GB989264A - Microcapsules and method of producing them - Google Patents

Microcapsules and method of producing them

Info

Publication number
GB989264A
GB989264A GB9715/62A GB971562A GB989264A GB 989264 A GB989264 A GB 989264A GB 9715/62 A GB9715/62 A GB 9715/62A GB 971562 A GB971562 A GB 971562A GB 989264 A GB989264 A GB 989264A
Authority
GB
United Kingdom
Prior art keywords
urea
formaldehyde
precursors
dibromo
aminoplast
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.)
Expired
Application number
GB9715/62A
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.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing 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 Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Publication of GB989264A publication Critical patent/GB989264A/en
Expired legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02Making microcapsules or microballoons
    • B01J13/06Making microcapsules or microballoons by phase separation
    • B01J13/14Polymerisation; cross-linking
    • B01J13/18In situ polymerisation with all reactants being present in the same phase

Abstract

Microcapsules each composed of a solid or liquid particle enclosed within an aminoplast polymer shell are produced by dispersing the nucleus material in an aqueous medium containing aminoplast polymer precursors and causing the precursors to polymerize whereby aminoplast shells form around the particles. Specified precursors are compounds containing methylol groups which are capable of polymerization with urea in aqueous media, e.g. formaldehyde, paraformaldehyde and hexamethylenetetramine together with a urea, e.g. urea, thiourea, melamine, guanidine and N-alkyl ureas; mono- and di-methylolurea, water soluble, low-molecular weight urea-formaldehyde polymers of mono- and di-methylol urea, urea or formaldehyde. The resins may optionally contain nitrogenous modifiers, e.g. sulphonamides, anilines and amines and polymerization may be induced by an acid catalyst. Numerous materials are stated to be capable of encapsulation by the process of the invention and specific examples relate to the encapsulation of solid and liquid materials including the following agricultural chemicals: 2,4-dichlorophenoxy acetic acid isooctyl and butyl esters, 2,4,5-trichlorophenoxy acetic acid butyl ester, 0,0 - dimethyl - 0 - (1,2 - dibromo - 2,2 - dichloroethyl) phosphate; 1,2,3,4,10,10-hexa-chloro1,4,4a,5,8,8a - hexahydro - 1,4 - endo, exo-5,8 - di - methanonaphthalene; 0,0 - dimethyl dithiophosphate of diethyl mercapto succinate; pentachloronitro benzene; 3 - (3,4 - dichlorophenyl - 1,1 - dimethylurea; 1,2 - dibromo - 3 - chloropropane and N-trichloromethyl thio tetrahydrophthalimide. Materials encapsulated in other examples include toluene, isooctane, tetrachloroethylene, carbon tetrachloride, trichloropropane, trichlorodiphenyl, cyclic C8F16O, n-amyl alcohol, oleic acid, a trimeric C18 unsaturated acid, piccolyte, a polyglycol diacrylate, dioctyl and dibutyl phthalates, mineral oil, pine oil, paraffin wax, shoe polish, rosins, a jasmine odour base, and sulphur. A dye or pigment is incorporated in certain of the phthalates, halogenated solvents, toluene and mineral oil products.ALSO:Microcapsules each composed of a solid or liquid particle enclosed within an aminoplast polymer shell are produced by dispersing the nucleus material in an aqueous medium containing aminoplast polymer precursors and causing the precursors to polymerize whereby aminoplast shells form around the particles. Specified precursors are compounds containing methylol groups which are capable of polymerization with urea in aqueous media, e.g. formaldehyde, paraformaldehyde and hexamethylenetetramine together with a urea, e.g. urea, thiourea, melamine, guanidine and N-alkyl ureas; mono- and di-methylolurea, water-soluble, low-molecular weight urea-formaldehyde polymers of mono- and di-methylol urea, urea or formaldehyde. The resins may optionally contain nitrogenous modifiers, e.g. sulphonamides, anilines and amines and polymerisation may be induced by an acid catalyst. Numerous materials are stated to be capable of encapsulation by the process of the invention and specific examples relate to the encapsulation of solid and liquid materials including the following agricultural chemicals:-2,4-D iso-octyl and butyl esters, 2,4,5-T butyl ester, O,O-dimethyl-O-(1,2-dibromo - 2,2 - dichloroethyl) phosphate; 1,2,3,4,10,10 - hexa - chloro - 1,4,4a,5,8,8a - hexahydro - 1,4 - endo, exo - 5,8 - di - methanonaphthalene; O,O-dimethyl dithiophosphate of diethyl mercapto succinate; pentachloronitro benzene; 3 - (3,4 - dichlorophenyl) - 1,1 - dimethylurea; 1,2 - dibromo - 3 - chloropropane and N-trichloromethyl thio tetrahydrophthalimide.
GB9715/62A 1961-03-13 1962-03-13 Microcapsules and method of producing them Expired GB989264A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US9541761A 1961-03-13 1961-03-13
US17539462A 1962-02-26 1962-02-26

Publications (1)

Publication Number Publication Date
GB989264A true GB989264A (en) 1965-04-14

Family

ID=26790201

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9715/62A Expired GB989264A (en) 1961-03-13 1962-03-13 Microcapsules and method of producing them

Country Status (9)

Country Link
CH (1) CH457368A (en)
DE (1) DE1444414C3 (en)
DK (1) DK117413B (en)
ES (2) ES275391A1 (en)
FI (1) FI40662B (en)
FR (1) FR1323048A (en)
GB (1) GB989264A (en)
NL (2) NL275857A (en)
SE (1) SE301134B (en)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2315992A1 (en) * 1975-07-02 1977-01-28 Loctite Corp MICROENCAPSULATION PROCESS OF METALLOCENES AND ENCAPSULATED METALLOCENES THUS PRODUCED
DE2915928A1 (en) * 1978-04-24 1979-10-25 Ciba Geigy Ag CARBAZOLYL METHANE COMPOUNDS, THEIR PRODUCTION AND USE AS COLOR MODELS IN PRESSURE-SENSITIVE OR HEAT-SENSITIVE RECORDING MATERIALS
US4180656A (en) 1976-04-27 1979-12-25 Ciba-Geigy Corporation Azomethine compounds
US4263047A (en) 1978-09-11 1981-04-21 Fuji Photo Film Co., Ltd. Color developing ink
EP0192328A1 (en) 1985-02-22 1986-08-27 Imperial Chemical Industries Plc Chromogenic compounds
US4977052A (en) * 1981-04-30 1990-12-11 Fuji Photo Film Co., Ltd. Electro-statographic toner material
US5322731A (en) * 1993-03-09 1994-06-21 Minnesota Mining And Manufacturing Company Adhesive beads
US5362872A (en) * 1992-03-13 1994-11-08 Ciba-Geigy Corporation Chromogenic lactams
US5395948A (en) * 1992-03-17 1995-03-07 Ciba-Geigy Corporation Fluoran color formers
US5599618A (en) * 1993-03-09 1997-02-04 Minnesota Mining And Manufacturing Company Method of magnetically and/or electrostatically positioning pressure-sensitive adhesive beads and magnetically positionable pressure-sensitive
EP1149628A1 (en) * 2000-04-28 2001-10-31 Akzo Nobel N.V. Chemical product and method
US6509384B2 (en) 2000-04-28 2003-01-21 Akzo Nobel N.V. Chemical product and method
US6858564B2 (en) 2001-12-21 2005-02-22 Ncr Corporation Thermal paper with preprinted indicia
WO2008038645A1 (en) 2006-09-29 2008-04-03 Nippon Paper Industries Co., Ltd. Heat-sensitive recording material
WO2009010405A1 (en) * 2007-07-18 2009-01-22 Basf Se Laser-sensitive coating formulation
US8642504B2 (en) 2005-07-25 2014-02-04 Gill Jennings & Every Llp Aqueous and transparent coatings for marking substrates
US8853314B2 (en) 2008-10-23 2014-10-07 Datalase Ltd. Heat absorbing additives
US9267042B2 (en) 2008-10-27 2016-02-23 Datalase Ltd. Coating composition for marking substrates
US9943820B2 (en) 2012-06-08 2018-04-17 Imerys Minerals Limited Microcapsules
CN114906838A (en) * 2022-04-08 2022-08-16 武汉理工大学 Preparation method of solvent-free tadpole-shaped asymmetric carbon-based nano material

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5343152B2 (en) * 1973-05-28 1978-11-17
US4001140A (en) * 1974-07-10 1977-01-04 Ncr Corporation Capsule manufacture
GB1540986A (en) * 1976-12-30 1979-02-21 Ncr Co Method of producing minute polymeric capsules
US4100103A (en) * 1976-12-30 1978-07-11 Ncr Corporation Capsule manufacture
JPS6023859B2 (en) * 1978-11-14 1985-06-10 神崎製紙株式会社 Method for manufacturing microcapsules
DE2940786A1 (en) * 1979-10-08 1981-04-16 Basf Ag, 6700 Ludwigshafen METHOD FOR PRODUCING MICROCAPSULES
NZ196601A (en) * 1980-04-08 1982-12-21 Wiggins Teape Group Ltd Production of microcapsules
JPS58124705A (en) * 1982-01-18 1983-07-25 Kureha Chem Ind Co Ltd Micro-capsule of agricultural chemical and its preparation

Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4093556A (en) * 1975-07-02 1978-06-06 Loctite Corporation Process for microencapsulation of metallocenes
FR2315992A1 (en) * 1975-07-02 1977-01-28 Loctite Corp MICROENCAPSULATION PROCESS OF METALLOCENES AND ENCAPSULATED METALLOCENES THUS PRODUCED
US4180656A (en) 1976-04-27 1979-12-25 Ciba-Geigy Corporation Azomethine compounds
DE2915928A1 (en) * 1978-04-24 1979-10-25 Ciba Geigy Ag CARBAZOLYL METHANE COMPOUNDS, THEIR PRODUCTION AND USE AS COLOR MODELS IN PRESSURE-SENSITIVE OR HEAT-SENSITIVE RECORDING MATERIALS
US4263047A (en) 1978-09-11 1981-04-21 Fuji Photo Film Co., Ltd. Color developing ink
US4977052A (en) * 1981-04-30 1990-12-11 Fuji Photo Film Co., Ltd. Electro-statographic toner material
EP0192328A1 (en) 1985-02-22 1986-08-27 Imperial Chemical Industries Plc Chromogenic compounds
US5362872A (en) * 1992-03-13 1994-11-08 Ciba-Geigy Corporation Chromogenic lactams
US5395948A (en) * 1992-03-17 1995-03-07 Ciba-Geigy Corporation Fluoran color formers
US5625006A (en) * 1993-03-09 1997-04-29 Minnesota Mining And Manufacturing Company Adhesive beads
US5599618A (en) * 1993-03-09 1997-02-04 Minnesota Mining And Manufacturing Company Method of magnetically and/or electrostatically positioning pressure-sensitive adhesive beads and magnetically positionable pressure-sensitive
US5322731A (en) * 1993-03-09 1994-06-21 Minnesota Mining And Manufacturing Company Adhesive beads
US6127002A (en) * 1993-03-09 2000-10-03 3M Innovative Properties Company Method of magnetically and/or electrostatically positioning pressure-sensitive adhesive beads and magnetically positionable pressure-sensitive adhesive beads
US5536786A (en) * 1993-03-09 1996-07-16 Minnesota Mining And Manufacturing Company Adhesive beads
EP1149628A1 (en) * 2000-04-28 2001-10-31 Akzo Nobel N.V. Chemical product and method
WO2001083100A1 (en) * 2000-04-28 2001-11-08 Akzo Nobel N.V. Chemical product and method
US6509384B2 (en) 2000-04-28 2003-01-21 Akzo Nobel N.V. Chemical product and method
US6858564B2 (en) 2001-12-21 2005-02-22 Ncr Corporation Thermal paper with preprinted indicia
US8642504B2 (en) 2005-07-25 2014-02-04 Gill Jennings & Every Llp Aqueous and transparent coatings for marking substrates
WO2008038645A1 (en) 2006-09-29 2008-04-03 Nippon Paper Industries Co., Ltd. Heat-sensitive recording material
WO2009010405A1 (en) * 2007-07-18 2009-01-22 Basf Se Laser-sensitive coating formulation
US9333786B2 (en) 2007-07-18 2016-05-10 Datalase, Ltd. Laser-sensitive coating formulations
US8853314B2 (en) 2008-10-23 2014-10-07 Datalase Ltd. Heat absorbing additives
US9267042B2 (en) 2008-10-27 2016-02-23 Datalase Ltd. Coating composition for marking substrates
US9943820B2 (en) 2012-06-08 2018-04-17 Imerys Minerals Limited Microcapsules
CN114906838A (en) * 2022-04-08 2022-08-16 武汉理工大学 Preparation method of solvent-free tadpole-shaped asymmetric carbon-based nano material
CN114906838B (en) * 2022-04-08 2023-06-27 武汉理工大学 Preparation method of solvent-free tadpole-shaped asymmetric carbon-based nanomaterial

Also Published As

Publication number Publication date
DE1444414A1 (en) 1969-01-23
CH457368A (en) 1968-06-15
SE301134B (en) 1968-05-27
ES275391A1 (en) 1962-10-16
NL134885C (en) 1900-01-01
ES279705A1 (en) 1963-01-16
FR1323048A (en) 1963-04-05
DK117413B (en) 1970-04-27
FI40662B (en) 1968-12-31
NL275857A (en) 1900-01-01
DE1444414C3 (en) 1978-12-07

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