WO2001081654A1 - Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems - Google Patents

Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems Download PDF

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Publication number
WO2001081654A1
WO2001081654A1 PCT/US2001/013567 US0113567W WO0181654A1 WO 2001081654 A1 WO2001081654 A1 WO 2001081654A1 US 0113567 W US0113567 W US 0113567W WO 0181654 A1 WO0181654 A1 WO 0181654A1
Authority
WO
WIPO (PCT)
Prior art keywords
salts
acid
acrylamide
group
acrylic acid
Prior art date
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.)
Ceased
Application number
PCT/US2001/013567
Other languages
English (en)
French (fr)
Inventor
John D. Morris
Barbara E. Moriarty
Mingli Wei
Patrick Gerard Murray
Jerry L. Reddinger
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.)
ChampionX LLC
Original Assignee
Ondeo Nalco 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.)
Filing date
Publication date
Application filed by Ondeo Nalco Co filed Critical Ondeo Nalco Co
Priority to AT01930837T priority Critical patent/ATE444344T1/de
Priority to AU5733501A priority patent/AU5733501A/xx
Priority to DE60140048T priority patent/DE60140048D1/de
Priority to JP2001578720A priority patent/JP4787451B2/ja
Priority to EP01930837A priority patent/EP1282732B1/en
Priority to MXPA02009969A priority patent/MXPA02009969A/es
Priority to CA2404311A priority patent/CA2404311C/en
Publication of WO2001081654A1 publication Critical patent/WO2001081654A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
    • C02F5/08—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
    • C02F5/10—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
    • C02F5/12—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
    • C02F5/08—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
    • C02F5/10—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
    • C02F5/14—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances containing phosphorus
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/008—Control or steering systems not provided for elsewhere in subclass C02F
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1011—Condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms

Definitions

  • the second aspect of the instant claimed invention is a tagged treatment polymer selected from the group consisting of:
  • G is selected from the group consisting of Monomer (Red) , Monomer (Blue) and Monomer (Purple) , as previously defined; wherein Q is selected from the group consisting of acrylic acid and salts thereof, methacrylic acid and salts thereof, maleic acid and salts thereof, maleic anhydride, acrylamide, crotonic acid, acrylamidomethylpropane sulfonic acid and salts thereof; wherein is selected from the group consisting of: acrylic acid and salts thereof, methacrylic acid and salts thereof, itaconic acid and salts thereof, maleic acid and salts thereof, maleic anhydride, crotonic acid and salts thereof, acrylamide, methacrylamide, vinyl sulfonic acid, styrene sulfonate, N-tertbutylacrylamide,
  • Cross-Linking Agent refers to an ethylenically unsaturated monomer either containing at least two sites of ethylenic unsaturation or containing one site of ethylenic unsaturation and one site of a reactive group such as an epoxide or an aldehyde.
  • a Cross-Linking Agent is added to branch or increase the molecular weight of the tagged treatment polymer of this invention.
  • Branching Agent refers to a “Cross-Linking Agent” that is administered at a low level (less than 0.05 weight percent based on the weight of the polymer) . It is understood that Branching Agents are added to form “branches” not cross-links; and
  • R 9 is selected from the group consisting of hydrogen, alkyl, alkoxy, halogen, sulfonic acid and its salts, phosphonic acid and its salts, dialkylamino, allyloxy and vinylbenzyloxy;
  • R 3 is sulfonic acid and its salts or carboxylic acid and its salts or allyloxy or vinylbenzyloxy;
  • the selected monomer can be used to synthesize tagged treatment polymers of formula :
  • the amount of fluorescent monomer that is used should be an amount sufficient to allow the tagged treatment polymer to be detected in the aqueous environment that it is used.
  • the minimum amount of fluorescent moiety that can be used is that amount which gives a signal-to-noise ratio (S/N) of 3 at the desired tagged treatment polymer dosage.
  • the signal-to-noise ratio is that value where the magnitude of the transduced signal (including but not limited to electronic and optical signals) due to the presence of a target analytic in a measurement device is greater than or equal to a level three (3) times the magnitude of a transduced signal where the analyte (species) of interest is not present in the measurement device .
  • the molecular weights of the instant claimed tagged treatment polymers are from about 500 atomic mass units (hereinafter "a.m.u.") to about 10,000,000 a.m.u.
  • the molecular weights are from about 2000 a.m.u. to about 500,000 a.m.u.
  • the molecular weights are from about 5000 a.m.u. to about 40,000 a.m.u.
  • the third aspect of the instant claimed invention is a process for the inhibition of scale formation in an industrial water system which comprises introducing into said industrial water system a tagged treatment polymer, previously described, in an amount sufficient to inhibit scale formation.
  • the amount of the tagged treatment polymer comprising the fluorescent monomer added to an industrial water system is in the range of about 1.0 milligrams (mg) to about 30 milligrams of the total solid polymer actives per liter of water in the system. This is equivalent to about 1 part per million (ppm) to about 30 ppm.
  • 6-vinylbenzyloxy-4 ' -carboxy-1, 8-naphthoylenel ' , 2 ' -benzimi dazole (6-VBCNB)
  • Polymer Example 8 Preparation of 0.04 mole % 4-MNDMAPN-AQ/49.98 mole % Acrylic Acid/49.98 mole % Acrylamide
  • the reactor described in Polymer Example 7 was charged with deionized water (133.7 g) , and 4-MNDMAPN-AQ (prepared according to Monomer Example 3, 0.47 g, 1.22 mmol) and heated to 65DC with stirring (750 rpm) .
  • initiator solution 1 (3.50 g ammonium persulfate in 19.59 g of deionized water), and initiator solution 2 (10.48 g sodium metabisulfite in 30.30 g of deionized water) were added separately at a constant flow rate over a period of 3.25 hours.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Environmental & Geological Engineering (AREA)
  • Hydrology & Water Resources (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Water Supply & Treatment (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
PCT/US2001/013567 2000-04-27 2001-04-25 Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems Ceased WO2001081654A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
AT01930837T ATE444344T1 (de) 2000-04-27 2001-04-25 Fluoreszierende monomeren und gestuftes behandeln von diesen monomeren enthaltende polymeren zur nutzung in industriewassersystemen
AU5733501A AU5733501A (en) 2000-04-27 2001-04-25 Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems
DE60140048T DE60140048D1 (de) 2000-04-27 2001-04-25 Fluoreszierende monomeren und gestuftes behandeln von diesen monomeren enthaltende polymeren zur nutzung in industriewassersystemen
JP2001578720A JP4787451B2 (ja) 2000-04-27 2001-04-25 産業用水系に使用される蛍光モノマー、およびタグ付けられたそれらを含む処理ポリマー
EP01930837A EP1282732B1 (en) 2000-04-27 2001-04-25 Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems
MXPA02009969A MXPA02009969A (es) 2000-04-27 2001-04-25 Monomeros fluorescentes y polimeros de tratamiento marcados que contienen los mismos, para el uso en sistemas de agua industrial.
CA2404311A CA2404311C (en) 2000-04-27 2001-04-25 Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/560,881 US6645428B1 (en) 2000-04-27 2000-04-27 Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems
US09/560,881 2000-04-27

Publications (1)

Publication Number Publication Date
WO2001081654A1 true WO2001081654A1 (en) 2001-11-01

Family

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PCT/US2001/013567 Ceased WO2001081654A1 (en) 2000-04-27 2001-04-25 Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems

Country Status (12)

Country Link
US (3) US6645428B1 (https=)
EP (1) EP1282732B1 (https=)
JP (1) JP4787451B2 (https=)
AR (1) AR029661A1 (https=)
AT (1) ATE444344T1 (https=)
AU (1) AU5733501A (https=)
CA (1) CA2404311C (https=)
DE (1) DE60140048D1 (https=)
MX (1) MXPA02009969A (https=)
TW (1) TW570969B (https=)
WO (1) WO2001081654A1 (https=)
ZA (1) ZA200207690B (https=)

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EP1490164A4 (en) * 2002-03-28 2005-08-24 Nalco Co METHOD OF MONITORING MEMBRANE SEPARATION PROCESSES
JP2005527348A (ja) * 2002-03-28 2005-09-15 ナルコ カンパニー 膜分離プロセスのモニタリングシステム
FR2868076A1 (fr) * 2004-03-26 2005-09-30 Oreal Nouveaux polymeres, compositions les comprenant, procedes et utilisation
WO2005102250A1 (fr) * 2004-03-25 2005-11-03 L'oreal Composition comprenant un compose monomerique a effet optique, procede employant ladite composition, compose monomerique, polymere le comprenant et utilisation
WO2009077760A1 (en) 2007-12-17 2009-06-25 Lux Innovate Limited Compositions and methods for maintenance of fluid conducting and containment systems
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US9534166B2 (en) 2011-01-19 2017-01-03 Rhodia Operations Families of scale-inhibitors having different absorption profiles and their application in oilfield
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CN109761969A (zh) * 2019-03-04 2019-05-17 台州学院 一种水溶性萘酰亚胺类化合物的合成及其用途
US10323112B2 (en) 2012-12-28 2019-06-18 Ecolab Usa Inc. Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems
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ZA200207690B (en) 2003-09-25
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JP2003531283A (ja) 2003-10-21
EP1282732A1 (en) 2003-02-12
US20040135124A1 (en) 2004-07-15
MXPA02009969A (es) 2004-08-19
ATE444344T1 (de) 2009-10-15
US20040135125A1 (en) 2004-07-15
US6645428B1 (en) 2003-11-11
JP4787451B2 (ja) 2011-10-05
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