US3842153A - Polypropylene - Google Patents

Polypropylene Download PDF

Info

Publication number
US3842153A
US3842153A US00247656A US24765672A US3842153A US 3842153 A US3842153 A US 3842153A US 00247656 A US00247656 A US 00247656A US 24765672 A US24765672 A US 24765672A US 3842153 A US3842153 A US 3842153A
Authority
US
United States
Prior art keywords
polypropylene
radical
carbon atoms
general formula
weight
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
US00247656A
Inventor
W Owen
B Cooper
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.)
Midland Silicones Ltd
Original Assignee
Midland Silicones 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 Midland Silicones Ltd filed Critical Midland Silicones Ltd
Priority to US00247656A priority Critical patent/US3842153A/en
Application granted granted Critical
Publication of US3842153A publication Critical patent/US3842153A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/10—Other agents for modifying properties
    • 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
    • C08K5/54—Silicon-containing compounds
    • 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
    • C08K5/54—Silicon-containing compounds
    • C08K5/541—Silicon-containing compounds containing oxygen
    • 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
    • C08K5/54—Silicon-containing compounds
    • C08K5/544—Silicon-containing compounds containing nitrogen
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D01F6/04—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polyolefins
    • D01F6/06—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polyolefins from polypropylene
    • 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
    • Y10S260/00—Chemistry of carbon compounds
    • Y10S260/43—Promoting degradability of polymers

Definitions

  • filaments of polypropylene'having' high'tenacities may be produced by degrading the polypropylene by drastic thermal treatment, that is by exposure to temperatures of about 260 C. or above, prior to extrusion through the filament-forming orifice.
  • drastic thermal treatment that is by exposure to temperatures of about 260 C. or above, prior to extrusion through the filament-forming orifice.
  • the use of such high temperatures introduces considerable processing difficulties since they approximate closely to the temperature at which the polypropylene chars and is rendered unsuitable for use.
  • organosilicon compounds have the effect of lowering the temperature at which a given degree of degradation occurs in polypropylene, thereby permitting the melt spinning of polypropylene into high tenacity fibres and filaments under less severe thermal conditions.
  • This invention provides a process for the production of a shaped article by the melt extrusion of thermallydegraded isotactic polypropylene wherein the thermal degradation of the polypropylene is carried out in the presence of from 0.01 to 5% by weight based on the weight of polypropylene, of (a) an organosilicon compound which is an organosilane or organosiloxane having at least one silicon-bonded group of the general formula CH NR wherein each R represents a hydrogen atom or a monovalent hydrocarbon radical, (b) an organosilicon compound of the general formula wherein R, R and R' each represents a hydrogen atom, an alkyl radical having up to 18 carbon atoms, an aralkyl radical having up to 18 carbon atoms or a Q SiCH group, wherein Q represents an alkyl, alkenyl or aryl radical having up to 18 carbon atoms, at least one of R, R and R being the Q SiCH group, or (c) mixtures of (a) and (
  • the invention also includes a thermally-degradable composition comprising isotactic polypropylene and from 0.01 to 5% by weight of one or more of the specified organosilicon compounds (a) and (b).
  • each R represents a hydrogen a hydrogen atom or monovalent hydrocarbon radical, for example the methyl, ethyl, t-butyl, hexyl, octadecyl, vinyl, phenyl, tolyl or benzyl radical.
  • organosilicon compounds (a) are the organosilanes and the substantially linear polydiorganosiloxanes of low molecular weight, for example the di-, triand tetrasiloxanes having therein the specified -CH NR groups, any other substituents on the silicon atoms being monovalent hydrocarbon or halohydrocarbon radicals and oxygen atoms present as siloxane (Si O Si) linkages.
  • the organosilicon compounds (a) have the general formula n z zl 4-n wherein each A represents a radical having from 1 to 18 carbon atoms and is a monovalent hydrocarbon radical, an alkoxy radical, an alkoxyalkyl radical, an alkoxyaryl radical or an alkoxyalkoxy radical, n is 0, 1, 2 or 3 but is preferbly 3 and R is as hereinabove defined.
  • alkyl radicals for example methyl, ethyl, propyl, butyl, decyl, and octadecyl
  • alkenyl radicals such as vinyl and allyl
  • aryl radicals such as phenyl, naphthyl, tolyl and benzyl.
  • the A radicals can so comprise alkoxy radicals, for example methoxy, ethoxy and propoxy radicals for example radicals and alkoxyalkyl, alkoxyaryl and alkoxyalkoxy radicals for example methoxyethyl, ethoxypropyl, methoxyphenyl and methoxyethoxy radicals.
  • A is an alkyl radical having less than 9 carbon atoms or a phenyl radical.
  • organosilicon compounds should be compatible, at least to some extent, With the isotactic polypropylene and some adjustment of the compatibility of the particular type of compound chosen can be achieved by variation of the A radicals.
  • organosilicon compounds (a) employed in the process of this invention are well-known materials and others can be prepared according to the method described in U.S. Pat. No. 3,504,007.
  • organosilicon compounds (b) which can be employed to assist in the degradation of polypropylene according to this invention may be broadly termed as silylsubstituted phenols. They are more particularly described by the general formula wherein R, R" and R each represents a hydrogen atom or an alkyl or aralkyl radical having up to 18 carbon atoms, for example the methyl, ethyl, propyl, t-butyl, heyli, dodecyl, benzyl or 2-phenyletiryl radical, or a Q SiCH group wherein each Q represents an alkyl, alkenyl or aryl radical having having up to 18 carbon atoms.
  • At least one of R, R and R should be the Q SiCH radical, examples of which are the trimethylsilylmethyl diphenylmethylsilylmethyl, vinyldimethylsilylmethyl and dimethylbenzylsilylmethyl radicals.
  • the preferred compounds (b) are those wherein the radicals represented by R, R", R and Q are selected from alkyl radicals having less than 9' carbon atoms and phenyl radicals.
  • Organosilicon compounds (b) can be prepared, for example, by the reaction in the presence of magnesium of a phenolic compound having substituted therein a halomethyl group with an organosilicon compound Q SiHal wherein Q is as hereinabove defined and Hal represents a halogen atom, preferably the chlorine or bromine atom. Such a method is more completely described in our copending US. application Ser. No. 752,790, filed Aug. 15th 1968.
  • the organosilicon compound can be introduced into the polymer by an suitable procedure.
  • a solvent solution or dispersion of the organosilicon compound can be employed to coat granules of the polypropylene prior to melting, or the organosilicon compound can be added directly to the polypropylene melt.
  • degradation of the polypropylene to an extent suitable for performing the melt extrusion process can be achieved at temperatures of 230 C. or lower in the presence of the organosilicon compound.
  • the process of this invention finds particular application in the formation of fibres and filaments of polypropylene by melt spinning.
  • the fibres or filaments can be quenched following spinning and are then subjected to drawing at elevated temperatures to bring about orientation of the fibre or filament to provide the desired high tensile properties.
  • the organosilicon compounds (a) and (b) employed herein also function to stabilise the polypropylene against oxidation at temperatures up to about 120150 C.
  • the use of the organosilicon compounds according to this invention therefore performs the dual function of assisting in the formation of high tenacity fibres and films during the melt spinning operation and subsequently serves to protect the spun fibre against oxidation at lower temperatures.
  • EXAMPLE 1 To a series of 2 /2 g. samples of isotactic polypropylene granules were added 25 ml. solutions in pentane of the following compounds, the concentration of the solutions being such as to deposit on the granules by evaporation of the pentane 1.0 percent of their weight of compound.
  • melt index that is the amount of polypropylene in grams extruded over a 10 minute period, for each of the samples is given in the following table, together with a control measurement carried out on an untreated polypropylene sample.
  • EXAMPLE 2 The compound (CH SiCH NH.C H was employed to treat two samples isotactic polypropylene granules in the manner described in Example 1, the amount of compound deposited being 0.1 percent in. 9 12 d ld 1.0
  • melt index values of the sample containing 0.1 percent of compound was performed after 3 minutes and 13 minutes. In the manner described in Example 1. Values of 2.8 and 5.0 were Obtained. When similar measurements were performed after 3 minutes and 4 minutes on the 1.0 percent sample values of melt index of 2.7 and 20.0 were obtained. When the compound was similarly tested at the 0.1% level for comparative purposes melt index values of 2.3 and 2.6 were obtained after 3 minutes and 13 minutes respectively.
  • a process for the production of a shaped article by the melt extrusion of thermally degraded isotactic polypropylene wherein the thermal degradation of the polypropylene is carried out in the presence of from 0.01 to 5 percent by weight, based on the weight of polypropylene of (a) an organosilicon compound which is an organosilane or organosiloxane having therein at least one siliconbonded group of the general formula CH2NR2, wherein each R represents a hydrogen atom or a monovalent hydrocarbon radical, (b) an organosilicon compound of the general formula wherein R, R" and R'" each represent a hydrogen atom, an alkyl radical having up to 18 carbon atoms, an aralkyl radical having up to 18 carbon atoms or a Q SiCH group, wherein Q represents an alkyl, alkeuyl or aryl radical having up to 18 carbon atoms at least one of R, R" and R being the Q SiCI-I group, or (0) mixtures of (a)
  • each A represents a radical having from 1 to 18 carbon atoms inclusive and is a monovalent hydrocarbon radical, an alkoxy radical, an alkoxyalkyl radical, an alkoxyaryl radical or an alkoxyalkoxy radical, n is 0, 1, 2 or 3 and R is a hydrogen atom amonovalent hydrocarbon.
  • each Q is an alkyl radical having less than 9 carbon atoms or a phenyl radical.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Artificial Filaments (AREA)

Abstract

1. A PROCESS FOR THE PRODUCTION OF A SHAPED ARTICLE BY THE MELT EXTRUSION OF THERMALLY DEGRADED ISOTACTIC POLYPROPYLENE WHEREIN THE THERMAL DEGRADATION OF THE POLYPROPYLENE IS CARRIED OUT IN THE PRESENCE OF FROM 0.01 TO 5 PERCENT BY WEIGHT, BASED ON THE WEIGHT OF POLYPROPYLENE OF (A) AN ORGANOSILICON COMPOUND WHICH IS AN ORGANOSILANE OR ORGANOSILOXANE HAVING THEREIN AT LEAST ONE SILICONBONDED GROUP OF THE GENERAL FORMULA-CH2NR2, WHEREIN EACH R REPRESENTS A HYDROGEN ATOM OR A MONOVALENT HYDROCARBON RADICAL, 8B) AN ORGANOSILICON COMPOUND OF THE GENERAL FORMULA

1-(HO-),2-R",4-R"'',6-R''-CYCLOHEXANE

WHEREIN R'', R" AND R"'' EACH REPRESENT A HYDROGEN ATOM, AN ALKYL RADICAL HAVING UP TO 18 CARBON ATOMS, AN ARALKYL RADICAL HAVING UP TO 18 CARBON ATOMS OR A Q3SICH2GROUP, WHEREIN Q REPRESENTS AN ALKYL, ALKENYL OR ARYL RADICAL HAVING UP TO 18 CARBON ATOMS AT LEAST ONE OF R'', R" AND R"'' BEING THE Q3SICH2- GROUP, OR (C) MIXTURES OF (A) AND (B).

Description

United States Patent '0 Z POLYPROPYLENE William J. Owen and Bryan Ewart Cooper, Glamorgan, Wales, assignors to Midland Silicones Limited, Reading, England N Drawing..Original application July 20, 1970, Ser. No. 56,659, now Patent No. 3,723,402, dated Mar. 27, v197d. Divided and this application Apr. 26, 1972, Ser.
Int. Cl. C08f 29/02 US. Cl; 264-'211- 4 Claims ABSTRACT OF THE DISCLOSURE The production of shaped polypropylene articles by melt extrusion of .thermally degraded isotactic polypropylene can be carried forward at lower temperatures than were heretofore required by. incorporating in the polypropylene prior to thermal degradation thereof, from 0.01 to percent by weight, based on the weight of the polypropylene, or (a) a silane or siloxane having at least one ESlCHgNR group where R is hydrogen or a hydrocarbon radical, (b) an organosilicon compound of the general formula wherein R, R" and R' are each a hydrogen atom, an alkyl radical of 1-18 carbon atoms, an aralkyl radical of less than 19 carbon'atoms or Q SiCH where Q is alkyl, alkenyl or aryl of less than 19 carbon atoms, at least one R, R or R' being Q SiCH or (c) mixture of (a) and (b).
quenching to drawing at elevated temperatures to orient the filament. It is also known that filaments of polypropylene'having' high'tenacities may be produced by degrading the polypropylene by drastic thermal treatment, that is by exposure to temperatures of about 260 C. or above, prior to extrusion through the filament-forming orifice. The use of such high temperatures however introduces considerable processing difficulties since they approximate closely to the temperature at which the polypropylene chars and is rendered unsuitable for use. We have now discovered that certain organosilicon compounds have the effect of lowering the temperature at which a given degree of degradation occurs in polypropylene, thereby permitting the melt spinning of polypropylene into high tenacity fibres and filaments under less severe thermal conditions.
It is an object of this invention to introduce an improved method for melt extruding polypropylene. Another object is a method for melt extrusion of polypropylene wherein the required polypropylene degradations can be carried forward at a lower temperature than heretofore ice required. Other objects and advantages ofthe invention are detailed in, or will be apparent from the disclosure and claims following.
This invention provides a process for the production of a shaped article by the melt extrusion of thermallydegraded isotactic polypropylene wherein the thermal degradation of the polypropylene is carried out in the presence of from 0.01 to 5% by weight based on the weight of polypropylene, of (a) an organosilicon compound which is an organosilane or organosiloxane having at least one silicon-bonded group of the general formula CH NR wherein each R represents a hydrogen atom or a monovalent hydrocarbon radical, (b) an organosilicon compound of the general formula wherein R, R and R' each represents a hydrogen atom, an alkyl radical having up to 18 carbon atoms, an aralkyl radical having up to 18 carbon atoms or a Q SiCH group, wherein Q represents an alkyl, alkenyl or aryl radical having up to 18 carbon atoms, at least one of R, R and R being the Q SiCH group, or (c) mixtures of (a) and (b).
In a further aspect the invention also includes a thermally-degradable composition comprising isotactic polypropylene and from 0.01 to 5% by weight of one or more of the specified organosilicon compounds (a) and (b).
As the organosilicon compound there can be employed any organosilane or organosiloxane containing the grouping -CH NR bonded to at least one silicon atom. In said group, each R represents a hydrogen a hydrogen atom or monovalent hydrocarbon radical, for example the methyl, ethyl, t-butyl, hexyl, octadecyl, vinyl, phenyl, tolyl or benzyl radical. Preferred as the organosilicon compounds (a) are the organosilanes and the substantially linear polydiorganosiloxanes of low molecular weight, for example the di-, triand tetrasiloxanes having therein the specified -CH NR groups, any other substituents on the silicon atoms being monovalent hydrocarbon or halohydrocarbon radicals and oxygen atoms present as siloxane (Si O Si) linkages.
Most preferably the organosilicon compounds (a) have the general formula n z zl 4-n wherein each A represents a radical having from 1 to 18 carbon atoms and is a monovalent hydrocarbon radical, an alkoxy radical, an alkoxyalkyl radical, an alkoxyaryl radical or an alkoxyalkoxy radical, n is 0, 1, 2 or 3 but is preferbly 3 and R is as hereinabove defined. As the A radicals in the general formula there may be present one or more of alkyl radicals, for example methyl, ethyl, propyl, butyl, decyl, and octadecyl, alkenyl radicals such as vinyl and allyl and aryl radicals such as phenyl, naphthyl, tolyl and benzyl. The A radicals can so comprise alkoxy radicals, for example methoxy, ethoxy and propoxy radicals for example radicals and alkoxyalkyl, alkoxyaryl and alkoxyalkoxy radicals for example methoxyethyl, ethoxypropyl, methoxyphenyl and methoxyethoxy radicals. Preferably however A is an alkyl radical having less than 9 carbon atoms or a phenyl radical.
For optimum results it is believed that the organosilicon compounds should be compatible, at least to some extent, With the isotactic polypropylene and some adjustment of the compatibility of the particular type of compound chosen can be achieved by variation of the A radicals.
Some of the organosilicon compounds (a) employed in the process of this invention are well-known materials and others can be prepared according to the method described in U.S. Pat. No. 3,504,007.
f The organosilicon compounds (b) which can be employed to assist in the degradation of polypropylene according to this invention may be broadly termed as silylsubstituted phenols. They are more particularly described by the general formula wherein R, R" and R each represents a hydrogen atom or an alkyl or aralkyl radical having up to 18 carbon atoms, for example the methyl, ethyl, propyl, t-butyl, heyli, dodecyl, benzyl or 2-phenyletiryl radical, or a Q SiCH group wherein each Q represents an alkyl, alkenyl or aryl radical having having up to 18 carbon atoms. At least one of R, R and R should be the Q SiCH radical, examples of which are the trimethylsilylmethyl diphenylmethylsilylmethyl, vinyldimethylsilylmethyl and dimethylbenzylsilylmethyl radicals. The preferred compounds (b) are those wherein the radicals represented by R, R", R and Q are selected from alkyl radicals having less than 9' carbon atoms and phenyl radicals.
Organosilicon compounds (b) can be prepared, for example, by the reaction in the presence of magnesium of a phenolic compound having substituted therein a halomethyl group with an organosilicon compound Q SiHal wherein Q is as hereinabove defined and Hal represents a halogen atom, preferably the chlorine or bromine atom. Such a method is more completely described in our copending US. application Ser. No. 752,790, filed Aug. 15th 1968.
When carrying out the process of this invention the organosilicon compound can be introduced into the polymer by an suitable procedure. For example, a solvent solution or dispersion of the organosilicon compound can be employed to coat granules of the polypropylene prior to melting, or the organosilicon compound can be added directly to the polypropylene melt. We have found that degradation of the polypropylene to an extent suitable for performing the melt extrusion process can be achieved at temperatures of 230 C. or lower in the presence of the organosilicon compound.
Although applicable in the production of any shaped article such as sheets, by melt extrusion, the process of this invention finds particular application in the formation of fibres and filaments of polypropylene by melt spinning. In common with known techniques the fibres or filaments can be quenched following spinning and are then subjected to drawing at elevated temperatures to bring about orientation of the fibre or filament to provide the desired high tensile properties.
In addition to assisting the thermal degradation of polypropylene at temperatures above about 180 C. the organosilicon compounds (a) and (b) employed herein also function to stabilise the polypropylene against oxidation at temperatures up to about 120150 C. The use of the organosilicon compounds according to this invention therefore performs the dual function of assisting in the formation of high tenacity fibres and films during the melt spinning operation and subsequently serves to protect the spun fibre against oxidation at lower temperatures.
The following examples illustrate the invention.
EXAMPLE 1 To a series of 2 /2 g. samples of isotactic polypropylene granules were added 25 ml. solutions in pentane of the following compounds, the concentration of the solutions being such as to deposit on the granules by evaporation of the pentane 1.0 percent of their weight of compound.
Compound A (DH (CHa)aC-OOH Compound B ()H (CH SiCH3--CH Compound 0 (|)H (CHa)aSiOH2 CH3 Compound D (1)11 oHmswm-Ootnsuortm I C(CH3)3 Compound E (I? CuH5NHC- The melt index of each of the treated samples was then measured according to British Standard 2782, Part 1, 1965, Method C using a 2.16 kg. load, a reservoir temperature of 230 C. and a 0.0825 in. orifice, the measurements being carried out at periods of 3 minutes and 13 minutes after introduction of the sample into the heated reservoir. Each measurement of the quantity extruded through the orifice was taken over 0.5 minutes and the value obtained converted to give a figure for the prescribed 10 minute extrusion period. The melt index, that is the amount of polypropylene in grams extruded over a 10 minute period, for each of the samples is given in the following table, together with a control measurement carried out on an untreated polypropylene sample.
Melt index Compound 3 min. 13 min.
Compounds A and E Were included for comparative purposes and the melt index value for Compound A indicated that it was ineffective in assisting degradation of the polypropylene at 230 C. On the other hand Compounds B, C and D all increased the melt index value significantly and were at least as effective as Compound E which is a commercially available peptiser.
EXAMPLE 2 The compound (CH SiCH NH.C H was employed to treat two samples isotactic polypropylene granules in the manner described in Example 1, the amount of compound deposited being 0.1 percent in. 9 12 d ld 1.0
percent in the other, each based on the weight of polypropylene.
Measurements of the melt index of the sample containing 0.1 percent of compound was performed after 3 minutes and 13 minutes. In the manner described in Example 1. Values of 2.8 and 5.0 were Obtained. When similar measurements were performed after 3 minutes and 4 minutes on the 1.0 percent sample values of melt index of 2.7 and 20.0 were obtained. When the compound was similarly tested at the 0.1% level for comparative purposes melt index values of 2.3 and 2.6 were obtained after 3 minutes and 13 minutes respectively.
That which is claimed is:
1. A process for the production of a shaped article by the melt extrusion of thermally degraded isotactic polypropylene wherein the thermal degradation of the polypropylene is carried out in the presence of from 0.01 to 5 percent by weight, based on the weight of polypropylene of (a) an organosilicon compound which is an organosilane or organosiloxane having therein at least one siliconbonded group of the general formula CH2NR2, wherein each R represents a hydrogen atom or a monovalent hydrocarbon radical, (b) an organosilicon compound of the general formula wherein R, R" and R'" each represent a hydrogen atom, an alkyl radical having up to 18 carbon atoms, an aralkyl radical having up to 18 carbon atoms or a Q SiCH group, wherein Q represents an alkyl, alkeuyl or aryl radical having up to 18 carbon atoms at least one of R, R" and R being the Q SiCI-I group, or (0) mixtures of (a) and (b).
2. A process as claimed in Claim 1 wherein the organosilicon compound (a) has the general formula wherein each A represents a radical having from 1 to 18 carbon atoms inclusive and is a monovalent hydrocarbon radical, an alkoxy radical, an alkoxyalkyl radical, an alkoxyaryl radical or an alkoxyalkoxy radical, n is 0, 1, 2 or 3 and R is a hydrogen atom amonovalent hydrocarbon.
3. A process as claimed in Claim 2 wherein each A represents an alkyl radical having less than 9 carbon atoms or an aryl radical and n is 3.
4. A process as claimed in Claim 1 wherein each Q is an alkyl radical having less than 9 carbon atoms or a phenyl radical.
References Cited UNITED STATES PATENTS 3,137,720 6/1964 Cooper 26045.7 RX 3,296,190 1/1967 Rerschl et al. 260-] RX 3,419,653 12/1968 Briggs et al. 264- X 3,632,715 1/1972 Gowdy et al 264211 X JOSEPH L. SCHOFER, Primary Examiner W. F. HAMVICK, Assistant Examiner US. Cl. X.R.
26093.7, 94.9 GD, 43 Digest, 96 D, 94.7 D; 264-430, 170

Claims (1)

1. A PROCESS FOR THE PRODUCTION OF A SHAPED ARTICLE BY THE MELT EXTRUSION OF THERMALLY DEGRADED ISOTACTIC POLYPROPYLENE WHEREIN THE THERMAL DEGRADATION OF THE POLYPROPYLENE IS CARRIED OUT IN THE PRESENCE OF FROM 0.01 TO 5 PERCENT BY WEIGHT, BASED ON THE WEIGHT OF POLYPROPYLENE OF (A) AN ORGANOSILICON COMPOUND WHICH IS AN ORGANOSILANE OR ORGANOSILOXANE HAVING THEREIN AT LEAST ONE SILICONBONDED GROUP OF THE GENERAL FORMULA-CH2NR2, WHEREIN EACH R REPRESENTS A HYDROGEN ATOM OR A MONOVALENT HYDROCARBON RADICAL, 8B) AN ORGANOSILICON COMPOUND OF THE GENERAL FORMULA
US00247656A 1969-07-23 1972-04-26 Polypropylene Expired - Lifetime US3842153A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US00247656A US3842153A (en) 1969-07-23 1972-04-26 Polypropylene

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB3705769 1969-07-23
US00247656A US3842153A (en) 1969-07-23 1972-04-26 Polypropylene

Publications (1)

Publication Number Publication Date
US3842153A true US3842153A (en) 1974-10-15

Family

ID=26263319

Family Applications (1)

Application Number Title Priority Date Filing Date
US00247656A Expired - Lifetime US3842153A (en) 1969-07-23 1972-04-26 Polypropylene

Country Status (1)

Country Link
US (1) US3842153A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4088727A (en) * 1975-06-19 1978-05-09 Herbert James Elliott Method of solidifying molten material
US4282076A (en) * 1979-09-17 1981-08-04 Hercules Incorporated Method of visbreaking polypropylene
US4472556A (en) * 1982-12-20 1984-09-18 Dow Corning Corporation Method for enhancing one or more mechanical properties of partially crystalline thermoplastics
US6060584A (en) * 1998-05-13 2000-05-09 Eastman Chemical Company Process for the degradation of polyolefins
US6433133B1 (en) 1999-11-16 2002-08-13 Eastman Chemical Company Process for reducing the weight average molecular weight and melt index ratio of polyethylenes and polyethylene products

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4088727A (en) * 1975-06-19 1978-05-09 Herbert James Elliott Method of solidifying molten material
US4282076A (en) * 1979-09-17 1981-08-04 Hercules Incorporated Method of visbreaking polypropylene
US4472556A (en) * 1982-12-20 1984-09-18 Dow Corning Corporation Method for enhancing one or more mechanical properties of partially crystalline thermoplastics
US6060584A (en) * 1998-05-13 2000-05-09 Eastman Chemical Company Process for the degradation of polyolefins
US6433133B1 (en) 1999-11-16 2002-08-13 Eastman Chemical Company Process for reducing the weight average molecular weight and melt index ratio of polyethylenes and polyethylene products

Similar Documents

Publication Publication Date Title
US4859759A (en) Siloxane containing benzotriazolyl/tetraalkylpiperidyl substituent
DE60004934T2 (en) High strength, fracture toughness silsesquioxane resin and process for its manufacture
US3907954A (en) Production of fibers containing silicon-oxygen bonds
West Isolable compounds containing a silicon-silicon double bond
US3558741A (en) Imido-substituted organopolysiloxane compositions
US3842153A (en) Polypropylene
US3723402A (en) Composition comprising polypropylene and an organosilicon compound
JPS6197357A (en) Silicon carbide precursor composition
US3287310A (en) Random siloxane copolymers containing phenylene and phenyl ether chain linkages
US3630827A (en) Laminated article comprising a polyolefin and a siliceous material coated with a silane and a chlorinated organic compound
EP0790964B1 (en) Method for preparing silicon carbide ceramic materials, and starting composition for use with this method
Matyjaszewski Anionic ring‐opening polymerization of cyclotetrasilanes
JPS6131136B2 (en)
ATE30439T1 (en) PROCESS FOR MANUFACTURE OF HIGH STRENGTH AND HIGH MODULE POLYACRYLIC NITRILE ARTICLES.
US3637604A (en) Shaped articles made from polycaprolactams containing an organosilicon compound as an antielectrostatic agent
US4946713A (en) Poly(alkenylpentaborane) ceramic precursors
JPS61295273A (en) Manufacture of ceramic material
US3702794A (en) Method of improving the adhesion of a siliceous material and a polyolefin using a silane and a chlorinated organic compound
US3234174A (en) Low temperature, solvent resistant dimethyl organosiloxane elastomers containing pendant ethyl groups and unsaturated hydrocarbon groups
US3340228A (en) Fiber-forming organopolysiloxanes
US3215666A (en) Process for the production of methylpolysiloxane oxymethylene copolymers
US3780025A (en) Silicon compounds containing lactam structures
DE3625690A1 (en) METHOD FOR PRODUCING SIC-CONTAINING CERAMIC FIBER
US3304287A (en) Process for preparing linear copolymers containing oxymethylene and units derived from saturated oxazines
US4661552A (en) Polymer composition and process