CH496472A - Procédé de préparation de petites capsules polymères - Google Patents

Procédé de préparation de petites capsules polymères

Info

Publication number: CH496472A
Authority: CH; Switzerland
Prior art keywords: capsules; solution; aqueous solution; poly; walls
Prior art date: 1968-01-29

Application number

CH149369A

Other languages

English (en)

French (fr)

Inventor

Gordon Bayless Robert

Original Assignee

Ncr 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.)

1968-01-29

Filing date

1969-01-29

Publication date

1970-09-30

1969-01-29 Application filed by Ncr Co filed Critical Ncr Co

1970-09-30 Publication of CH496472A publication Critical patent/CH496472A/fr

Links

239000003094 microcapsule Substances 0.000 title abstract 2
229920001477 hydrophilic polymer Polymers 0.000 title description 3
239000002861 polymer material Substances 0.000 title description 2
239000007900 aqueous suspension Substances 0.000 title 1
239000002775 capsule Substances 0.000 claims abstract description 62
229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 45
238000000034 method Methods 0.000 claims abstract description 33
239000000463 material Substances 0.000 claims abstract description 25
239000002245 particle Substances 0.000 claims abstract description 22
230000008569 process Effects 0.000 claims abstract description 21
239000007788 liquid Substances 0.000 claims abstract description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 20
238000005191 phase separation Methods 0.000 claims abstract description 18
239000003795 chemical substances by application Substances 0.000 claims abstract description 10
150000003839 salts Chemical class 0.000 claims abstract description 9
238000000926 separation method Methods 0.000 claims abstract description 8
229920000642 polymer Polymers 0.000 claims abstract description 7
229910052751 metal Inorganic materials 0.000 claims abstract description 4
239000002184 metal Substances 0.000 claims abstract description 4
239000007864 aqueous solution Substances 0.000 claims description 45
239000000126 substance Substances 0.000 claims description 37
239000000243 solution Substances 0.000 claims description 36
LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 22
239000003981 vehicle Substances 0.000 claims description 17
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
125000003118 aryl group Chemical group 0.000 claims description 15
238000003756 stirring Methods 0.000 claims description 15
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 12
239000006185 dispersion Substances 0.000 claims description 11
229940074391 gallic acid Drugs 0.000 claims description 11
235000004515 gallic acid Nutrition 0.000 claims description 11
229920000084 Gum arabic Polymers 0.000 claims description 10
239000000205 acacia gum Substances 0.000 claims description 10
235000010489 acacia gum Nutrition 0.000 claims description 10
239000000203 mixture Substances 0.000 claims description 10
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 9
QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims description 9
229960001553 phloroglucinol Drugs 0.000 claims description 9
229910052938 sodium sulfate Inorganic materials 0.000 claims description 9
235000011152 sodium sulphate Nutrition 0.000 claims description 9
JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims description 8
239000000839 emulsion Substances 0.000 claims description 7
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 6
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 6
COVFEVWNJUOYRL-UHFFFAOYSA-N digallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)=C1 COVFEVWNJUOYRL-UHFFFAOYSA-N 0.000 claims description 6
OIPPWFOQEKKFEE-UHFFFAOYSA-N orcinol Chemical compound CC1=CC(O)=CC(O)=C1 OIPPWFOQEKKFEE-UHFFFAOYSA-N 0.000 claims description 6
WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 6
229960001755 resorcinol Drugs 0.000 claims description 6
239000002002 slurry Substances 0.000 claims description 6
239000002253 acid Substances 0.000 claims description 5
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 5
229910052921 ammonium sulfate Inorganic materials 0.000 claims description 5
235000011130 ammonium sulphate Nutrition 0.000 claims description 5
238000006243 chemical reaction Methods 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
-1 vanadyl dihydrate-sulphate Chemical compound 0.000 claims description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 4
SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-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
239000008098 formaldehyde solution Substances 0.000 claims description 4
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 4
TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 claims description 3
239000004101 4-Hexylresorcinol Substances 0.000 claims description 3
WFJIVOKAWHGMBH-UHFFFAOYSA-N 4-hexylbenzene-1,3-diol Chemical compound CCCCCCC1=CC=C(O)C=C1O WFJIVOKAWHGMBH-UHFFFAOYSA-N 0.000 claims description 3
235000019360 4-hexylresorcinol Nutrition 0.000 claims description 3
229920002707 Digallic acid Polymers 0.000 claims description 3
239000001263 FEMA 3042 Substances 0.000 claims description 3
LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 claims description 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
GGNQRNBDZQJCCN-UHFFFAOYSA-N benzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 claims description 3
150000001875 compounds Chemical class 0.000 claims description 3
229960003258 hexylresorcinol Drugs 0.000 claims description 3
239000011344 liquid material Substances 0.000 claims description 3
XOOMNEFVDUTJPP-UHFFFAOYSA-N naphthalene-1,3-diol Chemical compound C1=CC=CC2=CC(O)=CC(O)=C21 XOOMNEFVDUTJPP-UHFFFAOYSA-N 0.000 claims description 3
229940079877 pyrogallol Drugs 0.000 claims description 3
239000011343 solid material Substances 0.000 claims description 3
241000894007 species Species 0.000 claims description 3
LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 claims description 3
235000015523 tannic acid Nutrition 0.000 claims description 3
229920002258 tannic acid Polymers 0.000 claims description 3
229940033123 tannic acid Drugs 0.000 claims description 3
229910052723 transition metal Inorganic materials 0.000 claims description 3
150000003624 transition metals Chemical class 0.000 claims description 3
UUUGYDOQQLOJQA-UHFFFAOYSA-L vanadyl sulfate Chemical group [V+2]=O.[O-]S([O-])(=O)=O UUUGYDOQQLOJQA-UHFFFAOYSA-L 0.000 claims description 3
229940041260 vanadyl sulfate Drugs 0.000 claims description 3
229910000352 vanadyl sulfate Inorganic materials 0.000 claims description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
239000008135 aqueous vehicle Substances 0.000 claims description 2
150000002500 ions Chemical class 0.000 claims description 2
229920001339 phlorotannin Polymers 0.000 claims description 2
229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
229920002554 vinyl polymer Polymers 0.000 claims description 2
241000978776 Senegalia senegal Species 0.000 claims 2
230000002349 favourable effect Effects 0.000 claims 1
238000005538 encapsulation Methods 0.000 abstract description 5
239000004372 Polyvinyl alcohol Substances 0.000 abstract description 4
239000007787 solid Substances 0.000 abstract description 3
230000003115 biocidal effect Effects 0.000 abstract description 2
239000003337 fertilizer Substances 0.000 abstract description 2
239000002657 fibrous material Substances 0.000 abstract description 2
239000011521 glass Substances 0.000 abstract description 2
229910052500 inorganic mineral Inorganic materials 0.000 abstract description 2
239000011707 mineral Substances 0.000 abstract description 2
239000002480 mineral oil Substances 0.000 abstract description 2
239000002304 perfume Substances 0.000 abstract description 2
239000000049 pigment Substances 0.000 abstract description 2
229920002994 synthetic fiber Polymers 0.000 abstract description 2
239000008157 edible vegetable oil Substances 0.000 abstract 1
229910044991 metal oxide Inorganic materials 0.000 abstract 1
150000004706 metal oxides Chemical class 0.000 abstract 1
239000012071 phase Substances 0.000 description 21
238000004519 manufacturing process Methods 0.000 description 15
239000007791 liquid phase Substances 0.000 description 12
244000215068 Acacia senegal Species 0.000 description 8
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 7
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical group CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 7
239000011162 core material Substances 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 6
230000007062 hydrolysis Effects 0.000 description 5
238000006460 hydrolysis reaction Methods 0.000 description 5
IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical group OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 4
235000019422 polyvinyl alcohol Nutrition 0.000 description 4
238000001035 drying Methods 0.000 description 3
230000004048 modification Effects 0.000 description 3
238000012986 modification Methods 0.000 description 3
UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
235000011114 ammonium hydroxide Nutrition 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
238000005354 coacervation Methods 0.000 description 2
238000001914 filtration Methods 0.000 description 2
239000007789 gas Substances 0.000 description 2
239000003921 oil Substances 0.000 description 2
235000019198 oils Nutrition 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
229920002689 polyvinyl acetate Polymers 0.000 description 2
239000011118 polyvinyl acetate Substances 0.000 description 2
125000005287 vanadyl group Chemical group 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
241000283153 Cetacea Species 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
241000221785 Erysiphales Species 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
240000007817 Olea europaea Species 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
230000009471 action Effects 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
235000019568 aromas Nutrition 0.000 description 1
239000010425 asbestos Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
229940114055 beta-resorcylic acid Drugs 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
230000009918 complex formation Effects 0.000 description 1
239000011365 complex material Substances 0.000 description 1
239000007771 core particle Substances 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
229940013317 fish oils Drugs 0.000 description 1
230000008014 freezing Effects 0.000 description 1
238000007710 freezing Methods 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
230000036541 health Effects 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
230000001939 inductive effect Effects 0.000 description 1
229910017053 inorganic salt Inorganic materials 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000003973 paint Substances 0.000 description 1
230000035699 permeability Effects 0.000 description 1
IBHWREHFNDMRPR-UHFFFAOYSA-N phloroglucinol carboxylic acid Natural products OC(=O)C1=C(O)C=C(O)C=C1O IBHWREHFNDMRPR-UHFFFAOYSA-N 0.000 description 1
230000009467 reduction Effects 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
239000008237 rinsing water Substances 0.000 description 1
239000002195 soluble material Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
229910001428 transition metal ion Inorganic materials 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Dispersion Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Preparation (AREA)
Manufacturing Of Micro-Capsules (AREA)
Ignition Installations For Internal Combustion Engines (AREA)

CH149369A 1968-01-29 1969-01-29 Procédé de préparation de petites capsules polymères CH496472A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US70112868A	1968-01-29	1968-01-29

Publications (1)

Publication Number	Publication Date
CH496472A true CH496472A (fr)	1970-09-30

Family

ID=24816183

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH149369A CH496472A (fr)	1968-01-29	1969-01-29	Procédé de préparation de petites capsules polymères

Country Status (10)

Country	Link
AT (1)	AT291940B (no)
BE (1)	BE727294A (no)
BR (1)	BR6905912D0 (no)
CH (1)	CH496472A (no)
DK (1)	DK125742B (no)
FR (1)	FR1596380A (no)
GB (1)	GB1198412A (no)
NL (1)	NL152178B (no)
NO (1)	NO124519B (no)
SE (1)	SE344686B (no)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4525520A (en) *	1983-03-28	1985-06-25	Kanzaki Paper Manufacturing Company, Ltd.	Method of preparing microcapsules
US4777089A (en) *	1985-05-08	1988-10-11	Lion Corporation	Microcapsule containing hydrous composition
US4908233A (en) *	1985-05-08	1990-03-13	Lion Corporation	Production of microcapsules by simple coacervation
US6974592B2 (en)	2002-04-11	2005-12-13	Ocean Nutrition Canada Limited	Encapsulated agglomeration of microcapsules and method for the preparation thereof
ES2347045T3 (es)	2002-11-04	2010-10-25	Ocean Nutrition Canada Limited	Microcapsulas que tienen multiples cortezas, y metodo para su preparacion.
US8034450B2 (en)	2005-01-21	2011-10-11	Ocean Nutrition Canada Limited	Microcapsules and emulsions containing low bloom gelatin and methods of making and using thereof
US9968120B2 (en)	2006-05-17	2018-05-15	Dsm Nutritional Products Ag	Homogenized formulations containing microcapsules and methods of making and using thereof
CN101742988A (zh)	2006-06-05	2010-06-16	加拿大海洋营养食品有限公司	具有改进壳层的微胶囊
ES2604081T3 (es)	2007-01-10	2017-03-02	Dsm Nutritional Products Ag	Microcápsulas que incluyen proteína de guisante
PL3328901T3 (pl)	2015-07-30	2020-03-31	DÖHLER GmbH	Guma arabska z akacji seyal

1968
- 1968-12-19 SE SE1746468A patent/SE344686B/xx unknown
- 1968-12-24 FR FR1596380D patent/FR1596380A/fr not_active Expired
1969
- 1969-01-02 NO NO569A patent/NO124519B/no unknown
- 1969-01-07 GB GB94569A patent/GB1198412A/en not_active Expired
- 1969-01-23 BE BE727294D patent/BE727294A/xx unknown
- 1969-01-27 AT AT78469A patent/AT291940B/de not_active IP Right Cessation
- 1969-01-28 BR BR20591269A patent/BR6905912D0/pt unknown
- 1969-01-28 DK DK44869A patent/DK125742B/da not_active IP Right Cessation
- 1969-01-28 NL NL6901366A patent/NL152178B/xx not_active IP Right Cessation
- 1969-01-29 CH CH149369A patent/CH496472A/fr not_active IP Right Cessation

Also Published As

Publication number	Publication date
BE727294A (no)	1969-07-01
NL152178B (nl)	1977-02-15
NO124519B (no)	1972-05-02
NL6901366A (no)	1969-07-31
BR6905912D0 (pt)	1973-02-08
AT291940B (de)	1971-08-10
SE344686B (no)	1972-05-02
FR1596380A (no)	1970-06-15
GB1198412A (en)	1970-07-15
DK125742B (da)	1973-04-30

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US5051305A (en)	1991-09-24	Stabilized perfume-containing microcapsules and method of preparing the same
LU83287A1 (fr)	1981-12-02	Procede de production de microcapsules
EP0273823A1 (fr)	1988-07-06	Microcapsules à base de gélatine et de polysaccharide et leur procédé d'obtention
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FR2747669A1 (fr)	1997-10-24	Procede de preparation de particules creuses de silice
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Legal Events

Date	Code	Title	Description
1981-12-31	PUE	Assignment	Owner name: EURAND AMERICA, INCORPORATED
1983-09-30	PL	Patent ceased