CA1109183A - Procede d'obtention de polyethylene greffe - Google Patents

Procede d'obtention de polyethylene greffe

Info

Publication number: CA1109183A
Authority: CA; Canada
Prior art keywords: polyethylene; accordance; maleic anhydride; modifier; graft modified
Prior art date: 1977-09-29
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

Application number

CA287,814A

Other languages

English (en)

Inventor

Roger T. Swiger

Peter C. Juliano

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.)

General Electric Co

Original Assignee

General Electric Co

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.)

1977-09-29

Filing date

1977-09-29

Publication date

1981-09-15

1977-09-29 Application filed by General Electric Co filed Critical General Electric Co

1977-09-29 Priority to CA287,814A priority Critical patent/CA1109183A/fr

1981-09-15 Application granted granted Critical

1981-09-15 Publication of CA1109183A publication Critical patent/CA1109183A/fr

Status Expired legal-status Critical Current

Links

239000004698 Polyethylene Substances 0.000 title claims abstract description 82
-1 polyethylene Polymers 0.000 title claims abstract description 76
229920000573 polyethylene Polymers 0.000 title claims abstract description 75
238000000034 method Methods 0.000 title claims abstract description 41
150000001451 organic peroxides Chemical class 0.000 claims abstract description 11
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 48
239000003607 modifier Substances 0.000 claims description 25
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 7
150000008064 anhydrides Chemical class 0.000 claims description 7
229920001684 low density polyethylene Polymers 0.000 claims description 6
239000004702 low-density polyethylene Substances 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
229920001903 high density polyethylene Polymers 0.000 claims description 4
239000004700 high-density polyethylene Substances 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
239000000155 melt Substances 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical class 0.000 claims description 3
238000002156 mixing Methods 0.000 claims description 3
239000004215 Carbon black (E152) Substances 0.000 claims description 2
150000008065 acid anhydrides Chemical class 0.000 claims description 2
229930195733 hydrocarbon Natural products 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims 1
239000002253 acid Substances 0.000 abstract description 12
239000004952 Polyamide Substances 0.000 abstract 1
229920002647 polyamide Polymers 0.000 abstract 1
229920002959 polymer blend Polymers 0.000 abstract 1
229920000098 polyolefin Polymers 0.000 description 26
239000000203 mixture Substances 0.000 description 16
230000004048 modification Effects 0.000 description 10
238000012986 modification Methods 0.000 description 10
229920000642 polymer Polymers 0.000 description 10
238000002844 melting Methods 0.000 description 8
230000008018 melting Effects 0.000 description 8
239000000463 material Substances 0.000 description 7
150000002978 peroxides Chemical class 0.000 description 7
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
229940099514 low-density polyethylene Drugs 0.000 description 5
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 4
235000019400 benzoyl peroxide Nutrition 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
239000011159 matrix material Substances 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 3
235000004936 Bromus mango Nutrition 0.000 description 3
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
239000005977 Ethylene Substances 0.000 description 3
241001093152 Mangifera Species 0.000 description 3
235000014826 Mangifera indica Nutrition 0.000 description 3
JFZHPFOXAAIUMB-UHFFFAOYSA-N Phenylethylmalonamide Chemical compound CCC(C(N)=O)(C(N)=O)C1=CC=CC=C1 JFZHPFOXAAIUMB-UHFFFAOYSA-N 0.000 description 3
235000009184 Spondias indica Nutrition 0.000 description 3
229920001577 copolymer Polymers 0.000 description 3
238000010559 graft polymerization reaction Methods 0.000 description 3
150000002432 hydroperoxides Chemical class 0.000 description 3
125000000864 peroxy group Chemical group O(O*)* 0.000 description 3
229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 3
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
MFGALGYVFGDXIX-UHFFFAOYSA-N 2,3-Dimethylmaleic anhydride Chemical compound CC1=C(C)C(=O)OC1=O MFGALGYVFGDXIX-UHFFFAOYSA-N 0.000 description 2
AGULWIQIYWWFBJ-UHFFFAOYSA-N 3,4-dichlorofuran-2,5-dione Chemical compound ClC1=C(Cl)C(=O)OC1=O AGULWIQIYWWFBJ-UHFFFAOYSA-N 0.000 description 2
CXJAFLQWMOMYOW-UHFFFAOYSA-N 3-chlorofuran-2,5-dione Chemical compound ClC1=CC(=O)OC1=O CXJAFLQWMOMYOW-UHFFFAOYSA-N 0.000 description 2
IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 description 2
IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 description 2
239000004677 Nylon Substances 0.000 description 2
229920002302 Nylon 6,6 Polymers 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
238000007334 copolymerization reaction Methods 0.000 description 2
239000011953 free-radical catalyst Substances 0.000 description 2
238000010348 incorporation Methods 0.000 description 2
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
239000000178 monomer Substances 0.000 description 2
229920001778 nylon Polymers 0.000 description 2
229940068921 polyethylenes Drugs 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
239000000126 substance Substances 0.000 description 2
239000000758 substrate Substances 0.000 description 2
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
XTPLWVHXBVTIOB-SREVYHEPSA-N (Z)-4-oxo-4-(2-phenylethoxy)but-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OCCC1=CC=CC=C1 XTPLWVHXBVTIOB-SREVYHEPSA-N 0.000 description 1
ODBCKCWTWALFKM-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhex-3-yne Chemical compound CC(C)(C)OOC(C)(C)C#CC(C)(C)OOC(C)(C)C ODBCKCWTWALFKM-UHFFFAOYSA-N 0.000 description 1
DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 1
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
CUEJHYHGUMAGBP-UHFFFAOYSA-N 2-[2-(1h-indol-5-yl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1C1=CC=C(NC=C2)C2=C1 CUEJHYHGUMAGBP-UHFFFAOYSA-N 0.000 description 1
FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
GQZXRLWUYONVCP-UHFFFAOYSA-N 3-[1-(dimethylamino)ethyl]phenol Chemical compound CN(C)C(C)C1=CC=CC(O)=C1 GQZXRLWUYONVCP-UHFFFAOYSA-N 0.000 description 1
SDQGRJKYBWFIDP-UHFFFAOYSA-N 3-but-2-enyl-4-methyloxolane-2,5-dione Chemical compound CC=CCC1C(C)C(=O)OC1=O SDQGRJKYBWFIDP-UHFFFAOYSA-N 0.000 description 1
OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
QYLBQCOKIRVAHH-SREVYHEPSA-N 4-o-(4-chlorophenyl) 1-o-methyl (z)-but-2-enedioate Chemical compound COC(=O)\C=C/C(=O)OC1=CC=C(Cl)C=C1 QYLBQCOKIRVAHH-SREVYHEPSA-N 0.000 description 1
INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
125000002015 acyclic group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
FUBZERMWPMTSEB-UHFFFAOYSA-N bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid Chemical compound C1CC2C=CC1C(C(=O)O)C2C(O)=O FUBZERMWPMTSEB-UHFFFAOYSA-N 0.000 description 1
HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
229940018557 citraconic acid Drugs 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
CPZVJYPXOWWFSW-QXMHVHEDSA-N dibenzyl (z)-but-2-enedioate Chemical compound C=1C=CC=CC=1COC(=O)\C=C/C(=O)OCC1=CC=CC=C1 CPZVJYPXOWWFSW-QXMHVHEDSA-N 0.000 description 1
SIISCSYILCBRQH-KTKRTIGZSA-N dicyclopentyl (z)-but-2-enedioate Chemical compound C1CCCC1OC(=O)\C=C/C(=O)OC1CCCC1 SIISCSYILCBRQH-KTKRTIGZSA-N 0.000 description 1
QMCVOSQFZZCSLN-QXMHVHEDSA-N dihexyl (z)-but-2-enedioate Chemical compound CCCCCCOC(=O)\C=C/C(=O)OCCCCCC QMCVOSQFZZCSLN-QXMHVHEDSA-N 0.000 description 1
LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
229920000578 graft copolymer Polymers 0.000 description 1
239000007970 homogeneous dispersion Substances 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
230000010354 integration Effects 0.000 description 1
230000005865 ionizing radiation Effects 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
IICQZTQZQSBHBY-UHFFFAOYSA-N non-2-ene Chemical compound CCCCCCC=CC IICQZTQZQSBHBY-UHFFFAOYSA-N 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
239000008188 pellet Substances 0.000 description 1
125000003367 polycyclic group Chemical group 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
239000002904 solvent Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
239000012815 thermoplastic material Substances 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1

Landscapes

Graft Or Block Polymers (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA287,814A 1977-09-29 1977-09-29 Procede d'obtention de polyethylene greffe Expired CA1109183A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA287,814A CA1109183A (fr)	1977-09-29	1977-09-29	Procede d'obtention de polyethylene greffe

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA287,814A CA1109183A (fr)	1977-09-29	1977-09-29	Procede d'obtention de polyethylene greffe

Publications (1)

Publication Number	Publication Date
CA1109183A true CA1109183A (fr)	1981-09-15

Family

ID=4109669

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA287,814A Expired CA1109183A (fr)	1977-09-29	1977-09-29	Procede d'obtention de polyethylene greffe

Country Status (1)

Country	Link
CA (1)	CA1109183A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN118063884A (zh) *	2024-01-30	2024-05-24	湖南登科材料科技有限公司	一种塑料填充母粒及其制备方法

1977
- 1977-09-29 CA CA287,814A patent/CA1109183A/fr not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN118063884A (zh) *	2024-01-30	2024-05-24	湖南登科材料科技有限公司	一种塑料填充母粒及其制备方法

Legal Events

Date	Code	Title	Description
1998-09-15	MKEX	Expiry

Publication	Publication Date	Title
US4147740A (en)	1979-04-03	Graft modified polyethylene process and product
US3882194A (en)	1975-05-06	Cografted copolymers of a polyolefin, an acid or acid anhydride and an ester monomer
US3873643A (en)	1975-03-25	Graft copolymers of polyolefins and cyclic acid and acid anhydride monomers
AU668172B2 (en)	1996-04-26	Glass fiber reinforced propylene polymer graft composition
CN1097605C (zh)	2003-01-01	官能化α－烯烃的均聚物和共聚物的方法
US5300574A (en)	1994-04-05	Substantially non-crosslinked maleic anhydride-modified ethylene polymers and process for preparing same
EP0369604B1 (fr)	1994-08-10	Polymères greffés et son procédé de préparation
EP0266994A2 (fr)	1988-05-11	Procédé de greffage de monomères sur des polymères
CA2495593A1 (fr)	2004-02-26	Copolymeres de propylene greffes ameliores et melanges adhesifs
US4548993A (en)	1985-10-22	Method for improving the characteristics of polyolefins under heating
US6426389B2 (en)	2002-07-30	Functionalized polypropylenes and process for production
KR100265447B1 (ko)	2000-09-15	충격개질제로서 폴리아크릴레이트의 그래프트 공중합체를 함유하는 열가소성 블렌드
US4757112A (en)	1988-07-12	Single step bulk process for high impact polyamide masterbatches, products thereof and blends with polyamides
AU693484B2 (en)	1998-07-02	Free radical grafting of monomers onto polypropylene resins
JPH03149242A (ja)	1991-06-25	熱可塑性オレフィン
US3751397A (en)	1973-08-07	Propylene polymer composition containing glass fibers
CA1109183A (fr)	1981-09-15	Procede d'obtention de polyethylene greffe
JPH05195314A (ja)	1993-08-03	プロピレンポリマー物質の主鎖を有するグラフトコポリマーの繊維
EP0318115B1 (fr)	1993-05-26	Procédé de préparation de polymères de propylène carboxylés
CA1333431C (fr)	1994-12-06	Procede en lot a une seule etape pour preparer des melanges maitres de polyester a forte resistance a l'impact, produits de ceux-ci et melanges avec des polyesters
US4956501A (en)	1990-09-11	Polyesters having improved impact strength
US5151466A (en)	1992-09-29	Single step bulk process for high impact polyester masterbatches, products thereof and blends with polyesters
US5244972A (en)	1993-09-14	Single step bulk process for high impact polyester masterbatches, products thereof and blends with polyesters
CN1139608C (zh)	2004-02-25	聚烯烃塑料熔融接枝烯类单体的力化学方法
EP0309800B1 (fr)	1998-12-02	Méthode de prodution d'une composition thermoplastique à base de polyester

CA1109183A - Procede d'obtention de polyethylene greffe - Google Patents

Info

Links

Landscapes

Priority Applications (1)

Applications Claiming Priority (1)

Publications (1)

Family

ID=4109669

Family Applications (1)

Country Status (1)

Cited By (1)

Cited By (1)

Similar Documents

Legal Events