US3644310A - Polymer compositions - Google Patents

Polymer compositions Download PDF

Info

Publication number
US3644310A
US3644310A US778343A US3644310DA US3644310A US 3644310 A US3644310 A US 3644310A US 778343 A US778343 A US 778343A US 3644310D A US3644310D A US 3644310DA US 3644310 A US3644310 A US 3644310A
Authority
US
United States
Prior art keywords
antistatic
polymer
alkyl
compositions
sulphonate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US778343A
Other languages
English (en)
Inventor
Hubert Brian Hopkins
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Distrene Ltd
Original Assignee
Distrene Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Distrene Ltd filed Critical Distrene Ltd
Application granted granted Critical
Publication of US3644310A publication Critical patent/US3644310A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41Compounds containing sulfur bound to oxygen
    • C08K5/42Sulfonic acids; Derivatives thereof
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/91Antistatic compositions
    • Y10S524/911Composition to apply to a substrate to be destaticized
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/91Antistatic compositions
    • Y10S524/913Contains nitrogen nonreactant material

Definitions

  • the fatty acid amide containing from 6 to 22 carbon atoms. It is also known to reduce the tendency of polyethylene to accumulate electrostatic charges by the incorporation of an ethanolamide of lauric acid.
  • an alkyl sulphonate having an alkyl chain length of 4-30 carbon atoms or an alkyl benzene sulphonate having an alkyl chain length of 4-30 carbon atoms or a sulphonate of a polynuclear or condensed aromatic ring system with 1-2 alkyl groups having a chain length of 1-4 carbon atoms or a mixture of said sulphonates can act as antistatic agents for styrene polymers.
  • antistatic agents such as lauric diethanolamide when used in a suificient loading to achieve the desired antistatic properties bring about a substantial reduction in the softening point of polystyrene.
  • This reduction in softening point necessitates an increase in the time required for injection moulding articles owing to the necessity of increasing the cooling time in the injection moulding cycle.
  • the heat resistance of the moulded articles is also reduced.
  • an antistatic agent such as sodium dodecyl benzene sulphonate, although giving the desired antistatic properties, often leads to discoloured mouldings.
  • This latter type of antistatic additive is usually less effective as a lubricant, that is, in promoting the flow of the molten material during moulding operations, than an additive such as lauric diethanolamide.
  • An object of the present invention is to provide antistatic agent compositions which overcome the disadvantages of the antistatic agents referred to above.
  • a particular object of the present invention is to provide antistatic compositions which achieve an excellent balance between the conflicting requirements of short injection moulding cycle times, easy flow of the compositions during the moulding operations and high heat resistance of the moulded articles.
  • an antistatic agent composition for polymeric materials which composition comprises a major proportion by weight of an alkyl or aryl or alkaryl sulphonate and a minor proportion by weight of an alkyl alkanolamide or a hydroxypolyalkoxyamide.
  • a major proportion means greater than 50% and a minor proportion means 50% or less.
  • the invention further comprises polymer compositions containing these antistatic agent compositions.
  • the preferred alkyl or alryl or alkaryl sulphonates are:
  • alkyl naphthalene sulphonates with one or two alkyl groups said alkyl groups each having a chain length of from 1 to 4 carbon atoms, and
  • the antistatic agent composition contains an alkanolamide or a hydroxypolyalkoxyamide of an organic acid.
  • This acid may be aliphatic or aromatic. Preferably it is an aliphatic acid containing 6 to 22 carbon atoms, e.g. lauric acid.
  • the alkanolamide may be a monoor di-alkanolamide and is conveniently a monoor di-ethanolamide.
  • Laurie diethanolamide is the preferred alka-nolamide.
  • the antistatic agent compositions often consist of a solution or dispersion of the sulphonate in the alkanolamide.
  • the components thereof can however be added separately to the polymer with which they are to be used and thus the antistatic compositions are formed in situ.
  • the antistatic agent composition of the present invention may advantageously be used with thermoplastic polymeric materals such as those obtained by the addition polymerisation and copolymerisation of compounds containing ethylenic unsaturation.
  • polymeric materials are the polyolefines such as the homopolymers of ethylene and propylene and the copolymers of ethylene and propylene among themselves or with higher aliphatic a-olefines, and the polymers derived from vinyl aromatic compounds.
  • the antistatic agent compositions are particularly valuable when used with the latter polymers.
  • polystyrene and copolymers of styrene with methyl methacrylate or acrylonitrile examples include such ploymers when prepared in the presence of or subsequently mixed with rubber reinforcing materials such as for example polybutadiene and rubbery butadine/styrene copolymers.
  • the ratio of the weight of the sulphonate component to that of the amide component lies in the range 6:1 to 2:1.
  • the sulphonate component of the antistatic compositions may be present in the thermoplastic polymeric material over a wide range of concentrations but it is preferred that it is present in the range 0.1 to 3.0% by weight of the polymer with which the compositions is to be used.
  • a preferred range is 0.1 to 0.5% whereas for polystyrene a preferred range is 1.0 to 3.0%.
  • the loading of antistatic additive that is necessary in an antistatic moulding composition is known to vary with such factors as the degree of protection required, the characteristics of the particular moulding operation in which it is to be used and the humidity of the atmospheric environment.
  • antistatic additives of the present invention for general applicability compositions based on vinyl aromatic polymers usually contain not less than about 2% by weight of the mixture of antistatic additives.
  • An unnecessarily high loading of 3 the antistatic additives is to be avoided in order to minimise the changes produced in the basic properties of the thermoplastic material.
  • Overall loadings of the antistatic additive between 2.0 and 3.5%, more particularly between 2.5 and 3.0%, are preferred.
  • an antistatic agent composition comprising an alkanolamide of an organic acid and, as discolouration suppressor, an oxide, hydroxide, carbonate, bicarbonate or carboxylate of ammonium or a Group I-A or Group II-A metal of the Periodic Table according to Mendeleef is disclosed.
  • Such discolouration suppressors may be present in the antistatic agents according to the present invention in a preferred proportion by weight of 1 to 20% based on the weight of amide present.
  • the preferred discolouration suppressors are hydroxides, carbonates, bicarbonates and a concentrate of ultramarine blue pigment in polystyrene Was shaken with molten lauric diethanolamide (0.7 part).
  • the coated polymer granules were then shaken with a powder mixture comprising sodium dodecyl benzene sulphonate (S.D.D. powder No. 1; Associated Chemical Companies Ltd.; 2.0 parts), calcium carbonate (0.2 part) silica (Manosil VN.3; Fullstolf G.m.b.H., 0.2 part) and titanium dioxide (3.5 parts).
  • calcium carbonate (0.2 part) silica Manosil VN.3; Fullstolf G.m.b.H., 0.2 part
  • titanium dioxide 3.5 parts
  • a polymeric material compounded with the antistatic agent composition of the present invention may also contain any of the conventional polymer additives for example lubricants, antioxidants, pigments and dyes.
  • the incorporation of the antistatic agent composition in a thermoplastic polymer is conveniently carried out by adding the antistatic agent composition when the polymer is in a molten state.
  • either component of the antistatic agent composition can be incorporated into the polymer before the other component.
  • both components can be blended with the polymer in a mixer or in the barrel of an extruder from which the final polymer composition is to be extruded.
  • the antistatic agent composition or any of the components thereof may be added to the polymer as a solution in a volatile solvent, e.g. water, which may be removed later e.g. at an extruder vent.
  • Polymer compositions containing the antistatic agent compositions according to the present invention have excellent antistatic properties and can be injection moulded at high temperatures without discolouration of the resultant mouldings. Moreover it is found that polystyrene compositions containing the antistatic agent compositions have excellent flow properties and that therefore there is no need to add conventional lubricants such as mineral oils or butyl stearate. This is a particular advantage of the compositions according to the present invention because the addition of such conventional lubricants tends to depress the softening point of the polystyrene whereas the antistatic agent compositions according to the present invention do not cause a significant reduction in the softening point of polystyrene.
  • the polymer compositions were used to prepare wedgeshaped articles by injection moulding using a screw preplasticising machine, the barrel of which was maintained at a temperature of 260 C. Mouldings of the compositions which contained, respectively, the antistatic composition according to the present invention, lauric diethanolamide alone and no antistatic additive were all white. By contrast, the mouldings which contained sodium dodecyl benzene sulphonate as the sole antistatic additive were off-white in colour.
  • compositions were used to prepare beaker mouldings using the same machine.
  • the beakers were sprayed with carbon black to determine the extent of static charge on their surfaces.
  • the beakers containing the antistatic additive mixture and sodium dodecyl benzene sulphonate as the sole antistatic additive were free from attracted dust patterns.
  • the beakers containing lauric diethanolamide as the sole antistatic additive showed very limited dust attraction, whereas the beakers which contained no antistatic additive were covered with strong patterns of attracted dust.
  • EXAMPLE 2 Using a similar technique to that described in the previous example, the same components were used to prepare a range of compositions which contained diifering proportions of sodium dodecyl benzene sulphonate and lauric diethanolamide. However, in this instance, a conventional lubricant (dimet-hyl phthalate) was included at a loading of 1% by weight of the final composition. The properties of these compositions are shown in the following table:
  • antistatic composition according to the present invention thus leads to excellent antistatic properties without the occurrence of discolouration.
  • a polymer composition consisting essentially of a member selected from the group consisting of polyolefins; polymerized vinyl aromatic compounds; poly styrene; copolymers of styrene and methylmethacrylate; copolymers of styrene and acrylonitrile, including polymerized vinyl aromatic compounds in admixture with rubber reinforcing materials in intimate admixture with an antistatic agent, the antistatic agent consisting of (1) a sulphonate selected from the group consisting of (A) alkyl sulphonates having an alkyl chain length of from 6 to 22 carbon atoms;
  • alkyl benzene sulphonates having an alkyl chain length of from 6 to 22 carbon atoms;
  • C alkyl naphthalene sulphonates with up to two alkyl groups, said alkyl groups each having a chain length of from 1 to 4 carbon atoms;
  • D dinaphthyl methane sulphonates containing up to two alkyl groups, each group having a chain length of from 1 to 2 carbon atoms;
  • an amide the amide being a member selected from the group consisting of amides of aliphatic acids containing from 6 to 22 carbon atoms, alkanol amides, monoalkanol amides, wherein the weight ratio of the sulphonate to the amide is from about 6:1 to about 2:1 and the sulphonate is present in an amount from about 0.1 to 3 percent by weight, based on the weight of the polymer.
  • composition as claimed in claim 1 wherein the sulphonate employed is an alkyl sulphonate having an alkyl chain length of from 6 to 22 carbon atoms.
  • composition as claimed in claim 1 wherein the sulphonate employed is an alkyl benzene sulphonate having an alkyl chain length of from 6 to 22 carbon atoms.
  • composition as claimed in claim 1 wherein the sulphonate employed is an alkyl naphthalene sulphonate, with one or two alkyl groups, said alkyl groups each having a chain length of from 1 to 4 carbon atoms.
  • composition as claimed in claim 1 wherein the sulphonate employed is a dinaphthyl methane, optionally bearing one or two alkyl groups, each' of said alkyl groups having a chain length of from 1 to 4 carbon atoms.
  • a method for preparing a polymer composition as claimed in claim 1 which method comprises adding the antistatic agent composition to the polymer while the polymer is in the molten state.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Injection Moulding Of Plastics Or The Like (AREA)
US778343A 1967-11-29 1968-11-22 Polymer compositions Expired - Lifetime US3644310A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB54264/67A GB1246617A (en) 1967-11-29 1967-11-29 Polymer compositions

Publications (1)

Publication Number Publication Date
US3644310A true US3644310A (en) 1972-02-22

Family

ID=10470435

Family Applications (1)

Application Number Title Priority Date Filing Date
US778343A Expired - Lifetime US3644310A (en) 1967-11-29 1968-11-22 Polymer compositions

Country Status (6)

Country Link
US (1) US3644310A (enrdf_load_stackoverflow)
BE (1) BE724603A (enrdf_load_stackoverflow)
DE (1) DE1811076A1 (enrdf_load_stackoverflow)
FR (1) FR1593465A (enrdf_load_stackoverflow)
GB (1) GB1246617A (enrdf_load_stackoverflow)
NL (1) NL6816755A (enrdf_load_stackoverflow)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3873645A (en) * 1972-01-14 1975-03-25 Leslie A Muirhead Antistatic polystyrene
US4259456A (en) * 1978-09-27 1981-03-31 The Lion Fat & Oil Co., Ltd. Odorless polyolefin resin compositions
US4574134A (en) * 1984-11-09 1986-03-04 Phillips Petroleum Company Antihaze compositions and process
US4582863A (en) * 1983-12-31 1986-04-15 Zipperling Kessler & Co. (Gmbh & Co.) Polymer concentrate containing an antistatic agent, process for the production thereof and the use thereof
US5346944A (en) * 1990-12-21 1994-09-13 Sumitomo Chemical Company, Limited Polyolefin resin composition
US5602195A (en) * 1994-07-27 1997-02-11 Skc Limited Polymeric film and process for the preparation thereof
US20110285050A1 (en) * 2007-08-17 2011-11-24 Clemens Grafe Extrusion Process for Producing Plastic Granules Having a Statically Dissipative Effect
CN115677877A (zh) * 2022-10-10 2023-02-03 石家庄鸿泰橡胶有限公司 一种羧基丁腈胶乳用复合乳化剂、羧基丁腈胶乳及制备方法和应用

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR7300938D0 (pt) * 1972-02-09 1973-09-20 Fiber Industries Inc Nilon anti-estatico

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3873645A (en) * 1972-01-14 1975-03-25 Leslie A Muirhead Antistatic polystyrene
US4259456A (en) * 1978-09-27 1981-03-31 The Lion Fat & Oil Co., Ltd. Odorless polyolefin resin compositions
US4582863A (en) * 1983-12-31 1986-04-15 Zipperling Kessler & Co. (Gmbh & Co.) Polymer concentrate containing an antistatic agent, process for the production thereof and the use thereof
US4574134A (en) * 1984-11-09 1986-03-04 Phillips Petroleum Company Antihaze compositions and process
US5346944A (en) * 1990-12-21 1994-09-13 Sumitomo Chemical Company, Limited Polyolefin resin composition
US5602195A (en) * 1994-07-27 1997-02-11 Skc Limited Polymeric film and process for the preparation thereof
US20110285050A1 (en) * 2007-08-17 2011-11-24 Clemens Grafe Extrusion Process for Producing Plastic Granules Having a Statically Dissipative Effect
CN115677877A (zh) * 2022-10-10 2023-02-03 石家庄鸿泰橡胶有限公司 一种羧基丁腈胶乳用复合乳化剂、羧基丁腈胶乳及制备方法和应用
CN115677877B (zh) * 2022-10-10 2023-09-12 石家庄鸿泰橡胶有限公司 一种羧基丁腈胶乳用复合乳化剂、羧基丁腈胶乳及制备方法和应用

Also Published As

Publication number Publication date
NL6816755A (enrdf_load_stackoverflow) 1969-06-02
DE1811076A1 (de) 1970-08-20
BE724603A (enrdf_load_stackoverflow) 1969-05-02
GB1246617A (en) 1971-09-15
FR1593465A (enrdf_load_stackoverflow) 1970-05-25

Similar Documents

Publication Publication Date Title
US3644310A (en) Polymer compositions
CA1056980A (en) Fire-retardant anti-dripping aromatic polyester composition
US4029618A (en) Vinyl halide stabilizer compositions of antimony organic sulfur-containing compounds and ortho-dihydric phenols
GB1426485A (en) Thermoplastic compositions
US3639518A (en) Anti-static polymer compositions with discoloration suppressors
DE3368665D1 (en) Predisperded liquid or low melting solid peroxide vulcanizing agent or coagent compositions
CA1038989A (en) Weather resistant graft ep rubber compositions
GB1099383A (en) Extrusion compositions, method and apparatus for the impulse extrusion of thermoplastic material
US3873645A (en) Antistatic polystyrene
US3595819A (en) Highly transparent self-extinguishing compositions of methacrylate and vinyl chloride resins
US3856738A (en) Acrylonitrile polymers with reduced surface resistance
JPH04117442A (ja) 芳香族アルケニルポリマーを含む耐火性が改善された熱可塑性組成物
US6235821B1 (en) Cleansing thermoplastic resin composition
US3301813A (en) Process for incorporating a liquid additive into a solid thermoplastic polymer
US3637544A (en) Vulcanized elastomeric blends containing a cyclic ester polymer
US3666510A (en) Lubricated thermoplastic resin compositions
IL105201A (en) Mixtures of flame retardants and thermoplastic polyolefin preparations containing them
US3923720A (en) Lubricated thermoplastic resin
US3720734A (en) Pvc compositions containing carboxylic acid anhydride copolymers
CA1157983A (en) Abs moulding compounds having improved surface
US3852238A (en) Flame retardant polycarbonate composition
GB1035829A (en) Moulding compositions based on elastically thermoplastic copolymer mixtures
US3855356A (en) Flame retardant polymer composition
US3891597A (en) Rotational molding of crosslinkable polymers
CA1161584A (en) Compositions comprising a poly (methyl ethenyl benzene) resin and mineral oil