 20, 1 to 10, 1 to 5, or even 1 to 3.

[0064] The dynamic vulcanization composition may include at least 0.1% by weight of a low-odor cross-linking compound to ensure miscibility between the aliphatic polyketone and the functionalized rubber. The amount of the low-odor cross-linking compound may be limited (e.g., less than or equal to about 5% by weight) to ensure that the properties of the dynamic vulcanization composition are due to the cross-linking of the aliphatic polyketone and / or the functionalized rubber, rather than due to the relatively large amount of the low-odor cross-linking compound. Therefore, in some embodiments, the dynamic vulcanization composition may include about 0.1% by weight to about 5% by weight of a low-odor cross-linking compound, based on the gross weight of the dynamic vulcanization composition. In some embodiments, the amount of the low-odor cross-linking compound in the dynamic vulcanization composition may be greater than or equal to about 0.1% by weight, or even greater than or equal to about 0.25% by weight, based on the gross weight of the dynamic vulcanization composition. In some embodiments, the amount of the low odor cross-linking compound in the dynamically vulcanized composition may be less than or equal to about 5 wt %, less than or equal to about 4 wt %, less than or equal to about 3 wt %, less than or equal to about 2 wt %, less than or equal to about 1 wt %, or even less than or equal to about 0.5 wt %, based on the total weight of the dynamically vulcanized composition. In some embodiments, the amount of the low odor cross-linking compound in the dynamically vulcanized composition can be from about 0.1 wt % to about 5 wt %, from about 0.1 wt % to about 4 wt %, from about 0.1 wt % to about 3 wt %, from about 0.1 wt % to about 2 wt %, from about 0.1 wt % to about 1 wt %, from about 0.1 wt % to about 0.5 wt %, from about 0.25 wt % to about 5 wt %, from about 0.25 wt % to about 4 wt %, from about 0.25 wt % to about 3 wt %, from about 0.25 wt % to about 2 wt %, from about 0.25 wt % to about 1 wt %, or even from about 0.25 wt % to about 0.5 wt %, or any and all subranges formed from any of these endpoints, based on the total weight of the dynamically vulcanized composition.

[0065] In some embodiments, one low odor cross-linking compound may be used to prepare the dynamic vulcanization composition. In some other embodiments, two or more low odor cross-linking compounds may be used. For example, two or more low odor cross-linking compounds selected from Formula I, II, III, IV, and V may be used.

[0066] Some suitable commercial embodiments of the low odor crosslinking compound are available from Huntsman under the JEFFAMINE brand, such as polyetheramine grade T-403 or polyetheramine grade D-400.

[0067] Dynamically vulcanized composition

[0068] As described herein, including a low odor crosslinking compound to crosslink the aliphatic polyketone and the functionalized rubber improves notched Izod impact strength while simultaneously providing or improving tensile modulus.

[0069] In some embodiments, the aliphatic polyketone may form a matrix and the functionalized rubber may form particles dispersed in the aliphatic polyketone matrix. In some such embodiments, the low odor cross-linking compound cross-links the aliphatic polyketone within the matrix of the aliphatic polyketone, the low odor cross-linking compound cross-links the functionalized rubber within the particles of the functionalized rubber, and the low odor cross-linking compound couples the functionalized rubber with the aliphatic polyketone at the interface between the particles of the functionalized rubber and the matrix of the aliphatic polyketone.

[0070] In some embodiments, when in particle form, the functionalized rubber may have a particle size distribution D50 of less than 20 microns, less than 18 microns, less than 16 microns, less than 14 microns, less than 12 microns, less than 10 microns, less than 8 microns, less than 6 microns, less than 4 microns, less than 2 microns, or less than 1 micron as measured by atomic force microscopy. In some embodiments, when in particle form, the functionalized rubber may have a particle size distribution D50 of about 0.01 microns to about 20 microns, about 0.1 microns to about 18 microns, about 1 micron to about 16 microns, about 1 micron to about 14 microns, about 1 micron to about 12 microns, about 3 microns to about 20 microns, about 3 microns to about 18 microns, about 3 microns to about 16 microns, about 3 microns to about 14 microns, about 3 microns to about 12 microns, about 5 microns to about 20 microns, about 5 microns to about 18 microns, about 5 microns to about 16 microns, about 5 microns to about 14 microns, or even about 5 microns to about 12 microns, or any and all subranges formed by any of these endpoints as measured by atomic force microscopy.

[0071] In some embodiments, the dynamically vulcanized composition may have a notched Izod impact strength measured according to ASTM D256 at 23° C. and 5 J that is greater than a similar composition that is identical to the dynamically vulcanized composition except that the low odor cross-linking compound is not included. In some embodiments, the dynamically vulcanized composition may have a notched Izod impact strength measured according to ASTM D256 at 23° C. and 5 J that is at least 125% higher, at least 150% higher, at least 175% higher, at least 200% higher, at least 225% higher, at least 250% higher, or even at least 275% higher than the similar composition.

[0072] In some embodiments, the dynamically vulcanized composition may have a notched Izod impact strength of about 25 J / m to about 100 J / m, measured according to ASTM D256 at 23° C. and 5 J. In some embodiments, the dynamically vulcanized composition may have a notched Izod impact strength of about 25 J / m or more, about 35 J / m or more, about 45 J / m or more, or even about 55 J / m or more, measured according to ASTM D256 at 23° C. and 5 J. In some embodiments, the dynamically vulcanized composition may have a notched Izod impact strength of about 100 J / m or less, about 90 J / m or less, about 80 J / m or less, or even about 70 J / m or less, measured according to ASTM D256 at 23° C. and 5 J. In some embodiments, the notched Izod impact strength of the dynamically vulcanized composition may be from about 25 J / m to about 100 J / m, from about 25 J / m to about 90 J / m, from about 25 J / m to about 80 J / m, from about 25 J / m to about 70 J / m, from about 35 J / m to about 100 J / m, from about 35 J / m to about 90 J / m, from about 35 J / m to about 80 J / m, from about 35 J / m to about 70 J / m, from about 45 J / m to about 100 J / m, about 45 J / m to about 90 J / m, about 45 J / m to about 80 J / m, about 45 J / m to about 70 J / m, about 55 J / m to about 100 J / m, about 55 J / m to about 90 J / m, about 55 J / m to about 80 J / m, or even about 55 J / m to about 70 J / m, or any and all subranges formed by any of these endpoints, measured according to ASTM D256 at 23°C and 5 J.

[0073] In some embodiments, the tensile modulus of the dynamically vulcanized composition may be at least 65%, at least 70%, at least 75%, at least 80%, at least 85%, at least 90%, or even at least 95% of the tensile modulus of a similar composition, the tensile modulus being measured at 23°C and a strain rate of 8.5 mm / s according to ASTM D638, the similar composition being identical to the dynamically vulcanized composition except that the low-odor cross-linking compound is not included. In some embodiments, the tensile modulus of the dynamically vulcanized composition is greater than that of the similar composition, the tensile modulus being measured at 23°C and a strain rate of 8.5 mm / s according to ASTM D638. In some embodiments, the tensile modulus of the dynamically vulcanized composition is at least 5%, at least 10%, at least 15%, or even at least 20% higher than that of the similar composition, the tensile modulus being measured at 23°C and a strain rate of 8.5 mm / s according to ASTM D638.

[0074] In some embodiments, the tensile modulus of the dynamically vulcanized composition may be from about 350 MPa to about 2000 MPa, measured at 23° C. and a strain rate of 8.5 mm / s according to ASTM D638. In some embodiments, the tensile modulus of the dynamically vulcanized composition may be greater than or equal to about 350 MPa, greater than or equal to about 500 MPa, greater than or equal to about 650 MPa, or even greater than or equal to about 800 MPa, measured at 23° C. and a strain rate of 8.5 mm / s according to ASTM D638. In some embodiments, the tensile modulus of the dynamically vulcanized composition may be less than or equal to about 2000 MPa, less than or equal to about 1750 MPa, less than or equal to about 1500 MPa, or even less than or equal to about 1250 MPa, measured at 23° C. and a strain rate of 8.5 mm / s according to ASTM D638. In some embodiments, the tensile modulus of the dynamically vulcanized composition may be about 350 MPa to about 2000 MPa, about 350 MPa to about 1750 MPa, about 350 MPa to about 1500 MPa, about 350 MPa to about 1250 MPa, about 500 MPa to about 2000 MPa, about 500 MPa to about 1750 MPa, about 500 MPa to about 1500 MPa, about 500 MPa to about 1250 MPa, about 650 MPa to about 1500 MPa, about 650 MPa to about 1250 MPa. MPa, about 650 MPa to about 1750 MPa, about 650 MPa to about 1500 MPa, about 650 MPa to about 1250 MPa, about 800 MPa to about 2000 MPa, about 800 MPa to about 1750 MPa, about 800 MPa to about 1500 MPa, or even about 800 MPa to about 1250 MPa, or any and all sub-ranges formed by any of these endpoints, measured according to ASTM D638 at 23°C and a strain rate of 8.5 mm / s.

[0075] In some embodiments, the dynamically vulcanized composition may have a Shore D hardness of greater than or equal to about 45, greater than or equal to about 55, or even greater than or equal to about 65. In some embodiments, the dynamically vulcanized composition may have a Shore D hardness of less than or equal to about 95, less than or equal to about 85, and less than or equal to about 75. In some embodiments, the dynamically vulcanized composition may have a Shore D hardness of about 45 to about 95, about 45 to about 85, about 45 to about 75, about 55 to about 95, about 55 to about 85, about 55 to about 75, about 65 to about 95, about 65 to about 85, or even about 65 to about 75, or any and all subranges formed by any of these endpoints.

[0076] As illustrated in the Examples section below, the dynamically vulcanized compositions described herein (which include the reaction product of an aliphatic polyketone, a functionalized rubber, and a low odor crosslinking compound) have improved impact resistance (i.e., improved notched Izod impact strength) while providing maintained or improved stiffness (i.e., maintained or improved tensile modulus).

[0077] additive

[0078] In some embodiments, the dynamically vulcanized composition may further include additives. In some embodiments, the additives may include antioxidants, stabilizers, adhesion promoters; insecticides; antifogging agents; antistatic agents; blowing agents and foaming agents; adhesives (bonding agents) and bonding polymers (bonding polymers); dispersants; flame retardants and smoke suppressants; mineral fillers; initiators; lubricants; mica; pigments (pigment), colorants (colorant) and dyes (dye); processing aids (processing aid); release agents (releasing agent); silanes, titanates / esters and zirconates / esters; slip agents (slip agents) and anti-blocking agents (anti-blocking agents); stearates / esters; ultraviolet light absorbers; viscosity modifiers; waxes; nanoparticles; or combinations thereof. Suitable nanoparticles include, but are not limited to: nanoclays and graphene. In some embodiments, nanoclays may have an aspect ratio ranging from about 200:1 to about 1000:1. In some embodiments, the graphene may have an aspect ratio ranging from about 1000:1 to about 2000:1.

[0079] Processing

[0080] In some embodiments, the dynamically vulcanized compositions described herein may be prepared by a batch process or a continuous process.

[0081] In some embodiments, the components of the dynamic vulcanization composition (including the aliphatic polyketone, the functionalized rubber, and the low odor crosslinking compound) can be added to an extruder (27MM Leistritz Twin Extruder (L / D 60)) and blended. In some embodiments, the blending (e.g., in the barrel of the extruder) can be performed at a temperature in the range of 150° C. to 270° C.

[0082] Mixing (also called compounding) devices are well known to those skilled in the art and generally comprise: feeding means, in particular at least one hopper for powdered materials and / or at least one injection pump for liquid materials; high shear blending means, such as a co-rotating or counter-rotating twin-screw extruder, which generally comprises a feed screw placed in a heated barrel (or tube); a delivery head which provides shape to the extrudate; and means for cooling the extrudate, either by air cooling or by water circulation. The extrudate is generally in the form of a rod which leaves the apparatus continuously and can be cut or shaped into pellets. However, other forms can be obtained by mounting a die of the desired shape on the delivery die.

[0083] Example

[0084] Table 1 below shows the sources of ingredients used to form Comparative Examples C1 to C5 and Examples E1 to E3.

[0085] Table 1

[0086]

[0087] Table 2 below shows the formulations (in weight %) used to form Comparative Examples C1 to C5 and Examples E1 to E3, and certain properties of Comparative Examples C1 to C5 and Examples E1 to E3.

[0088] Table 2

[0089]

[0090]

[0091] Table 2 continued

[0092] E1 E2 E3 M630S 93.90 88.80 78.61 HYTEMP AR212HR 4.95 9.90 19.80 JEFFAMINE T-403 0.25 0.25 0.25 IRGANOX 1098 0.25 0.25 0.25 EPSOLUTE C13-09 0.50 0.50 0.50 MISTRON VAPOR R 0.15 0.30 0.59 total 100.00 100.00 100.00 Hardness(Shore D) 75.0 73.3 69.1 Tensile modulus (MPa) 1274.4 1048.3 862.9 Tensile modulus, relative to C3 (%) 6.7 -12.2 -27.8 Tensile modulus, relative to C4 (%) 15.2 -5.2 -22.0 Tensile modulus, relative to C5 (%) 33.1 9.5 -9.9 Notched Izod impact strength (J / m) 68.5 68.9 68.9 Notched Izod impact strength, relative to C3 (%) 283.1 285.6 285.6 Notched Izod impact strength, relative to C4 (%) 213.6 215.7 215.7 Notched Izod impact strength, relative to C5 (%) 155.8 157.5 157.5

[0093] As shown in Table 2, Examples E1 to E3, dynamically vulcanized compositions comprising an aliphatic polyketone (M630S), greater than or equal to 3 wt. % functionalized rubber (HYTEMP AR212HR), and a low odor crosslinking compound (JEFFAMINE T-403), have greater notched Izod impact strength than Comparative Examples C1 and C2, which are compositions comprising an aliphatic polyketone, 0 wt. % and 2.48 wt. % functionalized rubber, respectively, and a low odor crosslinking compound. As shown in Comparative Examples C1 and C2 and Examples E1 to E3, crosslinking an aliphatic polyketone and at least 3 wt. % functionalized rubber using a low odor crosslinking compound results in a dynamically vulcanized composition having higher impact resistance than a composition having less than 3 wt. % functionalized rubber. While not wishing to be bound by theory, improved notched Izod impact strength is not observed in compositions having less than 3 wt. % functionalized rubber because the resulting rubber phase is too small or poorly distributed. In other words, less than 3 weight percent of functionalized rubber will result in insufficient crosslinking of the rubber, no matter how well the rubber is dispersed.

[0094] Comparative Examples C3 to C5 are similar compositions that are identical to Examples E1 to E3, respectively, except that they do not include a low odor crosslinking compound. As shown in Table 2, Examples E1 to E3 have a notched Izod impact strength that is at least 125% higher than the notched Izod impact strength of Comparative Examples C3 to C5, respectively, and a tensile modulus that is at least 65% of the tensile modulus of Comparative Examples C3 to C5. As shown in Comparative Examples C3 to C5 and Examples E1 to E3, crosslinking aliphatic polyketones and functionalized rubbers using a low odor crosslinking compound provides a dynamically vulcanized composition with improved impact resistance while maintaining or improving tensile modulus.

[0095] It will be apparent that modifications and variations may be made without departing from the scope of the disclosure as defined in the appended claims. More specifically, although some aspects of the present disclosure are identified herein as preferred or particularly advantageous, it is contemplated that the present disclosure is not necessarily limited to these aspects.

Claims

1. A dynamically vulcanized composition comprising the reaction product of: from about 50 wt % to about 97.5 wt % aliphatic polyketone; from about 3 wt % to about 50 wt % of a functionalized rubber; and from about 0.1 wt. % to about 5.0 wt. % of a low odor cross-linking compound, Based on the total weight of the dynamically vulcanized composition.

2. The dynamically vulcanized composition of claim 1, wherein the dynamically vulcanized composition comprises from about 5 wt% to about 40 wt% of the functionalized rubber, based on the total weight of the dynamically vulcanized composition.

3. The dynamically vulcanized composition of any one of the preceding claims, wherein the functionalized rubber has a glass transition temperature less than or equal to 23°C.

4. The dynamically vulcanized composition of any of the preceding claims, wherein the functionalized rubber is a functionalized acrylic rubber, a methacrylate rubber, an acrylic rubber, a methacrylate rubber, an acrylonitrile-styrene-acrylate, an ethylene-propylene-diene rubber, an ethylene-acrylic acid rubber, a butadiene rubber, an isoprene rubber, a styrene-butadiene rubber, a styrene-ethylene-butadiene rubber, a functionalized nitrile rubber, or any combination thereof.

5. The dynamically vulcanized composition of any one of the preceding claims, wherein the functionalized rubber is hydrogenated.

6. The dynamically vulcanized composition of any of the preceding claims, wherein the functionalized rubber comprises pendant functional groups selected from the group consisting of epoxides, sulfur-containing groups, carboxyl groups, amides, maleic anhydride, maleic acid, olefins, and alkynes.

7. The dynamically vulcanized composition of any of the preceding claims, wherein the aliphatic polyketone has a melt flow rate greater than or equal to about 3 g / 10 min, as measured according to ASTM D1238 at 240°C and a weight of 2.16 kg.

8. The dynamically vulcanized composition of any of the preceding claims, wherein the aliphatic polyketone has a melt flow rate of less than or equal to about 200 g / 10 min, as measured according to ASTM D1238 at 240°C and a weight of 2.16 kg.

9. The dynamically vulcanized composition of any one of the preceding claims, wherein the low odor cross-linking compound has a molecular weight greater than or equal to about 200 g / mol.

10. The dynamically vulcanized composition of any of the preceding claims, wherein the low odor crosslinking compound is selected from the group consisting of diamines, triamines, polyfunctional amines, diols, triols, polyfunctional alcohols, dithiols, thiols, carboxylic acids, zwitterionic salts, olefins, and conjugated dienes.

11. The dynamically vulcanized composition of any one of the preceding claims, wherein the low odor crosslinking compound is a difunctional crosslinking compound.

12. The dynamically vulcanized composition of claim 11, wherein the low odor crosslinking compound is defined by formula (I): wherein each R is independently selected from a hydrogen atom or a methyl group, x is 4 to 120, and each Y is independently a functional group selected from amines, alcohols, thiols, carboxylic acids, olefins, and conjugated dienes.

13. The dynamically vulcanized composition of claim 12, wherein the low odor crosslinking compound is defined by formula (II): where x is from 4 to 120.

14. The dynamically vulcanized composition of any one of claims 1 to 10, wherein the low-odor cross-linking compound is a multifunctional cross-linking compound comprising three or more functional groups.

15. The dynamically vulcanized composition of claim 14, wherein the low odor crosslinking compound is defined by formula (III): wherein each R is independently selected from: a hydrogen atom or a methyl group, each x is 1 to 40, and the total number of x units is 3 to 120, and each Y is independently a functional group selected from: amines, alcohols, thiols, carboxylic acids, olefins, and conjugated dienes.

16. The dynamically vulcanized composition of claim 15, wherein the low odor crosslinking compound is defined by formula (IV): Each x is from 1 to 40, and the total number of x units is from 3 to 120.

17. The dynamically vulcanized composition of claim 14, wherein the low odor crosslinking compound is defined by formula (V): Wherein n is 1 to 50.

18. The dynamically vulcanized composition of any one of the preceding claims, wherein the aliphatic polyketone forms a matrix and the functionalized rubber forms particles dispersed in the aliphatic polyketone matrix.

19. The dynamically vulcanized composition of claim 18, wherein the particles of the functionalized rubber have a particle size distribution D50 of from about 1 micron to about 20 microns.

20. A dynamically vulcanized composition according to claim 18 or claim 19, wherein: The low-odor cross-linking compound cross-links the aliphatic polyketone within the aliphatic polyketone matrix; The low odor cross-linking compound cross-links the functionalized rubber within the particles of the functionalized rubber; and The low-odor crosslinking compound couples the functionalized rubber with the aliphatic polyketone at the interface between the particles of the functionalized rubber and the matrix of the aliphatic polyketone.

21. The dynamically vulcanized composition of any one of the preceding claims, wherein the dynamically vulcanized composition is free of polyamide polymers.

22. The dynamically vulcanized composition of any of the preceding claims, wherein the dynamically vulcanized composition has a notched Izod impact strength, measured at 23°C and 5 J according to ASTM D256, greater than a similar composition that is identical to the dynamically vulcanized composition except that it does not include a low odor crosslinking compound.

23. The dynamically vulcanized composition of claim 22, wherein the dynamically vulcanized composition has a notched Izod impact strength at least 125% greater than that of the similar composition, the notched Izod impact strength measured according to ASTM D256 at 23°C and 5J.

24. The dynamically vulcanized composition of any of the preceding claims, wherein the dynamically vulcanized composition has a notched Izod impact strength of from about 25 J / m to about 100 J / m, as measured at 23°C and 5 J according to ASTM D256.

25. The dynamically vulcanized composition of any of the preceding claims, wherein the tensile modulus of the dynamically vulcanized composition is at least 65% of the tensile modulus of a similar composition, measured according to ASTM D638 at 23°C and a strain rate of 8.5 mm / s, that is identical to the dynamically vulcanized composition except that it does not include the low odor cross-linking compound.

26. The dynamically vulcanized composition of claim 25, wherein the dynamically vulcanized composition has a tensile modulus greater than that of the similar composition, the tensile modulus measured according to ASTM D638 at 23°C and a strain rate of 8.5 mm / s.

27. The dynamically vulcanized composition of claim 26, wherein the dynamically vulcanized composition has a tensile modulus at least 5% higher than that of the similar composition, the tensile modulus measured according to ASTM D638 at 23°C and a strain rate of 8.5 mm / s.

28. The dynamically vulcanized composition of any of the preceding claims, wherein the dynamically vulcanized composition has a tensile modulus of from about 350 MPa to about 2000 MPa, as measured in accordance with ASTM D638 at 23°C and a strain rate of 8.5 mm / s.

29. A dynamically vulcanized composition comprising the reaction product of: Aliphatic polyketones, Functionalized rubber, and Low odor cross-linking compounds; wherein the tensile modulus of the dynamically vulcanized composition is at least 65% of the tensile modulus of a similar composition, the tensile modulus being measured according to ASTM D638 at 23°C and a strain rate of 8.5 mm / s; A notched Izod impact strength at least 125% greater than that of a similar composition, the notched Izod impact strength being measured according to ASTM D256 at 23°C and 5J; The similar composition described therein is identical to the dynamically vulcanized composition except that it does not include a low odor crosslinking compound.