US3644310A - Polymer compositions - Google Patents
Polymer compositions Download PDFInfo
- 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
Links
- 239000000203 mixture Substances 0.000 title abstract description 70
- 229920000642 polymer Polymers 0.000 title description 39
- 239000002216 antistatic agent Substances 0.000 abstract description 32
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract description 13
- 239000000463 material Substances 0.000 abstract description 6
- 125000000217 alkyl group Chemical group 0.000 description 23
- 239000000654 additive Substances 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 19
- 230000000996 additive effect Effects 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- -1 polyethylene Polymers 0.000 description 11
- 239000004793 Polystyrene Substances 0.000 description 10
- 229920002223 polystyrene Polymers 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 9
- 238000000465 moulding Methods 0.000 description 9
- 150000001408 amides Chemical class 0.000 description 8
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 8
- ZZNDQCACFUJAKJ-UHFFFAOYSA-N 1-phenyltridecan-1-one Chemical compound CCCCCCCCCCCCC(=O)C1=CC=CC=C1 ZZNDQCACFUJAKJ-UHFFFAOYSA-N 0.000 description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 239000000428 dust Substances 0.000 description 5
- 238000011068 loading method Methods 0.000 description 5
- 239000000314 lubricant Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- 150000004996 alkyl benzenes Chemical class 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- ZMESHQOXZMOOQQ-UHFFFAOYSA-N 1-(naphthalen-1-ylmethyl)naphthalene Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 ZMESHQOXZMOOQQ-UHFFFAOYSA-N 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000012779 reinforcing material Substances 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000012768 molten material Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/91—Antistatic compositions
- Y10S524/911—Composition to apply to a substrate to be destaticized
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/91—Antistatic compositions
- Y10S524/913—Contains 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)
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)
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)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BR7300938D0 (pt) * | 1972-02-09 | 1973-09-20 | Fiber Industries Inc | Nilon anti-estatico |
-
1967
- 1967-11-29 GB GB54264/67A patent/GB1246617A/en not_active Expired
-
1968
- 1968-11-22 NL NL6816755A patent/NL6816755A/xx unknown
- 1968-11-22 US US778343A patent/US3644310A/en not_active Expired - Lifetime
- 1968-11-27 DE DE19681811076 patent/DE1811076A1/de active Pending
- 1968-11-27 FR FR1593465D patent/FR1593465A/fr not_active Expired
- 1968-11-28 BE BE724603D patent/BE724603A/xx unknown
Cited By (9)
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 |
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