WO1991009075A1 - Composition polymere reticulable contenant un anhydride d'acide en tant que catalyseur a condensation de silanol - Google Patents
Composition polymere reticulable contenant un anhydride d'acide en tant que catalyseur a condensation de silanol Download PDFInfo
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- WO1991009075A1 WO1991009075A1 PCT/SE1990/000733 SE9000733W WO9109075A1 WO 1991009075 A1 WO1991009075 A1 WO 1991009075A1 SE 9000733 W SE9000733 W SE 9000733W WO 9109075 A1 WO9109075 A1 WO 9109075A1
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- Prior art keywords
- acid anhydride
- cross
- polymer composition
- anhydride
- linkable polymer
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/12—Hydrolysis
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/02—Ethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2810/00—Chemical modification of a polymer
- C08F2810/20—Chemical modification of a polymer leading to a crosslinking, either explicitly or inherently
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2810/00—Chemical modification of a polymer
- C08F2810/50—Chemical modification of a polymer wherein the polymer is a copolymer and the modification is taking place only on one or more of the monomers present in minority
Definitions
- Cross-linkable polym p r composition containing an acid anhydride as a silanol condensation catalyst.
- the present invention relates to a cross-linkable polymer composition containing a cross-linkable polymer with hydrolysable silane groups and at least one silanol condensation catalyst.
- cross-linking improves such properties of the polymer as its mechanical strength and heat resistance.
- Polymers normally considered to be thermoplastics, and not "cross-linkable, can also be cross-linked by introducing cross-linkable groups in the polymer.
- An example thereof is the crosslinking of polyolefins, such as polyethylene.
- a silane compound can be introduced as a cross-linkable group, e.g. by grafting the silane compound onto the pre ⁇ pared polyolefin, or by copolymerisation of the olefin and the silane compound.
- the crosslinking of polymers with hydrolysable silane groups is carried out by so-called moisture curing.
- the silane group is hydrolysed under the ' influence of water, resulting in the splitting-off of alcohol and the formation of silanol groups.
- the silanol groups are cross-linked by a condensa ⁇ tion reaction splitting off water.
- a so-called silanol condensation catalyst is used as catalyst.
- Prior art silanol condensation catalysts include carboxylates of metals, such as tin, zinc, iron, lead and cobalt; organic bases; inorganic acids; and organic acids.
- EP 0,193,317 may be mentioned as examples of the prior art relating to the crosslinking of polymers containing hydrolysable silane groups by means of the above-mentioned silanol condensation catalysts.
- EP 0,207,-627 also discloses the use of a special silanol condensation catalyst in the form of a tin-containing polymer.
- JP 60013804 further discloses a curable, heat-resis ⁇ tant adhesive composition
- a modified polyolefin and a silanol condensation catalyst comprising a modified polyolefin and a silanol condensation catalyst.
- the modified polyole- fin is formed from polyolefin, an ethylenically unsatu- rated silane compound, and an unsaturated carboxylic acid or a derivative thereof which for instance may include ( eth)acrylic acid, maleic anhydride, itaconic acid, alkyl(meth)aerylate, maleicimide or (meth)acrylamide.
- the maleic anhydride if used, does not constitute a silanol condensation catalyst, but forms part of the cross-linkable polymer proper.
- silanol condensation catalysts and in particular the tin carboxylates, are frequently used in the crosslinking of polymer compositions contain ⁇ ing silanol groups, they are disadvantageous in some respects.
- the prior art silanol condensation catalysts often result in unwanted and premature cross- linking, so-called scorching or precuring, of the polymer composition.
- scorching or precuring arises, for example, on extru ⁇ sion of the polymer composition to which the silanol * con- densation catalyst has been added, and makes it impossible to maintain a steady production rate and also impairs the quality of the resulting product.
- the unwanted precuring may be counteracted by intro ⁇ ducing in the polymer composition substances counteracting precuring, i.e. so-called precuring retarders, as describ- ed in the above EP 0,193,317.
- the addition of a precuring retarder involves an additional working operation and the introduction of a further component in the composition, which increases the work contribution required, as well as the costs.
- silanol condensa ⁇ tion catalysts such as the tin carboxylates most fre ⁇ quently used to date, are toxic. Especially when producing cross-linked polymer material for use in connection with food or pharmaceuticals, it would be pre ⁇ ferable to replace these toxic catalysts by other, non- toxic or at least less toxic catalysts.
- the present invention concerns a new type of silanol condensation catalysts reducing or obviating the incon- veniences associated with the use of prior art catalysts for crosslinking polymer compositions containing polymers with hydrolysable silane groups.
- the inventive silanol condensation catalyst is an acid anhy ⁇ dride, such as a carboxylic acid anhydride.
- the invention provides a cross-linkable polymer composition containing a cross-linkable polymer with hydrolysable silane groups and at least one silanol con- densation catalyst, characterised in that the silanol con ⁇ densation catalyst is an acid anhydride.
- the acid anhydride used is a carboxylic acid anhydride.
- the at present most pre ⁇ ferred carboxylic acid anhydrides are the aliphatic car ⁇ boxylic acid anhydrides, especially the anhydrides of ali- phatic carboxylic acids having 2-20 carbon atoms, such as acetic acid, propionic acid, butyric acid, stearic acid, lauric acid, and caprylic acid. Also mixtures thereof, such as fatty-acid anhydride mixtures, may be used.
- the invention further comprises aromatic carboxylic acid anhydrides, such as benzoic anhydride, " o-phthalic anhydride and trimellitic anhydride; dicarboxylic anhy ⁇ drides, such as succinic anhydride, maleic anhydride, tetrahydrophthalic anhydride; and polymer acid anhydrides, such as acid anhydrides derived from copolymers of ethy- lene/acrylic acid, ethylene/methacrylic acid, ethylene/ maleic acid.
- aromatic carboxylic acid anhydrides such as benzoic anhydride, " o-phthalic anhydride and trimellitic anhydride
- dicarboxylic anhy ⁇ drides such as succinic anhydride, maleic anhydride, tetrahydrophthalic anhydride
- polymer acid anhydrides such as acid anhydrides derived from copolymers of ethy- lene/acrylic acid, ethylene/methacrylic acid, ethylene/ maleic
- polymer acid anhydrides are but a few examples of polymer acid anhydrides, and that other polymer acid anhydrides may be used which have been obtained from two or more different monomers, of which at least one is an acid anhydride or contains carboxyl groups that may be transformed into acid anhydride groups.
- the monomers forming the acid anhy ⁇ dride may be introduced by graft polymerisation.
- the amount of silanol condensation catalyst present in the cross-linkable poly ⁇ mer composition generally is in the order of about 0.001-10% by weight, preferably about 0.01-5% by weight, especially about 0.01-1.5% by weight, as based on the amount of silanol-group containing polymers in the compo- sition.
- the effective amount of acid anhydride catalyst depends on the molecular weight of the acid anhydride, more precisely the number of acid anhydride groups per mole of acid anhydride. Thus, a smaller amount is required of an acid anhydride having many acid anhydride groups and a low molecular weight, than of an acid anhydride having but few acid anhydride groups and a high molecular weight.
- the inventive acid anhydride catalyst is preferably added to the cross-linkable polymer in the form of a master batch, i.e. mixed with a polymer, such as polyethy ⁇ lene.
- the master batch contains a minor amount of the acid anhydride catalyst, generally about 1-10% by weight, pre ⁇ ferably about 3-5% by weight.
- the polymer acid anhydride catalysts according to the invention are especially advantageous, since the catalysts may be added directly to the cross-linkable polymer, there. being no need of first producing a master batch. Unlike conventional low-molecular silanol condensation catalysts, the polymer acid anhydride catalyst according to the invention has no or only a slight tendency to migrate. This is further advantageous when the polymer acid anhy- dride catalyst and the cross-linkable polymer are mixed in the form of pellets. Since both the cross-linkable polymer and the polymer acid anhydride catalyst are in pellet form, there is no intimate contact on a 'molecular level' between them.
- the polymer acid anhydride catalyst further- more has no or only a slight tendency to migrate,, and there is thus no risk of such intimate contact arising with time. It is therefore possible to mix pellets of the cross-linkable polymer and the polymer acid anhydride catalyst as early as at the factory without risking unwanted, premature crosslinking. Thus, it is not neces ⁇ sary to mix them with the polymer in connection with the extrusion, as is the case with conventional low-molecular silanol condensation catalysts because of the risk of catalyst migration and premature crosslinking of the poly- mer composition. It will immediately be appreciated that this substantially simplifies the operation, and thus is advantageous to the user.
- the inventive acid anhydride catalyst may be used in the cross-linkable polymer composition alone or combined with other silanol condensation catalysts, which may be other acid anhydride catalysts or conventional silanol condensation catalysts, such as carboxylic acid salts of the metals tin, zinc, iron, lead and cobalt; organic bases; inorganic acids; and organic acids.
- silanol condensation catalysts such as carboxylic acid salts of the metals tin, zinc, iron, lead and cobalt; organic bases; inorganic acids; and organic acids.
- the silanol condensation catalyst according to the invention When the silanol condensation catalyst according to the invention is added to the cross-linkable polymer com ⁇ position in connection with the extrusion of the composi- tion, the silanol condensation catalyst should have a boiling point exceeding the treatment temperature during extrusion, thereby to prevent the catalyst from escaping.
- the boiling point of the acid anhydride catalyst should be at least about 120°C, preferably at least about 220°C.
- the cross-linkable polymer composition according to the invention chiefly corresponds to prior art cross-link ⁇ able polymer compositions containing hydrolysable silane groups, but differs therefrom by containing the acid anhy- dride catalyst described above.
- the invention generally concerns cross-linkable polymers containing hydrolysable silane groups, and more precisely it relates to olefin copolymers or graft poly ⁇ mers which contain hydrolysable silane groups and which are cross-linked under the influence of water and at least one silanol condensation catalyst.
- the cross- linkable polymer is an ethylene homopolymer or copolymer containing cross-linkable silane groups introduced either by copolymerisation or graft polymerisation.
- the silane-containing polymer has been obtained by copolymerisation of an olefin, suitably ethy ⁇ lene, and an unsaturated silane compound represented by the formula
- R is an ethylenically unsaturated hydrocarbyl, hydrocar- byloxy or (meth)acryloxy hydrocarbyl group
- R' is an aliphatic saturated hydrocarbyl group
- Y which may be same or different, is a hydrolysable orga- nic group
- n 0, 1 or 2.
- unsaturated silane compound ' are those wherein R is vinyl, allyl, isopropenyl, butenyl, cyclohexenyl or gamma-(meth)acryloxy propyl; Y is methoxy, ethoxy, formyloxy, acetoxy, propionyloxy or an alkyl- or arylamino group; and R' is a methyl, ethyl, propyl, decyl or phenyl group.
- a preferred unsaturated silane compound is repre ⁇ sented by the formula
- CH 2 CHSi(OA) 3 (II) wherein A is a hydrocarbyl group having 1-8 carbon atoms, - preferably 1-4 carbon atoms.
- A is a hydrocarbyl group having 1-8 carbon atoms, - preferably 1-4 carbon atoms.
- the most preferred compounds are vinyl trimethoxy- silane, vinyl bismethoxyethoxysilane, vinyl triethoxy- silane, gamma-(meth)acryloxypropyltrimethoxysilane, gamma- (meth)acryloxypropyltriethoxysilane, and vinyl triacetoxy- silane.
- the copolymerisation of the olefin (ethylene) and the unsaturated silane compound may be carried out under any suitable conditions resulting in the copolymerisation of the two monomers.
- the copolymerisation may be implemented in the presence of one or more other comonomers which can be copolymerised with the two monomers.
- comonomers include (a) vinyl carboxylate esters, sucri as vinyl ace ⁇ tate and vinyl pivalate, (b) alpha-olefins, such as pro- pene, 1-butene, 1-hexene, 1-octene and 4-methyl-l-pentene, (c) (meth)aer lates, such as methyl(meth)aerylate, ethyl- ( eth)acrylate and butyl(meth)acrylate, (d) olefinically unsaturated carboxylic acids, such as (meth)acrylic acid, maleic acid and fumaric acid, (e) (meth)acrylic acid deri ⁇ vatives, such as (meth)aerylonitrile and (meth)acrylic amide, (f) vinyl ethers, such as vinyl methyl ether and vinyl
- vinyl esters of monocarboxylic acids having 1-4 car ⁇ bon atoms such as vinyl acetate
- (meth)acrylate of alcohols having 1-4 carbon atoms such as methyl(meth)- acrylate
- comonomers are butyl acrylate, ethyl acrylate and methyl acrylate.
- the term ' (meth)acrylic acid' is intended to embrace both acrylic acid and methacrylic acid.
- the comonomer content of the copolymer may amount to 70% by weight of the copolymer, preferably about 0.5-35% by weight, most preferably about 1-25% by weight.
- the silane-containing polymer according to the inven ⁇ tion suitably contains 0.001-15% by weight of the silane compound, preferably 0.01-5% by weight, most preferably 0.1-3% by weight.
- the cross-linkable polymer may contain various additives, such as miscible thermoplastics, stabilisers, lubricants, fil ⁇ lers, colouring agents and foaming agents.
- miscible thermoplastics such as polyethylene of low density, medium density and high density, polypro- pene, chlorinated polyethylene, as well as various copo- lymers including ethylene and one or more other comono ⁇ mers, e.g. vinyl acetate, methyl acrylate, propene, butene, hexene and the like.
- One may use either a single polyolefin or a mixture of several polyolefins.
- the poly- olefin content of the composition may be up to 70% by weight, as based on the total amount of this polyolefin and the silane-containing polymer.
- inorganic fil ⁇ lers such as silicates, e.g. kaolin, talc, montmorillo- nite, zeolite, mica, silica, calcium silicate, asbestos, powdered glass, glass fibre, calcium carbonate, gypsum, magnesium carbonate, magnesium hydroxide, carbon black and titanium oxide.
- silicates e.g. kaolin, talc, montmorillo- nite, zeolite, mica, silica, calcium silicate, asbestos, powdered glass, glass fibre, calcium carbonate, gypsum, magnesium carbonate, magnesium hydroxide, carbon black and titanium oxide.
- silicates e.g. kaolin, talc, montmorillo- nite, zeolite, mica, silica, calcium silicate, asbestos, powdered glass, glass fibre, calcium carbonate, gypsum, magnesium carbonate, magnesium hydroxide, carbon black and titanium oxide.
- the content of the inorganic filler may be up to 60% by
- cross-link ⁇ able polymer used in the invention is previously known and that the novel and distinctive features of the invention thus do not reside in this polymer, but in the special silanol condensation catalyst added to the polymer to form the inventive polymer composition.
- the starting material was a cross-linkable polymer having hydrolysable silane groups and being a copolymer of ethylene and vinyl trimethoxysilane.
- the vinyl trimethoxy- silane content was 1.9% by weight.
- a cross-linkable compo ⁇ sition was produced by adding to the polymer a silanol condensation catalyst made up benzoic anhydride. This anhydride was added in the form of a master batch of low- density polyethylene containing 5% by weight of benzoic acid. The master batch was added in such amounts that the content of benzoic acid, as based on the entire composi ⁇ tion, was about 0.05% by weight.
- the composition was cross-linked at a temperature of about 90°C in the pre ⁇ sence of water, and the degree of crosslinking of the com- position was measured on different occasions by extraction with decalin according to the method UNI ' 459 which corre ⁇ sponds to ASTM D 2765, except that the extraction with decalin after 6 h is continued for yet another hour in pure boiling decalin.
- the results obtained are apparent from Table 1, and the values given are mean values of two determinations.
- Example 2 One proceeded as in Example 1, the only difference being that the content of benzoic anhydride was about 0.5% by weight, as based on the entire composition. The results obtained are apparent from Table 2.
- Example 3 One proceeded as in Example 1, the only difference being that stearic anhydride was used as silanol conden ⁇ sation catalyst instead of benzoic anhydride.
- the content of stearic anhydride was about 0.05% by weight, as based on the entire composition.
- the results obtained are appa ⁇ rent from Table 3.
- Example 2 a polymer acid anhydride was used as silanol condensation catalyst instead of benzoic anhydride.
- the polymer acid anhydride was a copolymer of propene with about 11% by weight of maleic anhydride and about 10% by weight of ethyl acry-
- This polymer acid anhydride is sold by the firm Norsolor under the trade name of EMSA.
- the polar acid anhydride was added to the cross-linkable ethylene/vxnyl trimethoxysilane copolymer, such that the content of polymer acid anhydride amounted to about 5% by weight, as
- This Example illustrates the synergistic effect obtained when using the inventive acid anhydride catalyst in combination with a conventional silanol condensation catalyst.
- the first test used a conventional silanol condensation catalyst consisting of dibutyl tin dilaurate ' (DBTDL).
- DBTDL dibutyl tin dilaurate '
- the DBTDL content was about 0.05% by weight, as based on the entire composition.
- the second test used an acid anhydride catalyst according to the invention, namely stearic anhydride (SSA) in a content of about 0.05% by weight, as based on the entire composition (cf. Example 3 above).
- the third test used a combination of stearic anhy ⁇ dride (SSA) and DBTDL as silanol condensation catalyst.
- SSA stearic anhy ⁇ dride
- this Example illustrates the synergistic effect obtained when using the acid anhydride catalyst according to the invention in combination with a conventional silanol condensation catalyst.
- Example 7 One proceeded as in Example 6, the only difference being that the content of stearic anhydride catalyst in the composition was increased from 0.05% by weight to 0.5% by weight. The results obtained are shown in Table 7. TABLE 7
- Test 1 adjusted in view 0 48.7 54.9 61.4 65.2 of the diluting effect in Test 3
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Abstract
Une composition polymère contenant un polymère réticulable et au moins un catalyseur à condensation de silanol, est caractérisée en ce que ce catalyseur est un anhydride d'acide, de préférence un anhydride d'acide carboxylique, par exemple sélectionné parmi les anhydrides d'acide carboxylique aliphatiques, les anhydrides d'acide carboxylique aromatiques et les anhydrides d'acide carboxylique polymères. L'anhydride stéarique et l'anhydride benzoïque en sont des exemples. On peut également utiliser le catalyseur en anhydride d'acide conjointement avec des catalyseurs à condensation de silanol traditionnels, tels que le dilaurate d'étain dibutylique.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE8904196-6 | 1989-12-13 | ||
SE8904196A SE465165B (sv) | 1989-12-13 | 1989-12-13 | Foernaetningsbar polymerkomposition innehaallande hydrolyserbara silangrupper och en syraanhydrid som katalysator |
Publications (1)
Publication Number | Publication Date |
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WO1991009075A1 true WO1991009075A1 (fr) | 1991-06-27 |
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PCT/SE1990/000733 WO1991009075A1 (fr) | 1989-12-13 | 1990-11-14 | Composition polymere reticulable contenant un anhydride d'acide en tant que catalyseur a condensation de silanol |
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SE (1) | SE465165B (fr) |
WO (1) | WO1991009075A1 (fr) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5686546A (en) * | 1994-11-15 | 1997-11-11 | At Plastics, Inc. | Cross-linkable polymer composition containing a carboxylic acid precursor as a catalyst |
US6005055A (en) * | 1993-12-20 | 1999-12-21 | Borealis Holding A/S | Polyethylene compatible sulphonic acids as silane crosslinking catalysts |
US6165387A (en) * | 1997-02-04 | 2000-12-26 | Borealis A/S | Composition for electric cables |
US6180721B1 (en) | 1998-06-12 | 2001-01-30 | Borealis Polymers Oy | Insulating composition for communication cables |
US6185349B1 (en) | 1998-12-18 | 2001-02-06 | Borealis Polymers Oy | Multimodal polymer composition |
US6268442B1 (en) | 1997-11-18 | 2001-07-31 | Borealis A/S | Process for the reduction of reactor fouling |
US6329054B1 (en) | 1995-07-10 | 2001-12-11 | Borealis Polymers Oy | Cable and method for using a cable-sheathing composition including an ethylene polymer mixture |
US6416860B1 (en) | 1997-10-20 | 2002-07-09 | Borealis A/S | Electric cable and a method and composition for the production thereof |
US6586509B1 (en) | 1998-07-03 | 2003-07-01 | Borealis Technology Oy | Composition for electric cables comprising thiodiol fatty acid diesters |
EP2072571A1 (fr) * | 2007-12-21 | 2009-06-24 | Borealis Technology OY | Composition polyoléfinique comprenant une polyoléfine réticulable avec des groupes silanes, un catalyseur de condensation au silanol et pigment |
DE10016518B4 (de) * | 2000-04-03 | 2009-07-02 | Maschinenfabrik Niehoff Gmbh & Co Kg | Verfahren und Vorrichtung zur Herstellung eines isolierten Kabels |
US20150065653A1 (en) * | 2012-04-27 | 2015-03-05 | Borealis Ag | Catalyst masterbatch |
WO2015089430A1 (fr) * | 2013-12-13 | 2015-06-18 | Momentive Performance Materials Inc. | Procédé pour la production d'une polyoléfine réticulée par un silane en présence d'un catalyseur non en étain, et polyoléfine réticulée obtenue |
Citations (3)
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GB2028831A (en) * | 1978-07-05 | 1980-03-12 | Mitsubishi Petrochemical Co | Moisture-curable polymer composition |
EP0193317A2 (fr) * | 1985-02-25 | 1986-09-03 | Mitsubishi Petrochemical Co., Ltd. | Compositions réticulables de copolymère contenant un silane |
EP0207627A2 (fr) * | 1985-06-06 | 1987-01-07 | BP Chemicals Limited | Composition de polymères |
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1989
- 1989-12-13 SE SE8904196A patent/SE465165B/sv not_active IP Right Cessation
-
1990
- 1990-11-14 WO PCT/SE1990/000733 patent/WO1991009075A1/fr unknown
Patent Citations (3)
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GB2028831A (en) * | 1978-07-05 | 1980-03-12 | Mitsubishi Petrochemical Co | Moisture-curable polymer composition |
EP0193317A2 (fr) * | 1985-02-25 | 1986-09-03 | Mitsubishi Petrochemical Co., Ltd. | Compositions réticulables de copolymère contenant un silane |
EP0207627A2 (fr) * | 1985-06-06 | 1987-01-07 | BP Chemicals Limited | Composition de polymères |
Non-Patent Citations (1)
Title |
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DIALOG INFORMATION SERVICES, File 351, World Patent Index 82-91, Dialog Accession No. 85-058416/10, TOA NENRYO KOGYO KK: "Heat Resistant Adhesive Curable Resin Compsn. Comprises Modified Polyolefin and Silanol Condens Catalyst",; & JP,A,60 013 804, 24-01-1985, 8510, (Basic). * |
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6005055A (en) * | 1993-12-20 | 1999-12-21 | Borealis Holding A/S | Polyethylene compatible sulphonic acids as silane crosslinking catalysts |
US5686546A (en) * | 1994-11-15 | 1997-11-11 | At Plastics, Inc. | Cross-linkable polymer composition containing a carboxylic acid precursor as a catalyst |
US6329054B1 (en) | 1995-07-10 | 2001-12-11 | Borealis Polymers Oy | Cable and method for using a cable-sheathing composition including an ethylene polymer mixture |
US6165387A (en) * | 1997-02-04 | 2000-12-26 | Borealis A/S | Composition for electric cables |
US6416860B1 (en) | 1997-10-20 | 2002-07-09 | Borealis A/S | Electric cable and a method and composition for the production thereof |
US6268442B1 (en) | 1997-11-18 | 2001-07-31 | Borealis A/S | Process for the reduction of reactor fouling |
US6180721B1 (en) | 1998-06-12 | 2001-01-30 | Borealis Polymers Oy | Insulating composition for communication cables |
US6586509B1 (en) | 1998-07-03 | 2003-07-01 | Borealis Technology Oy | Composition for electric cables comprising thiodiol fatty acid diesters |
US6185349B1 (en) | 1998-12-18 | 2001-02-06 | Borealis Polymers Oy | Multimodal polymer composition |
DE10016518B4 (de) * | 2000-04-03 | 2009-07-02 | Maschinenfabrik Niehoff Gmbh & Co Kg | Verfahren und Vorrichtung zur Herstellung eines isolierten Kabels |
EP2072571A1 (fr) * | 2007-12-21 | 2009-06-24 | Borealis Technology OY | Composition polyoléfinique comprenant une polyoléfine réticulable avec des groupes silanes, un catalyseur de condensation au silanol et pigment |
WO2009080222A1 (fr) * | 2007-12-21 | 2009-07-02 | Borealis Technology Oy | Composition de polyoléfine comprenant une polyoléfine réticulable avec des groupes silanols, catalyseur de condensation des silanols et pigment |
US8268924B2 (en) | 2007-12-21 | 2012-09-18 | Borealis Technology Oy | Polyolefin composition comprising crosslinkable polyolefin with silane groups, silanol condensation catalyst and pigment |
EA018278B1 (ru) * | 2007-12-21 | 2013-06-28 | Бореалис Текнолоджи Ой | Полиолефиновая композиция, включающая полиэтилен, выполненные из нее кабель и провод, ее применение, катализатор силанольной конденсации, пигмент на основе диоксида титана и его применение |
US20150065653A1 (en) * | 2012-04-27 | 2015-03-05 | Borealis Ag | Catalyst masterbatch |
US10767020B2 (en) * | 2012-04-27 | 2020-09-08 | Borealis Ag | Catalyst masterbatch |
WO2015089430A1 (fr) * | 2013-12-13 | 2015-06-18 | Momentive Performance Materials Inc. | Procédé pour la production d'une polyoléfine réticulée par un silane en présence d'un catalyseur non en étain, et polyoléfine réticulée obtenue |
US9790307B2 (en) | 2013-12-13 | 2017-10-17 | Momentive Performance Materials Inc. | Process for the production of silane-crosslinked polyolefin in the presence of non-tin catalyst and resulting crosslinked polyolefin |
Also Published As
Publication number | Publication date |
---|---|
SE8904196D0 (sv) | 1989-12-13 |
SE8904196L (sv) | 1991-06-14 |
SE465165B (sv) | 1991-08-05 |
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