CH628909A5 - Process for the preparation of interpolymers of ethylene with polyenes in high yield - Google Patents

Process for the preparation of interpolymers of ethylene with polyenes in high yield Download PDF

Info

Publication number: CH628909A5
Authority: CH; Switzerland
Prior art keywords: ethylene; interpolymers; vanadium; process according; units
Prior art date: 1976-07-16

Application number

CH873977A

Other languages

English (en)

Italian (it)

Inventor

Mario Bruzzone

Antonio Carbonaro

Original Assignee

Snam Progetti

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.)

1976-07-16

Filing date

1977-07-14

Publication date

1982-03-31

1977-07-14 Application filed by Snam Progetti filed Critical Snam Progetti

1982-03-31 Publication of CH628909A5 publication Critical patent/CH628909A5/it

Links

VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 31
239000005977 Ethylene Substances 0.000 title claims description 31
238000000034 method Methods 0.000 title claims description 17
238000002360 preparation method Methods 0.000 title claims description 5
150000004291 polyenes Chemical class 0.000 title description 2
229920000642 polymer Polymers 0.000 claims description 18
238000006116 polymerization reaction Methods 0.000 claims description 12
230000003197 catalytic effect Effects 0.000 claims description 9
229910052717 sulfur Inorganic materials 0.000 claims description 9
239000011593 sulfur Substances 0.000 claims description 9
229920001577 copolymer Polymers 0.000 claims description 8
238000002844 melting Methods 0.000 claims description 8
230000008018 melting Effects 0.000 claims description 8
-1 polyene hydrocarbons Chemical class 0.000 claims description 8
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
150000003682 vanadium compounds Chemical class 0.000 claims description 7
239000000178 monomer Substances 0.000 claims description 6
238000006243 chemical reaction Methods 0.000 claims description 5
150000001875 compounds Chemical class 0.000 claims description 5
229930195733 hydrocarbon Natural products 0.000 claims description 5
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 5
229910052720 vanadium Inorganic materials 0.000 claims description 5
NSWUXAUIAZVROT-UHFFFAOYSA-N 1-(2-cyclopenta-1,3-dien-1-ylpropan-2-yl)cyclopenta-1,3-diene Chemical compound C=1C=CCC=1C(C)(C)C1=CC=CC1 NSWUXAUIAZVROT-UHFFFAOYSA-N 0.000 claims description 4
229910052782 aluminium Inorganic materials 0.000 claims description 4
125000003367 polycyclic group Chemical group 0.000 claims description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 4
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
239000003085 diluting agent Substances 0.000 claims description 3
238000009826 distribution Methods 0.000 claims description 3
239000000725 suspension Substances 0.000 claims description 3
239000004698 Polyethylene Substances 0.000 claims description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
238000004132 cross linking Methods 0.000 claims description 2
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
VUNCWTMEJYMOOR-UHFFFAOYSA-N hexachlorocyclopentadiene Chemical compound ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C1Cl VUNCWTMEJYMOOR-UHFFFAOYSA-N 0.000 claims description 2
229920002521 macromolecule Polymers 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
150000002894 organic compounds Chemical class 0.000 claims description 2
229920000573 polyethylene Polymers 0.000 claims description 2
238000005406 washing Methods 0.000 claims description 2
229920006395 saturated elastomer Polymers 0.000 claims 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
125000002877 alkyl aryl group Chemical group 0.000 claims 1
125000000217 alkyl group Chemical group 0.000 claims 1
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims 1
125000003118 aryl group Chemical group 0.000 claims 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
229910052794 bromium Chemical group 0.000 claims 1
125000004432 carbon atom Chemical group C* 0.000 claims 1
229910052801 chlorine Inorganic materials 0.000 claims 1
239000000460 chlorine Substances 0.000 claims 1
125000001309 chloro group Chemical group Cl* 0.000 claims 1
238000007865 diluting Methods 0.000 claims 1
229920000098 polyolefin Polymers 0.000 claims 1
239000012429 reaction media Substances 0.000 claims 1
238000000926 separation method Methods 0.000 claims 1
GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 claims 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 43
239000000243 solution Substances 0.000 description 14
NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 12
VLKZOEOYAKHREP-UHFFFAOYSA-N methyl pentane Natural products CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
OJOWICOBYCXEKR-UHFFFAOYSA-N 5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=CC)CC1C=C2 OJOWICOBYCXEKR-UHFFFAOYSA-N 0.000 description 7
PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 7
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
229910052739 hydrogen Inorganic materials 0.000 description 6
239000001257 hydrogen Substances 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
239000003054 catalyst Substances 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 3
MHKLKWCYGIBEQF-UHFFFAOYSA-N 4-(1,3-benzothiazol-2-ylsulfanyl)morpholine Chemical compound C1COCCN1SC1=NC2=CC=CC=C2S1 MHKLKWCYGIBEQF-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
235000021355 Stearic acid Nutrition 0.000 description 2
238000009835 boiling Methods 0.000 description 2
238000007334 copolymerization reaction Methods 0.000 description 2
AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 2
229920001903 high density polyethylene Polymers 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
239000007787 solid Substances 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
239000008117 stearic acid Substances 0.000 description 2
239000008096 xylene Substances 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc oxide Inorganic materials [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
239000011787 zinc oxide Substances 0.000 description 2
XEMRAKSQROQPBR-UHFFFAOYSA-N (trichloromethyl)benzene Chemical compound ClC(Cl)(Cl)C1=CC=CC=C1 XEMRAKSQROQPBR-UHFFFAOYSA-N 0.000 description 1
JESYUGLAAYESAZ-UHFFFAOYSA-N 2,3-dimethyl-1-penta-1,3-dienylbicyclo[2.2.1]hept-2-ene Chemical compound CC1=C(C2(CCC1C2)C=CC=CC)C JESYUGLAAYESAZ-UHFFFAOYSA-N 0.000 description 1
SQAKRHGQZJZSRW-UHFFFAOYSA-N C12(C=CC(CC1)C2)C2=C(CCC=C2)C(C)(C)C.C Chemical compound C12(C=CC(CC1)C2)C2=C(CCC=C2)C(C)(C)C.C SQAKRHGQZJZSRW-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
PXXNTAGJWPJAGM-VCOUNFBDSA-N Decaline Chemical compound C=1([C@@H]2C3)C=C(OC)C(OC)=CC=1OC(C=C1)=CC=C1CCC(=O)O[C@H]3C[C@H]1N2CCCC1 PXXNTAGJWPJAGM-VCOUNFBDSA-N 0.000 description 1
YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
229910021552 Vanadium(IV) chloride Inorganic materials 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
238000012512 characterization method Methods 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000005336 cracking Methods 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
230000006378 damage Effects 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
238000004455 differential thermal analysis Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000004700 high-density polyethylene Substances 0.000 description 1
239000000155 melt Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000012066 reaction slurry Substances 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 description 1
125000005287 vanadyl group Chemical group 0.000 description 1
238000004073 vulcanization Methods 0.000 description 1

Classifications

- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/14—Organic medium
- 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

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH873977A 1976-07-16 1977-07-14 Process for the preparation of interpolymers of ethylene with polyenes in high yield CH628909A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT25379/76A IT1064663B (it)	1976-07-16	1976-07-16	Procedimento per la preparazione in alta resa di copolimeri dell etilene con polieni

Publications (1)

Publication Number	Publication Date
CH628909A5 true CH628909A5 (en)	1982-03-31

Family

ID=11216523

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH873977A CH628909A5 (en)	1976-07-16	1977-07-14	Process for the preparation of interpolymers of ethylene with polyenes in high yield

Country Status (20)

Country	Link
JP (1)	JPS5311983A (da)
AU (1)	AU512515B2 (da)
BE (1)	BE856867A (da)
CA (1)	CA1112799A (da)
CH (1)	CH628909A5 (da)
CS (1)	CS199508B2 (da)
DD (1)	DD130483A5 (da)
DE (1)	DE2732110A1 (da)
DK (1)	DK323377A (da)
FR (1)	FR2358429A1 (da)
GB (3)	GB1589097A (da)
HU (1)	HU178728B (da)
IL (1)	IL52475A (da)
IT (1)	IT1064663B (da)
LU (1)	LU77761A1 (da)
NL (1)	NL7707832A (da)
NO (1)	NO147214C (da)
SE (1)	SE7708247L (da)
YU (3)	YU174977A (da)
ZA (1)	ZA774264B (da)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP7827450B2 (ja) *	2021-12-20	2026-03-10	三井化学株式会社	ゴム組成物およびその用途
JP7828750B2 (ja) *	2021-12-20	2026-03-12	三井化学株式会社	エチレン・非共役ポリエン共重合体

1976
- 1976-07-16 IT IT25379/76A patent/IT1064663B/it active
1977
- 1977-07-06 IL IL52475A patent/IL52475A/xx unknown
- 1977-07-07 AU AU26852/77A patent/AU512515B2/en not_active Expired
- 1977-07-07 GB GB35803/79A patent/GB1589097A/en not_active Expired
- 1977-07-07 GB GB28622/77A patent/GB1589095A/en not_active Expired
- 1977-07-07 CA CA282,224A patent/CA1112799A/en not_active Expired
- 1977-07-07 GB GB35802/79A patent/GB1589096A/en not_active Expired
- 1977-07-13 NL NL7707832A patent/NL7707832A/xx not_active Application Discontinuation
- 1977-07-13 DD DD7700200041A patent/DD130483A5/xx unknown
- 1977-07-13 CS CS774674A patent/CS199508B2/cs unknown
- 1977-07-13 FR FR7721715A patent/FR2358429A1/fr active Granted
- 1977-07-14 JP JP8363777A patent/JPS5311983A/ja active Pending
- 1977-07-14 YU YU01749/77A patent/YU174977A/xx unknown
- 1977-07-14 LU LU77761A patent/LU77761A1/xx unknown
- 1977-07-14 CH CH873977A patent/CH628909A5/it not_active IP Right Cessation
- 1977-07-14 NO NO772510A patent/NO147214C/no unknown
- 1977-07-15 SE SE7708247A patent/SE7708247L/xx not_active Application Discontinuation
- 1977-07-15 BE BE179391A patent/BE856867A/xx not_active IP Right Cessation
- 1977-07-15 ZA ZA00774264A patent/ZA774264B/xx unknown
- 1977-07-15 HU HU77SA3047A patent/HU178728B/hu unknown
- 1977-07-15 DK DK323377A patent/DK323377A/da not_active Application Discontinuation
- 1977-07-15 DE DE19772732110 patent/DE2732110A1/de not_active Withdrawn
1982
- 1982-07-05 YU YU01458/82A patent/YU145882A/xx unknown
- 1982-07-05 YU YU01457/82A patent/YU145782A/xx unknown

Also Published As

Publication number	Publication date
IL52475A (en)	1981-10-30
GB1589097A (en)	1981-05-07
YU145882A (en)	1983-10-31
DK323377A (da)	1978-01-17
CS199508B2 (en)	1980-07-31
HU178728B (en)	1982-06-28
SE7708247L (sv)	1978-01-17
NO147214C (no)	1983-02-23
FR2358429B1 (da)	1981-05-22
LU77761A1 (da)	1977-10-17
DD130483A5 (de)	1978-04-05
NO147214B (no)	1982-11-15
NL7707832A (nl)	1978-01-18
YU145782A (en)	1983-10-31
JPS5311983A (en)	1978-02-02
AU512515B2 (en)	1980-10-16
CA1112799A (en)	1981-11-17
GB1589096A (en)	1981-05-07
ZA774264B (en)	1978-06-28
GB1589095A (en)	1981-05-07
YU174977A (en)	1982-10-31
IL52475A0 (en)	1977-10-31
NO772510L (no)	1978-01-17
AU2685277A (en)	1979-01-11
BE856867A (fr)	1978-01-16
DE2732110A1 (de)	1978-01-19
FR2358429A1 (fr)	1978-02-10
IT1064663B (it)	1985-02-25

Legal Events

Date	Code	Title	Description
1985-03-29	PL	Patent ceased
2024-10-31	PL	Patent ceased

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