EP2900570A1 - Absorber für biogene amine - Google Patents
Absorber für biogene amineInfo
- Publication number
- EP2900570A1 EP2900570A1 EP13842764.6A EP13842764A EP2900570A1 EP 2900570 A1 EP2900570 A1 EP 2900570A1 EP 13842764 A EP13842764 A EP 13842764A EP 2900570 A1 EP2900570 A1 EP 2900570A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- package
- acid
- covering
- ppb
- absorbent
- 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.)
- Withdrawn
Links
- 150000001412 amines Chemical class 0.000 title claims abstract description 59
- 230000000035 biogenic effect Effects 0.000 title claims abstract description 48
- 239000006096 absorbing agent Substances 0.000 title description 18
- 239000002253 acid Substances 0.000 claims abstract description 35
- 235000013305 food Nutrition 0.000 claims abstract description 34
- 239000002250 absorbent Substances 0.000 claims abstract description 17
- 230000002745 absorbent Effects 0.000 claims abstract description 17
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 16
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 16
- 150000001408 amides Chemical class 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 231100000419 toxicity Toxicity 0.000 claims abstract description 5
- 230000001988 toxicity Effects 0.000 claims abstract description 5
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 120
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 69
- 241000251468 Actinopterygii Species 0.000 claims description 33
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 20
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 10
- APJYDQYYACXCRM-UHFFFAOYSA-N tryptamine Chemical compound C1=CC=C2C(CCN)=CNC2=C1 APJYDQYYACXCRM-UHFFFAOYSA-N 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 claims description 6
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000002808 molecular sieve Substances 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 6
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 6
- ATHGHQPFGPMSJY-UHFFFAOYSA-N spermidine Chemical compound NCCCCNCCCN ATHGHQPFGPMSJY-UHFFFAOYSA-N 0.000 claims description 6
- PFNFFQXMRSDOHW-UHFFFAOYSA-N spermine Chemical compound NCCCNCCCCNCCCN PFNFFQXMRSDOHW-UHFFFAOYSA-N 0.000 claims description 6
- DZGWFCGJZKJUFP-UHFFFAOYSA-N tyramine Chemical compound NCCC1=CC=C(O)C=C1 DZGWFCGJZKJUFP-UHFFFAOYSA-N 0.000 claims description 6
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 5
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 5
- 239000001530 fumaric acid Substances 0.000 claims description 5
- 239000001630 malic acid Substances 0.000 claims description 5
- 235000011090 malic acid Nutrition 0.000 claims description 5
- 239000000741 silica gel Substances 0.000 claims description 5
- 229910002027 silica gel Inorganic materials 0.000 claims description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
- QYPPJABKJHAVHS-UHFFFAOYSA-N Agmatine Natural products NCCCCNC(N)=N QYPPJABKJHAVHS-UHFFFAOYSA-N 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000005700 Putrescine Substances 0.000 claims description 3
- 229960001340 histamine Drugs 0.000 claims description 3
- 229940063673 spermidine Drugs 0.000 claims description 3
- 229940063675 spermine Drugs 0.000 claims description 3
- 229960003732 tyramine Drugs 0.000 claims description 3
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 claims 2
- QYPPJABKJHAVHS-UHFFFAOYSA-P agmatinium(2+) Chemical compound NC(=[NH2+])NCCCC[NH3+] QYPPJABKJHAVHS-UHFFFAOYSA-P 0.000 claims 2
- 239000010433 feldspar Substances 0.000 claims 2
- 239000000463 material Substances 0.000 description 22
- 238000004806 packaging method and process Methods 0.000 description 13
- 235000019645 odor Nutrition 0.000 description 10
- 239000000123 paper Substances 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 229910052760 oxygen Inorganic materials 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 239000002245 particle Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 239000007789 gas Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- 239000011888 foil Substances 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 235000011054 acetic acid Nutrition 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- 235000013372 meat Nutrition 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 239000002657 fibrous material Substances 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 235000013622 meat product Nutrition 0.000 description 3
- 238000009448 modified atmosphere packaging Methods 0.000 description 3
- -1 polypropylene Polymers 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- 235000005979 Citrus limon Nutrition 0.000 description 2
- 244000131522 Citrus pyriformis Species 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 229920000690 Tyvek Polymers 0.000 description 2
- 239000004775 Tyvek Substances 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 230000002427 irreversible effect Effects 0.000 description 2
- 229920006280 packaging film Polymers 0.000 description 2
- 239000012785 packaging film Substances 0.000 description 2
- 239000005022 packaging material Substances 0.000 description 2
- 235000021134 protein-rich food Nutrition 0.000 description 2
- 229960001866 silicon dioxide Drugs 0.000 description 2
- 239000011973 solid acid Substances 0.000 description 2
- 239000004334 sorbic acid Substances 0.000 description 2
- 235000010199 sorbic acid Nutrition 0.000 description 2
- 229940075582 sorbic acid Drugs 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-O trimethylammonium Chemical compound C[NH+](C)C GETQZCLCWQTVFV-UHFFFAOYSA-O 0.000 description 2
- 239000000052 vinegar Substances 0.000 description 2
- 235000021419 vinegar Nutrition 0.000 description 2
- YIWGJFPJRAEKMK-UHFFFAOYSA-N 1-(2H-benzotriazol-5-yl)-3-methyl-8-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carbonyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Chemical compound CN1C(=O)N(c2ccc3n[nH]nc3c2)C2(CCN(CC2)C(=O)c2cnc(NCc3cccc(OC(F)(F)F)c3)nc2)C1=O YIWGJFPJRAEKMK-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000209202 Bromus secalinus Species 0.000 description 1
- 235000019542 Cured Meats Nutrition 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- JAWMENYCRQKKJY-UHFFFAOYSA-N [3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-ylmethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]methanone Chemical compound N1N=NC=2CN(CCC=21)CC1=NOC2(C1)CCN(CC2)C(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F JAWMENYCRQKKJY-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000009456 active packaging Methods 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 235000013334 alcoholic beverage Nutrition 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 235000013527 bean curd Nutrition 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 235000015142 cultured sour cream Nutrition 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- LRCFXGAMWKDGLA-UHFFFAOYSA-N dioxosilane;hydrate Chemical compound O.O=[Si]=O LRCFXGAMWKDGLA-UHFFFAOYSA-N 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 150000003948 formamides Chemical class 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 238000013101 initial test Methods 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000004853 microextraction Methods 0.000 description 1
- 239000012229 microporous material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-O oxonium Chemical compound [OH3+] XLYOFNOQVPJJNP-UHFFFAOYSA-O 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 244000144977 poultry Species 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000021108 sauerkraut Nutrition 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229960004029 silicic acid Drugs 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000013618 yogurt Nutrition 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D81/00—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents
- B65D81/24—Adaptations for preventing deterioration or decay of contents; Applications to the container or packaging material of food preservatives, fungicides, pesticides or animal repellants
- B65D81/26—Adaptations for preventing deterioration or decay of contents; Applications to the container or packaging material of food preservatives, fungicides, pesticides or animal repellants with provision for draining away, or absorbing, or removing by ventilation, fluids, e.g. exuded by contents; Applications of corrosion inhibitors or desiccators
- B65D81/266—Adaptations for preventing deterioration or decay of contents; Applications to the container or packaging material of food preservatives, fungicides, pesticides or animal repellants with provision for draining away, or absorbing, or removing by ventilation, fluids, e.g. exuded by contents; Applications of corrosion inhibitors or desiccators for absorbing gases, e.g. oxygen absorbers or desiccants
- B65D81/268—Adaptations for preventing deterioration or decay of contents; Applications to the container or packaging material of food preservatives, fungicides, pesticides or animal repellants with provision for draining away, or absorbing, or removing by ventilation, fluids, e.g. exuded by contents; Applications of corrosion inhibitors or desiccators for absorbing gases, e.g. oxygen absorbers or desiccants the absorber being enclosed in a small pack, e.g. bag, included in the package
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D81/00—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents
- B65D81/18—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents providing specific environment for contents, e.g. temperature above or below ambient
- B65D81/20—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents providing specific environment for contents, e.g. temperature above or below ambient under vacuum or superatmospheric pressure, or in a special atmosphere, e.g. of inert gas
- B65D81/2069—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents providing specific environment for contents, e.g. temperature above or below ambient under vacuum or superatmospheric pressure, or in a special atmosphere, e.g. of inert gas in a special atmosphere
- B65D81/2084—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents providing specific environment for contents, e.g. temperature above or below ambient under vacuum or superatmospheric pressure, or in a special atmosphere, e.g. of inert gas in a special atmosphere in a flexible container
Definitions
- This invention relates to the removal of biogenic amines during food storage and packaging.
- MAP modified atmosphere packagings
- amines generated by bacteria during the aging of fish can be considered as a freshness indicator, they usually smell bad and their accumulation in the headspace of fresh fish packages can lead to rejection by the consumer despite the fact that the fish can still be considered as fresh.
- shelf life of fresh fish packaged in MAP can be more than doubled, and more cost effective distribution channels can be used, fresh fish packaging has not yet had the success one could have expected. Removing some of these amines would significantly reduce the number of rejects and extend the shelf life without compromising consumer safety and health.
- polyacrylate to a vegetable package to remove bad odor such as amines from the package.
- US 2002 /01 0-6466-Hausmann at Al discloses the formation of a polymer film comprising up copolymer of ethylene with carboxylic acid to absorb odiferous compounds when packaging materials such as fish.
- Mohan et al. in Food Research International 42 (2009) 41 1 -41 6 discusses biogenic amine formation in seer fish and the use of oxygen absorbers comprising iron and asorbic acid in combination with chilling to reduce the amines.
- US 5,654,061 -Visioli discloses sulfide scavenging packaging materials.
- the invention provides a package for protein containing foods comprising a sealable food covering and in the interior of the covering a permeable container wherein an absorbent is in the permeable container and the absorbent comprises an acid that substantially irreversibly reacts with biogenic amines in the interior of the covering to form a salt or an amide that is without objectionable odor or toxicity.
- a food package comprising a sealed food covering, a protein containing food in the covering, and a permeable container in the covering, wherein an absorbent is in the permeable container and the absorbent comprises an acid that su bstantially irreversibly reacts with biogenic amines to form a salt or an amide that is without objectionable odor or toxicity.
- Figu re 1 is cross-sectional schematic view of a label or patch with absorbent of the invention.
- Figure 2 is a cross-sectional schematic of a sachet containing the biogenic amines absorber of the invention.
- Figure 3 is a schematic view of an invention package utilizing the biogenic amines absorber in a label.
- Figure 4 is a schematic cross-sectional view of the use of a biogenic amine absorber sachet in package.
- the invention has numerous advantages over the prior art.
- the invention provides a method of increasing the shelf life of protein rich foods such as meat and fish at low-cost while generally using present packaging and present preservation techniques.
- Materials of the invention are safe and prevent the formation of toxins in stored meat and fish.
- the materials of the invention have the advantage that they may be presented in the food packaging art in a way that is familiar to the art and readily carried out in protein packaging.
- the invention increases the safety of stored foods while preserving their taste.
- Fig 1 is a schematic illustration of an absorber patch or label for biogenic amines.
- the patch would be adhered to the inside of a covering forming a food package.
- the patch 1 0 is comprised of a removable base 1 2 of a strippable material that will not adhere significantly to adhesive layer 1 4.
- the layer 1 6 is the support for the patch.
- Layer 1 8 provides an adhesive layer for heat sealing the cover layer 28 around its edges 22. Cover layer 28 is permeable to gases but not liquids and attached to layer 1 8 at its edges 22.
- This type of label or patch is generally disclosed in US patent
- the formation of label or patch of the instant invention is similar except that the absorbent material is suitable for absorbing biogenic amines not for absorbing oxygen. Iron is not present in the invention bioamine absorber.
- the acid absorber for biogenic amines 24 is shown as particles within a fibrous material 26 such as filter paper.
- the acid material may be either a solid acid particle or may be an acid absorbed onto a carrier such as filter paper, activated carbon or molecular sieve material. It is noted that although the particles are shown as embedded in a fibrous material is possible that the acid could be a liquid that is absorbed onto the fibrous material or solid particles could be placed under cover 22 as loose particles.
- sachet 30 Illustrated schematically in cross-section Fig 2 is a sachet 30 that could be used in a package as a biogenic amines absorber.
- the sachet 30 has a cover 32 which is water impermeable and gas permeable.
- the sachet is sealed at 34 and 36, and formed from either a tubular sheet member or flat sheet that has been folded over and sealed to form a tube.
- the tube is filled with the biogenic amine absorber prior to both of the ends being sealed.
- the absorber shown as particles 38 which may be a solid acid or an acid absorbed onto a carrier such as cellulose, activated carbon or molecular sieve particles.
- the acid also could be absorbed in or scattered in a cellulose member such as the cellulose member 26 utilized in Figure 1 .
- Figure 3 is a package 40 for preparing a protein material such as fish 46 for display or shipping prior to sale.
- the package comprises a covering 42 that is the outer covering of the package.
- the covering comprises a bag 42 that is sealed shut at 48.
- the package 48 has a patch or label 1 0 fastened to the surface of the covering bag 42.
- the fish is carried in tray 44. After the fish 46, tray 44, and patch 1 0 have been placed into the covering it is sealed at 48. While illustrated as having the large space for gas the bag would likely be subjected to vacuum or a modified atmosphere in the bag to lower oxygen content to slow decay and result in closely wrapped fish or other protein material. Conventional packing cannot eliminate oxygen coming from the protein and some decay is caused by enzymes.
- FIG. 4 is a schematic cross-section of a package 50 for fish or other protein with biogenic amines given off from this protein being absorbed by sachet 30. With the exception of the use of the sachet instead of the patch or label 1 0 the Figure 4 package is similar to the Figure 3 package.
- the permeable container of the invention that holds the biogenic amines absorber has been illustrated as either a sachet 30 or a label or patch 1 0 the invention is not limited to these particular containers for biogenic amine absorbers.
- the container also could be a permeable tube or a container that has one permeable side. It further could be formed of a polymer strip that had biogenic amines absorber embedded in the strip.
- the covering used in the package may be any polymer material that provides good oxygen barrier properties for the food inside. Typical of such materials are polycarbonate, and polyvinyl alcohols, lactic acid
- polymers polyesters and polypropylene.
- a preferred material is
- polyethylene particularly low density polyethylene because it is low in cost and has good barrier properties.
- the covering for the package may be wrapped onto the package and sealed, it may be a bag that is sealed, or may be a tube that is sealed at both ends.
- the formation of sealed air tight food packages is well known.
- the water impermeable air permeable covering for at least a portion of the sachet, container or label of the invention may be any material that will pass the amines and inhibits passage of water or other liquids. Typical of such materials are microporous spun bonded materials and microporous materials formed by stretching a voided material. A preferred material is a spun bonded polyolefin material such as the well-known Tyvek trademark material.
- Biogenic amines such as trimethylamine are synthesized by decaying animal, plant and enzymatic metabolisms, and consequently are found in a wide variety of food products. Biogenic amine formation is initially the result of protein breakdown. Biogenic amines are related to food safety and food quality issues, as some biogenic amines are associated with several acute adverse reactions in consumers. All protein rich foods su bjected to the conditions that allow bacterial development and activity are expected to accumulate certain amounts of biogenic amines. Biogenic amines are in fresh meats, fresh meat products, cooked meat products, cured meat products and fermented meat products.
- Biogenic amines are also found in chesses, tofu, alcoholic beverages, chocolate, sour cream, yogurt, beans, peas, sauerkraut, some fruits, some nuts, and fish.
- Some of the biogenic amines are trimethylamine, tyramine, tryptamine, phenylamine, histamine, putrescine, phenylethylaminne, agmatine, spermidine, spermine and cadaverine.
- Fish has been rejected by taste panels in the range of 3.0 - 9.5 mg / 1 00. grams (3 - 9.5 ppm) of trimethylamine in fish.
- Trimethylamine gives fish the pungent fishy odor.
- the human odor detection threshold of trimethylamine is .00026 - 2.1 mg / m3 (.00026 - 2.1 ppm). Because the threshold of detection is so low, this unpleasant odor becomes apparent long before the wholesomeness of the food is
- the packages of the invention will reduce the biogenic amine to below the level a human finds unpleasant and off-putting.
- the absorbers of the invention will reduce the biogenic amines after 7 days of refrigerated storage to a level that is acceptable to
- the level is suitably less than 1 0 ppb biogenic amine.
- a preferred level of less than 3 ppb is obtainable for a closely wrapped piece of fish after 7 days refrigerated storage. Closely wrapped means not baggy or loose.
- the gas space is less that the protein space in a closely wrapped package.
- biogenic amines given off by foods, other than fish amounts of greater than 5 ppb are not objectionable and greater amounts of these biogenic amines are acceptable to the consumer.
- Any non-toxic acid may be utilized in this invention. Suitable acids are hydrochloric acid, acetic acid, fumaric acid, malic acid, lactic acid, tartaric acid, sorbic acid, terephalic acid, benzoic acid, adipic acid, and sulfuric acid.
- a preferred acid is citric acid as it is very effective and safe in foods.
- Any about of acid may be used that is effective in a particular package.
- the amount of acid needed varies with the type of protein packages as well as how much protein is packaged.
- An objective of the invention is to formulate an irreversible absorber and reactant that will absorb and react with the biogenic amines that are formed, eliminating the off taste and off odor of the food thereby increasing the shelf life and quality of the food product.
- the reactant could be used alone or dissolved in water and adsorbed onto an adsorbent such as activated carbon, silica gel, molecular sieve, vermiculite, cellulose paper and absorbent polymers. This would allow the biogenic amine to be irreversibly adsorbed and neither the food product or consumer would not be in contact with the actual reactant.
- the invention utilizes a substantially irreversible biogenic amine adsorber.
- Amines are to a considerable extent irreversibly adsorbed on hydrated silica gel and aluminum oxide surfaces.
- citric acid gives its proton to trimethylamine forming (CH3)3NH + .
- Trimethylamine is a stronger base than water because nitrogen is less electronegative than oxygen.
- the trimethylammonium cation is a weaker acid (more stable) than the hydronium ion because nitrogen is less electronegative than oxygen and therefore can accommodate a positive formal charge more effectively. This trimethylammonium will be stable in the package and does not have an objectionable smell.
- Examples 1 -1 3 an 1 1 X 1 6 inch foil laminated pouch was used to test efficacy of the biogenic amine adsorbers. Inside of the foil pouch was placed a small Tyvek packet with the adsorber material along with a moisture source which was .4 grams of water on blotter paper. If the adsorber was dissolved in water then the adsorber was put on blotter paper inside of a packet and placed inside of the foil pouch with the moisture source. This foil pouch was then vacuumed, heated sealed and filled with three liters of gas containing 1 0 ppm of trimethylamine. Blank foil pouches were also filled with the trimethylamine containing gas to be used as a standard. The blanks were determined to contain 1 2,000 and 1 3,000 ppb trimethylamine for the 7 day test at room temperature. For the 1 5 day test the blanks were determined to contain 4,500 and 5,200 ppb of
- Tests were set up for Examples 1 2-26 where various biogenic amine adsorber chemistries were tested in the 3 liter vessel that was
- the initial test vessels are filled with 3 liters of gas containing 1 0,000 ppb (1 0 ppm) of trimethylamine.
- the reaction is slower at colder temperatures and this is the reason that some of the trimethylamine levels are relatively high but they have been reduced from the original 1 0,000 ppb.
- the two blank test vessels contained 9,400 ppb and 1 0,000 ppb of trimethylamine when measured after the 1 1 days at 4° C. Examples 27-32 use the same test vessels as Examples 1 2-26, but use different storage temperatures.
- citric acid (.001 0 moles) dissolved 1 ,800. ppb of trimethylamine in .4 grams of water and impregnated onto 1 .3
- Example 1 8 .2 grams of fumaric acid (.001 7 moles) 740. ppb of trimethylamine
- Example 1 9 .3 gram of malic acid (.0022 moles) 490. ppb of trimethylamine
- Example 22 .3 grams of sorbic acid (.0027 moles) 1 , 1 00. ppb trimethylamine
- Example 23 .3 grams of terephthalic acid (.001 8 moles) 6,600. ppb trimethylamine
- citric acid (.00234 moles) reduced the trimethylamine content from 1 0,000 ppb to less than 5. ppb at room temperature in 1 0 days. At refrigerated temperatures this same amount of time. Citric acid reduced the trimethylamine content to
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Food Science & Technology (AREA)
- Packages (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/626,397 US20140087033A1 (en) | 2012-09-25 | 2012-09-25 | Biogenic amine absorber |
| PCT/US2013/059858 WO2014052055A1 (en) | 2012-09-25 | 2013-09-16 | Biogenic amine absorber |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP2900570A1 true EP2900570A1 (de) | 2015-08-05 |
| EP2900570A4 EP2900570A4 (de) | 2016-05-25 |
Family
ID=50339097
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP13842764.6A Withdrawn EP2900570A4 (de) | 2012-09-25 | 2013-09-16 | Absorber für biogene amine |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20140087033A1 (de) |
| EP (1) | EP2900570A4 (de) |
| AR (1) | AR093240A1 (de) |
| WO (1) | WO2014052055A1 (de) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9717817B2 (en) | 2013-12-30 | 2017-08-01 | International Paper Company | Binary odor control system for absorbent articles |
| JP2020520641A (ja) * | 2017-05-18 | 2020-07-16 | フイルメニツヒ ソシエテ アノニムFirmenich Sa | 悪臭が低減された海洋性タンパク加水分解物組成物 |
| BR112020013007B1 (pt) | 2017-12-28 | 2024-02-06 | Bemis Company, Inc | Emplastros de embalagem com camada de vedação desinfetante |
| US11471555B2 (en) | 2018-05-25 | 2022-10-18 | International Paper Company | Methods of reducing trimethylamine |
| CN112423716A (zh) * | 2018-05-25 | 2021-02-26 | 国际纸业公司 | 气味控制吸收性材料和吸收性制品以及相关的使用方法和制造方法 |
| AU2019208150A1 (en) * | 2018-05-25 | 2019-12-12 | International Paper Company | Odor-control absorbent materials and absorbent articles and related methods of use and methods of making |
| US11021312B2 (en) | 2018-12-21 | 2021-06-01 | Altria Client Services Llc | Pouch with oxygen scavenger and method of forming pouch with oxygen scavenger |
| IT201900022509A1 (it) | 2019-11-29 | 2021-05-29 | Getters Spa | Imballaggio alimentare per il controllo o la rimozione di ammine |
| WO2023050486A1 (zh) * | 2021-09-28 | 2023-04-06 | 祁东农交汇食品有限公司 | 一种低生物胺含量的辣椒酱及其制备方法 |
| US12409996B2 (en) | 2023-03-17 | 2025-09-09 | Altria Client Services Llc | Package with multiple compartments |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ264453A (en) * | 1994-09-14 | 1998-06-26 | Meat Research Corp | Package wherein the production of carbon dioxide is independent of the removal of oxygen |
| US5654061A (en) * | 1995-01-17 | 1997-08-05 | E. I. Du Pont De Nemours And Company | Sulfide scavenging packaging materials |
| IT1279046B1 (it) * | 1995-07-17 | 1997-12-04 | Sirap Gema Spa | Vaschetta in materiale plastico per alimenti suscettibili di rilasciare liquidi |
| US5928560A (en) * | 1996-08-08 | 1999-07-27 | Tenneco Packaging Inc. | Oxygen scavenger accelerator |
| US5977212A (en) * | 1997-11-21 | 1999-11-02 | W. R. Grace & Co.-Conn. | Oxygen scavenging compositions |
| CA2346151A1 (en) * | 2000-05-02 | 2001-11-02 | Curwood, Inc. | Anti-transfer film and package |
| US6558571B1 (en) * | 2000-08-11 | 2003-05-06 | Multisorb Technologies, Inc. | Oxygen-absorbing composition and method |
| US20020106466A1 (en) * | 2000-08-18 | 2002-08-08 | Karlheinz Hausmann | Active amine scavenging film for fresh fish packaging |
| JP2005143402A (ja) * | 2003-11-17 | 2005-06-09 | Kazunori Seike | 抗菌のための生鮮食品ケース。 |
| US20080003171A1 (en) * | 2004-04-20 | 2008-01-03 | Smith William L | Microbial Control Using Hypochlorous Acid Vapor |
-
2012
- 2012-09-25 US US13/626,397 patent/US20140087033A1/en not_active Abandoned
-
2013
- 2013-09-16 WO PCT/US2013/059858 patent/WO2014052055A1/en not_active Ceased
- 2013-09-16 EP EP13842764.6A patent/EP2900570A4/de not_active Withdrawn
- 2013-09-25 AR ARP130103436A patent/AR093240A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20140087033A1 (en) | 2014-03-27 |
| AR093240A1 (es) | 2015-05-27 |
| WO2014052055A1 (en) | 2014-04-03 |
| EP2900570A4 (de) | 2016-05-25 |
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