CA1090112A - Agent de rupture pour gels a basse temperature - Google Patents

Agent de rupture pour gels a basse temperature

Info

Publication number: CA1090112A
Authority: CA; Canada
Prior art keywords: fluid; enediol; gum; viscosity; ascorbic acid
Prior art date: 1977-05-31
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

CA302,820A

Other languages

English (en)

Inventor

Peter E. Clark

John S. Underwood

Thomas M. Steiner

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.)

Dow Chemical Co

Original Assignee

Dow Chemical 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.)

1977-05-31

Filing date

1978-05-08

Publication date

1980-11-25

1978-05-08 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1980-11-25 Application granted granted Critical

1980-11-25 Publication of CA1090112A publication Critical patent/CA1090112A/fr

Status Expired legal-status Critical Current

Links

239000000499 gel Substances 0.000 title description 22
239000012530 fluid Substances 0.000 claims abstract description 79
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 40
-1 enediol compound Chemical class 0.000 claims abstract description 25
150000002083 enediols Chemical group 0.000 claims abstract description 24
229960005070 ascorbic acid Drugs 0.000 claims abstract description 19
150000001875 compounds Chemical class 0.000 claims abstract description 17
235000010323 ascorbic acid Nutrition 0.000 claims abstract description 15
239000011668 ascorbic acid Substances 0.000 claims abstract description 15
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims abstract description 8
125000003118 aryl group Chemical group 0.000 claims abstract 4
238000000034 method Methods 0.000 claims description 25
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 12
230000015572 biosynthetic process Effects 0.000 claims description 12
229910052760 oxygen Inorganic materials 0.000 claims description 12
239000001301 oxygen Substances 0.000 claims description 12
239000003795 chemical substances by application Substances 0.000 claims description 10
OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical group O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 claims description 8
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 8
229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 7
229920002907 Guar gum Polymers 0.000 claims description 6
239000000665 guar gum Substances 0.000 claims description 6
235000010417 guar gum Nutrition 0.000 claims description 6
229960002154 guar gum Drugs 0.000 claims description 6
208000010392 Bone Fractures Diseases 0.000 claims description 5
206010017076 Fracture Diseases 0.000 claims description 5
239000012267 brine Substances 0.000 claims description 5
239000000872 buffer Substances 0.000 claims description 5
239000003349 gelling agent Substances 0.000 claims description 5
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 claims description 5
CRTGSPPMTACQBL-UHFFFAOYSA-N 2,3-dihydroxycyclopent-2-en-1-one Chemical compound OC1=C(O)C(=O)CC1 CRTGSPPMTACQBL-UHFFFAOYSA-N 0.000 claims description 4
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
229920002678 cellulose Polymers 0.000 claims description 4
239000001913 cellulose Substances 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
229920000058 polyacrylate Polymers 0.000 claims description 4
235000017557 sodium bicarbonate Nutrition 0.000 claims description 4
BZCOSCNPHJNQBP-UPHRSURJSA-N (z)-2,3-dihydroxybut-2-enedioic acid Chemical compound OC(=O)C(\O)=C(\O)C(O)=O BZCOSCNPHJNQBP-UPHRSURJSA-N 0.000 claims description 3
229920000926 Galactomannan Polymers 0.000 claims description 3
229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 3
239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 3
235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 3
229920002401 polyacrylamide Polymers 0.000 claims description 3
230000009467 reduction Effects 0.000 claims description 3
238000006722 reduction reaction Methods 0.000 claims description 3
WCJLIWFWHPOTAC-UHFFFAOYSA-N rhodizonic acid Chemical compound OC1=C(O)C(=O)C(=O)C(=O)C1=O WCJLIWFWHPOTAC-UHFFFAOYSA-N 0.000 claims description 3
238000011282 treatment Methods 0.000 claims description 3
150000005206 1,2-dihydroxybenzenes Chemical class 0.000 claims description 2
NGSULTPMGQCSHK-UHFFFAOYSA-N 2,3-dihydroxyprop-2-enal Chemical compound OC=C(O)C=O NGSULTPMGQCSHK-UHFFFAOYSA-N 0.000 claims description 2
QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims description 2
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 2
RBSLJAJQOVYTRQ-UHFFFAOYSA-N croconic acid Chemical compound OC1=C(O)C(=O)C(=O)C1=O RBSLJAJQOVYTRQ-UHFFFAOYSA-N 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
230000003068 static effect Effects 0.000 claims description 2
238000005755 formation reaction Methods 0.000 claims 6
239000008365 aqueous carrier Substances 0.000 claims 3
229920013818 hydroxypropyl guar gum Polymers 0.000 claims 1
229960001407 sodium bicarbonate Drugs 0.000 claims 1
244000007835 Cyamopsis tetragonoloba Species 0.000 description 12
239000000243 solution Substances 0.000 description 9
CIWBSHSKHKDKBQ-MVHIGOERSA-N D-ascorbic acid Chemical compound OC[C@@H](O)[C@@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-MVHIGOERSA-N 0.000 description 8
239000012736 aqueous medium Substances 0.000 description 7
239000007864 aqueous solution Substances 0.000 description 7
239000002562 thickening agent Substances 0.000 description 7
239000002253 acid Substances 0.000 description 5
230000009471 action Effects 0.000 description 5
241000894007 species Species 0.000 description 5
239000002211 L-ascorbic acid Substances 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 3
235000000069 L-ascorbic acid Nutrition 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 2
102000004190 Enzymes Human genes 0.000 description 2
108090000790 Enzymes Proteins 0.000 description 2
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 description 2
230000000844 anti-bacterial effect Effects 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
238000005553 drilling Methods 0.000 description 2
235000010350 erythorbic acid Nutrition 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
229920013821 hydroxy alkyl cellulose Polymers 0.000 description 2
229940071826 hydroxyethyl cellulose Drugs 0.000 description 2
230000006698 induction Effects 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
229940026239 isoascorbic acid Drugs 0.000 description 2
239000000203 mixture Substances 0.000 description 2
239000002245 particle Substances 0.000 description 2
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 2
230000001737 promoting effect Effects 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
LGBPWIAXPVUTMY-JLAZNSOCSA-N (2r)-3,4-dihydroxy-2-[(1s)-1-hydroxyethyl]-2h-furan-5-one Chemical compound C[C@H](O)[C@H]1OC(=O)C(O)=C1O LGBPWIAXPVUTMY-JLAZNSOCSA-N 0.000 description 1
LNTVWURFZCEJDN-UHFFFAOYSA-N 1-methylcyclohexa-3,5-diene-1,2-diol Chemical compound CC1(O)C=CC=CC1O LNTVWURFZCEJDN-UHFFFAOYSA-N 0.000 description 1
101150034533 ATIC gene Proteins 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
244000303965 Cyamopsis psoralioides Species 0.000 description 1
229920000896 Ethulose Polymers 0.000 description 1
239000001859 Ethyl hydroxyethyl cellulose Substances 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
NVXLIZQNSVLKPO-UHFFFAOYSA-N Glucosereductone Chemical compound O=CC(O)C=O NVXLIZQNSVLKPO-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
239000005708 Sodium hypochlorite Substances 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
229930003268 Vitamin C Natural products 0.000 description 1
239000008186 active pharmaceutical agent Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000003973 alkyl amines Chemical class 0.000 description 1
229920013820 alkyl cellulose Polymers 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000003245 coal Substances 0.000 description 1
239000010949 copper Substances 0.000 description 1
229910000365 copper sulfate Inorganic materials 0.000 description 1
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
ZZZCUOFIHGPKAK-UWTATZPHSA-N dehydro-D-arabinono-1,4-lactone Chemical compound OC[C@H]1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UWTATZPHSA-N 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
230000003111 delayed effect Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000001242 enediol group Chemical group 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
239000004318 erythorbic acid Substances 0.000 description 1
235000019326 ethyl hydroxyethyl cellulose Nutrition 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229920013819 hydroxyethyl ethylcellulose Polymers 0.000 description 1
239000001863 hydroxypropyl cellulose Substances 0.000 description 1
235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
238000009533 lab test Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
239000002609 medium Substances 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
235000019796 monopotassium phosphate Nutrition 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
239000006174 pH buffer Substances 0.000 description 1
KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical class OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
230000008569 process Effects 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
239000004576 sand Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000010352 sodium erythorbate Nutrition 0.000 description 1
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000008399 tap water Substances 0.000 description 1
235000020679 tap water Nutrition 0.000 description 1
229910001428 transition metal ion Inorganic materials 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
235000019154 vitamin C Nutrition 0.000 description 1
239000011718 vitamin C Substances 0.000 description 1

Landscapes

Compositions Of Macromolecular Compounds (AREA)

CA302,820A 1977-05-31 1978-05-08 Agent de rupture pour gels a basse temperature Expired CA1090112A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US80166777A	1977-05-31	1977-05-31
US801,667		1977-05-31

Publications (1)

Publication Number	Publication Date
CA1090112A true CA1090112A (fr)	1980-11-25

Family

ID=25181746

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA302,820A Expired CA1090112A (fr)	1977-05-31	1978-05-08	Agent de rupture pour gels a basse temperature

Country Status (1)

Country	Link
CA (1)	CA1090112A (fr)

1978
- 1978-05-08 CA CA302,820A patent/CA1090112A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1997-11-25	MKEX	Expiry

Publication	Publication Date	Title
US4144179A (en)	1979-03-13	Composition for treating low temperature subterranean well formations
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EP0594364B1 (fr)	1997-07-30	Agent de réticulation retardée libérant du borate
US5226479A (en)	1993-07-13	Fracturing fluid having a delayed enzyme breaker
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US4502967A (en)	1985-03-05	Method and compositions for fracturing subterranean formations
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US5950731A (en)	1999-09-14	Methods and compositions for breaking viscosified fluids
US3794115A (en)	1974-02-26	Process for forming borehole plugs
US4246124A (en)	1981-01-20	Gelled compositions and well treating
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US4928766A (en)	1990-05-29	Stabilizing agent for profile control gels and polymeric gels of improved stability
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US10870791B2 (en)	2020-12-22	Compositions and methods for cross-linking hydratable polymers using produced water
US5658861A (en)	1997-08-19	Delayed borate crosslinked fracturing fluid having increased temperature range
US7090015B2 (en)	2006-08-15	Methods of treating subterranean zones and viscous aqueous fluids containing xanthan and a combination cross-linker—breaker
US3282337A (en)	1966-11-01	Water flooding process for the recovery of petroleum
EP0604115A2 (fr)	1994-06-29	Traitement de formations souterraines à l'aide de derivés de cellulose et de guar
CA2934282C (fr)	2022-05-03	Gel polymere ou copolymere d'acrylamide reticule, compositions de briseurs et methodes d'utilisation