CA2023735C - Composes et methode pour retirer les acides resiniques toxiques et leurs derives d'effluent - Google Patents

Composes et methode pour retirer les acides resiniques toxiques et leurs derives d'effluent

Info

Publication number: CA2023735C
Authority: CA; Canada
Prior art keywords: effluent; composition; weight; cationic; water soluble
Prior art date: 1990-08-21
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 - Fee Related

Application number

CA 2023735

Other languages

English (en)

Other versions

CA2023735A1 (fr

Inventor

Robert Dennis Hodges

Timothy Paul Nickel

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.)

Raisio Chemicals Canada Inc

Original Assignee

Raisio Chemicals Canada Inc

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.)

1990-08-21

Filing date

1990-08-21

Publication date

1999-03-16

1990-08-21 Application filed by Raisio Chemicals Canada Inc filed Critical Raisio Chemicals Canada Inc

1990-08-21 Priority to CA 2023735 priority Critical patent/CA2023735C/fr

1992-02-22 Publication of CA2023735A1 publication Critical patent/CA2023735A1/fr

1999-03-16 Application granted granted Critical

1999-03-16 Publication of CA2023735C publication Critical patent/CA2023735C/fr

2010-08-21 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 50
238000000034 method Methods 0.000 title claims abstract description 32
239000002253 acid Substances 0.000 title claims abstract description 26
150000007513 acids Chemical class 0.000 title claims abstract description 25
230000008569 process Effects 0.000 title claims abstract description 24
229920005989 resin Polymers 0.000 title claims abstract description 24
239000011347 resin Substances 0.000 title claims abstract description 24
231100000331 toxic Toxicity 0.000 title claims abstract description 22
230000002588 toxic effect Effects 0.000 title claims abstract description 22
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 28
239000002351 wastewater Substances 0.000 claims abstract description 23
229920003169 water-soluble polymer Polymers 0.000 claims abstract description 18
125000000217 alkyl group Chemical group 0.000 claims abstract description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
229920001281 polyalkylene Polymers 0.000 claims abstract description 14
229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 32
125000002091 cationic group Chemical group 0.000 claims description 25
RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 22
229920002401 polyacrylamide Polymers 0.000 claims description 20
229920000642 polymer Polymers 0.000 claims description 19
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 11
238000009472 formulation Methods 0.000 claims description 9
239000007788 liquid Substances 0.000 claims description 9
239000000126 substance Substances 0.000 claims description 8
229940037003 alum Drugs 0.000 claims description 7
244000007835 Cyamopsis tetragonoloba Species 0.000 claims description 6
230000003472 neutralizing effect Effects 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 6
229920001732 Lignosulfonate Polymers 0.000 claims description 5
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 4
229920002907 Guar gum Polymers 0.000 claims description 3
239000000356 contaminant Substances 0.000 claims description 3
239000000665 guar gum Substances 0.000 claims description 3
229960002154 guar gum Drugs 0.000 claims description 3
235000010417 guar gum Nutrition 0.000 claims description 3
229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 claims description 3
229920002472 Starch Polymers 0.000 claims description 2
229920005610 lignin Polymers 0.000 claims description 2
229910021645 metal ion Inorganic materials 0.000 claims description 2
239000008107 starch Substances 0.000 claims description 2
235000019698 starch Nutrition 0.000 claims description 2
239000001913 cellulose Substances 0.000 claims 2
229920002678 cellulose Polymers 0.000 claims 2
FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 claims 1
238000007385 chemical modification Methods 0.000 claims 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
238000011282 treatment Methods 0.000 description 35
239000000306 component Substances 0.000 description 22
239000000243 solution Substances 0.000 description 12
239000000178 monomer Substances 0.000 description 7
238000012360 testing method Methods 0.000 description 6
238000013019 agitation Methods 0.000 description 5
GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 5
239000000701 coagulant Substances 0.000 description 5
239000000123 paper Substances 0.000 description 5
229920002554 vinyl polymer Polymers 0.000 description 5
PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 4
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 4
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
244000303965 Cyamopsis psoralioides Species 0.000 description 4
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
229920001568 phenolic resin Polymers 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000000084 colloidal system Substances 0.000 description 3
BUACSMWVFUNQET-UHFFFAOYSA-H dialuminum;trisulfate;hydrate Chemical compound O.[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O BUACSMWVFUNQET-UHFFFAOYSA-H 0.000 description 3
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 3
239000002655 kraft paper Substances 0.000 description 3
238000000926 separation method Methods 0.000 description 3
UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
238000006683 Mannich reaction Methods 0.000 description 2
230000033228 biological regulation Effects 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
238000010908 decantation Methods 0.000 description 2
GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 2
229940117927 ethylene oxide Drugs 0.000 description 2
239000000835 fiber Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
229920000831 ionic polymer Polymers 0.000 description 2
230000014759 maintenance of location Effects 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
229940102396 methyl bromide Drugs 0.000 description 2
229940050176 methyl chloride Drugs 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
239000000725 suspension Substances 0.000 description 2
231100000419 toxicity Toxicity 0.000 description 2
230000001988 toxicity Effects 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 description 1
DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical group CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
241000024188 Andala Species 0.000 description 1
229920003043 Cellulose fiber Polymers 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
230000004075 alteration Effects 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000009300 dissolved air flotation Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
229940012017 ethylenediamine Drugs 0.000 description 1
239000008394 flocculating agent Substances 0.000 description 1
238000005189 flocculation Methods 0.000 description 1
230000016615 flocculation Effects 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000007789 gas Substances 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
230000000670 limiting effect Effects 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
238000003801 milling Methods 0.000 description 1
LXKZWRPDOSDEEE-UHFFFAOYSA-N n,n-bis(prop-2-enyl)cyclohexanamine;hydrochloride Chemical compound Cl.C=CCN(CC=C)C1CCCCC1 LXKZWRPDOSDEEE-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000011087 paperboard Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229920000233 poly(alkylene oxides) Polymers 0.000 description 1
239000000047 product Substances 0.000 description 1
238000004537 pulping Methods 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
238000012827 research and development Methods 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
239000010865 sewage Substances 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
239000012085 test solution Substances 0.000 description 1
239000003053 toxin Substances 0.000 description 1
231100000765 toxin Toxicity 0.000 description 1
125000002348 vinylic group Chemical group 0.000 description 1
239000002699 waste material Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000002916 wood waste Substances 0.000 description 1

Landscapes

Separation Of Suspended Particles By Flocculating Agents (AREA)
Removal Of Specific Substances (AREA)

CA 2023735 1990-08-21 1990-08-21 Composes et methode pour retirer les acides resiniques toxiques et leurs derives d'effluent Expired - Fee Related CA2023735C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA 2023735 CA2023735C (fr)	1990-08-21	1990-08-21	Composes et methode pour retirer les acides resiniques toxiques et leurs derives d'effluent

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA 2023735 CA2023735C (fr)	1990-08-21	1990-08-21	Composes et methode pour retirer les acides resiniques toxiques et leurs derives d'effluent

Publications (2)

Publication Number	Publication Date
CA2023735A1 CA2023735A1 (fr)	1992-02-22
CA2023735C true CA2023735C (fr)	1999-03-16

Family

ID=4145790

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2023735 Expired - Fee Related CA2023735C (fr)	1990-08-21	1990-08-21	Composes et methode pour retirer les acides resiniques toxiques et leurs derives d'effluent

Country Status (1)

Country	Link
CA (1)	CA2023735C (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP2983805A4 (fr) *	2013-04-12	2016-10-26	Psmg Llc	Mélanges de polymères pour floculation
US9714342B2 (en)	2013-08-22	2017-07-25	Psmg, Llc	Particle suspensions of flocculating polymer powders
US10011717B2 (en)	2013-11-27	2018-07-03	Psmg, Llc	Particle suspensions of flocculating polymer powders and powder flocculant polymer blends

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SE500783C2 (sv) *	1992-05-05	1994-09-05	Eka Nobel Ab	Sätt att rena vedhartsinnehållande process- eller avloppsvatten
US5368742A (en) *	1993-06-01	1994-11-29	B. G. Roberts Chemicals Inc.	Method of removing toxic resin acids and fatty acids from pulp and paper effluent and other streams
GB2364048A (en) *	2000-06-27	2002-01-16	Procter & Gamble	Water treatment composition
GB2364047A (en) *	2000-06-27	2002-01-16	Procter & Gamble	Water treatment composition

1990
- 1990-08-21 CA CA 2023735 patent/CA2023735C/fr not_active Expired - Fee Related

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP2983805A4 (fr) *	2013-04-12	2016-10-26	Psmg Llc	Mélanges de polymères pour floculation
US9856159B2 (en)	2013-04-12	2018-01-02	Psmg, Llc	Polymer blends for flocculation
US9714342B2 (en)	2013-08-22	2017-07-25	Psmg, Llc	Particle suspensions of flocculating polymer powders
US10011717B2 (en)	2013-11-27	2018-07-03	Psmg, Llc	Particle suspensions of flocculating polymer powders and powder flocculant polymer blends
US10494523B2 (en)	2013-11-27	2019-12-03	Psmg, Llc	Particle suspensions of flocculating polymer powders and powder flocculant polymer blends

Also Published As

Publication number	Publication date
CA2023735A1 (fr)	1992-02-22

Legal Events

Date	Code	Title
1990-08-21	EEER	Examination request
1998-11-04	FZDC	Correction of dead application (reinstatement)
2003-08-21	MKLA	Lapsed

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