CA1228190A - Entraineurs servant a purifier des fluides inertes - Google Patents

Entraineurs servant a purifier des fluides inertes

Info

Publication number: CA1228190A
Authority: CA; Canada
Prior art keywords: alkyl; scavenger; polymer; benzophenone; radicals
Prior art date: 1983-05-12
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

CA000450576A

Other languages

English (en)

Inventor

Glenn M. Tom

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.)

Hercules LLC

Original Assignee

Hercules LLC

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.)

1983-05-12

Filing date

1984-03-27

Publication date

1987-10-13

1984-03-27 Application filed by Hercules LLC filed Critical Hercules LLC

1987-10-13 Application granted granted Critical

1987-10-13 Publication of CA1228190A publication Critical patent/CA1228190A/fr

Status Expired legal-status Critical Current

Links

239000012530 fluid Substances 0.000 title claims abstract description 45
239000012535 impurity Substances 0.000 title claims abstract description 31
-1 po-tassium Chemical compound 0.000 claims abstract description 47
229920000642 polymer Polymers 0.000 claims abstract description 47
239000002516 radical scavenger Substances 0.000 claims abstract description 43
125000000524 functional group Chemical group 0.000 claims abstract description 23
239000012965 benzophenone Substances 0.000 claims abstract description 15
229930195733 hydrocarbon Natural products 0.000 claims abstract description 14
239000004215 Carbon black (E152) Substances 0.000 claims abstract description 12
229910052744 lithium Inorganic materials 0.000 claims abstract description 10
239000002841 Lewis acid Substances 0.000 claims abstract description 9
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims abstract description 9
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical class C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims abstract description 9
150000007517 lewis acids Chemical class 0.000 claims abstract description 9
239000007800 oxidant agent Substances 0.000 claims abstract description 9
229910052725 zinc Inorganic materials 0.000 claims abstract description 9
239000011701 zinc Substances 0.000 claims abstract description 9
239000011734 sodium Substances 0.000 claims abstract description 8
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims abstract description 7
229910052749 magnesium Inorganic materials 0.000 claims abstract description 7
239000011777 magnesium Substances 0.000 claims abstract description 7
230000001590 oxidative effect Effects 0.000 claims abstract description 7
150000003839 salts Chemical group 0.000 claims abstract description 7
229910052708 sodium Inorganic materials 0.000 claims abstract description 7
YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical class C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 claims abstract description 6
239000000203 mixture Substances 0.000 claims abstract description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 27
238000000034 method Methods 0.000 claims description 22
230000008569 process Effects 0.000 claims description 17
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 14
229910052757 nitrogen Inorganic materials 0.000 claims description 13
239000003513 alkali Substances 0.000 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 9
229910052700 potassium Inorganic materials 0.000 claims description 8
239000011591 potassium Substances 0.000 claims description 8
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 6
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 6
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
238000000746 purification Methods 0.000 claims description 5
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
229910052751 metal Inorganic materials 0.000 claims description 4
239000002184 metal Substances 0.000 claims description 4
UWKKBEQZACDEBT-UHFFFAOYSA-N CCCC[Mg] Chemical group CCCC[Mg] UWKKBEQZACDEBT-UHFFFAOYSA-N 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
150000001336 alkenes Chemical class 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
229910052786 argon Inorganic materials 0.000 claims description 2
UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical group [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 claims description 2
KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical group [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 claims description 2
TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 claims description 2
239000003795 chemical substances by application Substances 0.000 claims 4
125000000217 alkyl group Chemical group 0.000 claims 3
229960003975 potassium Drugs 0.000 claims 3
235000007686 potassium Nutrition 0.000 claims 3
WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical group [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 claims 2
IIVWHGMLFGNMOW-UHFFFAOYSA-N 2-methylpropane Chemical group C[C](C)C IIVWHGMLFGNMOW-UHFFFAOYSA-N 0.000 claims 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
239000005977 Ethylene Substances 0.000 claims 1
101000916532 Rattus norvegicus Zinc finger and BTB domain-containing protein 38 Proteins 0.000 claims 1
150000001447 alkali salts Chemical group 0.000 claims 1
150000001342 alkaline earth metals Chemical class 0.000 claims 1
150000004791 alkyl magnesium halides Chemical class 0.000 claims 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
230000002000 scavenging effect Effects 0.000 abstract description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 21
229920000180 alkyd Polymers 0.000 description 17
239000007788 liquid Substances 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 7
238000011068 loading method Methods 0.000 description 7
229920003053 polystyrene-divinylbenzene Polymers 0.000 description 7
239000007789 gas Substances 0.000 description 6
239000000047 product Substances 0.000 description 5
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
239000000463 material Substances 0.000 description 4
150000002902 organometallic compounds Chemical class 0.000 description 4
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 3
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
239000004793 Polystyrene Substances 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
229910002091 carbon monoxide Inorganic materials 0.000 description 3
230000008859 change Effects 0.000 description 3
150000002430 hydrocarbons Chemical class 0.000 description 3
229920002223 polystyrene Polymers 0.000 description 3
150000003254 radicals Chemical class 0.000 description 3
239000002904 solvent Substances 0.000 description 3
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
108700028369 Alleles Proteins 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
229910000799 K alloy Inorganic materials 0.000 description 2
241000282320 Panthera leo Species 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
229920002521 macromolecule Polymers 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 2
230000008961 swelling Effects 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
240000002132 Beaucarnea recurvata Species 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
206010026749 Mania Diseases 0.000 description 1
229910000528 Na alloy Inorganic materials 0.000 description 1
239000004809 Teflon Substances 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
QXOPMVCCPTYJPU-UHFFFAOYSA-N anthracene;sodium Chemical compound [Na].C1=CC=CC2=CC3=CC=CC=C3C=C21 QXOPMVCCPTYJPU-UHFFFAOYSA-N 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
230000008901 benefit Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000001273 butane Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
229920001429 chelating resin Polymers 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
229920006037 cross link polymer Polymers 0.000 description 1
230000005595 deprotonation Effects 0.000 description 1
238000010537 deprotonation reaction Methods 0.000 description 1
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
ZMZIEZHJTIVGGP-UHFFFAOYSA-N diphenylmethanone;potassium Chemical compound [K].C=1C=CC=CC=1C(=O)C1=CC=CC=C1 ZMZIEZHJTIVGGP-UHFFFAOYSA-N 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
239000001307 helium Substances 0.000 description 1
229910052734 helium Inorganic materials 0.000 description 1
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
235000000396 iron Nutrition 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
125000004957 naphthylene group Chemical group 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
125000002524 organometallic group Chemical group 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
239000011148 porous material Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000001294 propane Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
210000002966 serum Anatomy 0.000 description 1
150000003385 sodium Chemical class 0.000 description 1
241000894007 species Species 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000003440 styrenes Chemical class 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000003464 sulfur compounds Chemical class 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000009965 tatting Methods 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA000450576A 1983-05-12 1984-03-27 Entraineurs servant a purifier des fluides inertes Expired CA1228190A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US49387583A	1983-05-12	1983-05-12
US493,875		1983-05-12

Publications (1)

Publication Number	Publication Date
CA1228190A true CA1228190A (fr)	1987-10-13

Family

ID=23962058

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000450576A Expired CA1228190A (fr)	1983-05-12	1984-03-27	Entraineurs servant a purifier des fluides inertes

Country Status (2)

Country	Link
CA (1)	CA1228190A (fr)
ES (2)	ES532437A0 (fr)

1984
- 1984-03-27 CA CA000450576A patent/CA1228190A/fr not_active Expired
- 1984-05-11 ES ES532437A patent/ES532437A0/es active Granted
1985
- 1985-04-17 ES ES542339A patent/ES8609417A1/es not_active Expired

Also Published As

Publication number	Publication date
ES542339A0 (es)	1986-08-16
ES8602428A1 (es)	1985-12-01
ES8609417A1 (es)	1986-08-16
ES532437A0 (es)	1985-12-01

Legal Events

Date	Code	Title	Description
2004-10-13	MKEX	Expiry

Publication	Publication Date	Title
US4603148A (en)	1986-07-29	Macroreticulate polymer scavengers for the removal of impurities from inert fluids
US4604270A (en)	1986-08-05	Scavengers for the removal of impurities from inert fluids
SU917683A3 (ru)	1982-03-30	Способ получени катализатора дл полимеризации пропилена
EP0479893B1 (fr)	1994-09-21	Peroxides d'acyle poly(perfluoroether)
SE522648C2 (sv)	2004-02-24	Metallkomplex och deras användning vid framställning av katalytiska kompositioner som kan polymerisera alpha-olefiner
JPS6358616B2 (fr)	1988-11-16
GB2193502A (en)	1988-02-10	Scavengers for the removal of macroreticulate polymer impurities from arsine and phosphine
MX2009001607A (es)	2009-02-23	Bromacion de terminacion de un polimero estirenico en una mezcla de reaccion de bromacion.
Kuramoto et al.	1998	Property of thermo-sensitive and redox-active poly (N-cyclopropylacrylamide-co-vinylferrocene) and poly (N-isopropylacrylamide-co-vinylferrocene)
EP0119414B1 (fr)	1988-06-01	Préparation de copolymères de styrène-anhydride maléique à faible poids moléculaire et copolymères sulfonés en dérivés
CA1228190A (fr)	1987-10-13	Entraineurs servant a purifier des fluides inertes
US4373032A (en)	1983-02-08	Metal salts of polyacetylenic compounds and uses thereof as ion exchange and thermochromic polymers
George et al.	1988	Poly (N-bromoacrylamide): a new polymeric recyclable oxidizing and brominating reagent
IE882067L (en)	1989-01-10	Preparing perfluoroalkylbromides.
Gebert et al.	1990	Synthesis, characterization and photophysical properties of benzil-labelled polymers for studies of diffusion-limited interactions by phosphorescence quenching
CA2701039C (fr)	2017-02-28	Utilisation de materiaux de metal alcalin-gel de silice (m-sg) dans un sechage de solvant et de monomere et purification pour leur utilisation dans une polymerisation anionique
US4112209A (en)	1978-09-05	Process for making polystyrene
US4646674A (en)	1987-03-03	Indicator device using metal salts of polyacetylenic compounds
Niki et al.	1975	Oxidative degradation of polyolefins. I. Thermal oxidative degradation of atactic polypropylene in solution
CA1056999A (fr)	1979-06-19	Procede de polymerisation
CA1315459C (fr)	1993-03-30	Preparation de polymeres de monoxyde de carbone avec un ou plusieurs composes olefiniquement insatures
Meunier et al.	1982	Poly (vinyl chloroformate) and derivatives: 1. Polymerization of vinyl chloroformate, vinyl carbamates and vinyl carbonates
JP2003327618A (ja)	2003-11-19	環状オレフィン系共重合体の製造方法
US3054784A (en)	1962-09-18	Polymerisation processes
CA1111827A (fr)	1981-11-03	Catalyseur d'echange isotopique d'hydrogene