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Study of the stability and reactivity of migrant migrant components from printing inks and adhesives, used in packaging materials of foodstuffs - MIGRINKT . Overview. Introduction PR FAVV-AFSCA 2009/01 MIGRINKT Overview 6 WP WP 1 (15th of March ) Today. Introduction : Migration.

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Study of the stability and reactivity of migrant migrant components from printing inks and adhesives, used in packaging materials of foodstuffs - MIGRINKT.

overview
Overview
  • Introduction
  • PR FAVV-AFSCA 2009/01
  • MIGRINKT
    • Overview 6 WP
    • WP 1 (15th of March)
  • Today
introduction migration
Introduction: Migration

food

  • Classicalmigration (diffusion)
    • Via direct contact
    • Via gas phase
  • Unintentedpresence (set-off and residuesof technical aids)

 GMP

food

overview1
Overview
  • Introduction
  • PR FAVV-AFSCA 2009/01
  • MIGRINKT
    • Overview 6 WP
    • WP 1 (15th of March)
  • Today
pr favv afsca 2009 01
PR FAVV-AFSCA 2009/01
  • No harmonizedlegislation !!!
  • General list
pr favv afsca 2009 01 general list of compounds used for inks and glues manufacture
PR FAVV-AFSCA 2009/01 –General list of compounds usedforinksandgluesmanufacture

Swiss Ordinance on Food Contact materials 817.023.21

  • 1stof April 2010
  • Annex 1 (List I and II of EC Plastic Directive 2002/72/EC) and Annex 6 (List I-V)
  • Annex 6 lists 5 groups of substances (almost 6000 comp)
  • Monomers
  • Colorants
  • Solvents
  • Additives
  • Photoinitiators

List A: evaluatedsubstances, sufficienttoxicity data (SML based on TDIvalue)

List B: “unevaluated” substances, insufficienttoxicity data (10ppb or lowerdetection limit)

pr favv afsca 2009 01 general list of compounds used for inks and glues manufacturing
PR FAVV-AFSCA 2009/01 –General list of compounds usedforinksandglues manufacturing
  • All compounds listed in the Annex 6 of the Swiss Ordinance (Lists A and B) (5760 comp in total)
  • Missing substances listed in the Information letter to the Swiss Ordinance (218 compounds)
  • Compounds from Plastic Directive 2002/72/EC (Annex 1 of the Swiss Ordinance) not included in the Annex 6 of the Swiss Ordinance

(65 compounds)

  • Compounds from FACET list not included in the Annex 6 of the Swiss Ordinance (54 compounds)
pr favv afsca 2009 011
PR FAVV-AFSCA 2009/01
  • General list  Final list

6097  399 compounds

  • Final list  risk ranking list:
    • MW
    • SML
pr favv afsca 2009 01 final list risk ranking list

MW

<

medianvalue (202 Da)

low MW

highest

priority

104 compounds

low SML

207 compounds

high

MW

103 compounds

medianvalue (202 Da)

MW

<

medianvalue (1 mg/kg food)

SML

£

middle priority

399 compounds

MW

medianvalue (184 Da)

<

medianvalue (1 mg/kg food)

>

SML

low MW

96 compounds

high SML

high MW

192 compounds

lowest

priority

96 compounds

MW

<

medianvalue (184 Da)

PR FAVV-AFSCA 2009/01 – Final list  Risk ranking list
pr favv afsca 2009 01 final list risk ranking list1

MW

<

medianvalue (202 Da)

low MW

highest

priority

104 compounds

low SML

207 compounds

high

MW

103 compounds

medianvalue (202 Da)

MW

<

medianvalue (1 mg/kg food)

SML

£

middle priority

399 compounds

MW

medianvalue (184 Da)

<

medianvalue (1 mg/kg food)

>

SML

low MW

96 compounds

high SML

high MW

192 compounds

lowest

priority

96 compounds

MW

<

medianvalue (184 Da)

PR FAVV-AFSCA 2009/01 – Final list  Risk ranking list
  • This list includes:
  • 27 additives
  • 60 monomers
  • 2 solvents
  • 5 photoinitiators
  • 10 compounds from Plastic Directive
overview2
Overview
  • Introduction
  • PR FAVV-AFSCA 2009/01
  • MIGRINKT
    • Overview 6 WP
    • WP 1 (15th of March)
  • Today
migrinkt overview 6wp
MIGRINKT – overview 6WP
  • WP 1: Study of literature concerning stability, reactivity and analyze methods of the most relevant migrants
  • WP 2, 3 & 4: Study of stabilityselected migrants in water and acetic acid (WP2), ethanol (WP3) and MPPO (WP4)
    • Not UV-activated compounds
    • UV-activated compounds
wp 2 3 4
WP 2, 3 & 4 :

Not UV-activated compounds

10 days/40°C

24h/reflux

Light

Dark

Light

Dark

100% recovery ?

yes

OK

no

Investigation differenttemperatures (20 – 60°C) and times (1 – 10 days)

wp 2 3 41
WP 2, 3& 4 :

UV-activated compounds

UV-activation

No UV-activation

10 days/40°C

24h/reflux

10 days/40°C

24h/reflux

Light

Dark

Light

Dark

Light

Dark

Light

Dark

100% recovery ?

yes

OK

no

Investigation differenttemperatures (20 – 60°C) and times (1 – 10 days)

migrinkt overview 6wp1
MIGRINKT – overview 6WP
  • WP 1: Study of literature concerning stability, reactivity and analyze methods of the most relevant migrants
  • WP 2, 3 & 4: Study of stabilityselected migrants in water and acetic acid (WP2), ethanol (WP3) and MPPO (WP4)
  • WP 5: Validationkinetic models withpackaging film
  • WP 6: General coordinationand reports
migrinkt wp1 risk ranking list favv

MW

<

medianvalue (202 Da)

low MW

highest

priority

104 compounds

low SML

207 compounds

high

MW

103 compounds

medianvalue (202 Da)

MW

<

medianvalue (1 mg/kg food)

SML

£

middle priority

399 compounds

MW

medianvalue (184 Da)

<

medianvalue (1 mg/kg food)

>

SML

low MW

96 compounds

high SML

high MW

192 compounds

lowest

priority

96 compounds

MW

<

medianvalue (184 Da)

MIGRINKT – WP1Risk ranking list FAVV
migrinkt wp1 photoinitiators
MIGRINKT – WP1Photoinitiators
  • High priority (5):

Benzophenone

2-methylbenzophenone

3-methylbenzophenone

4-methylbenzophenone

Ethyl-4-(dimethylamino)benzoate

  • Middle priority (7):

Methyl-2-benzoylbenzoate

2-Isopropyl thioxanthone

4-Isopropyl thioxanthone

2-Benzyl-2-dimethylamino-4-morpholino butyrophenone

2-(4-Methylbenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-1-butanon

2-Hydroxy-1-(4-(4-(2-hydroxy-2-methylpropionyl)benzyl)phenyl-2-methyl-2-propanone

1-(4-[(4-Benzoylphenyl)thio]phenyl)-2-methyl-2-[(4-methylphenyl)sulfonyl]-1-propan-1-one

migrinkt wp1 photoinitiators2
MIGRINKT – WP1Photoinitiators
  • High priority (5):

Benzophenone

2-methylbenzophenone – Type II

3-methylbenzophenone – Type II

4-methylbenzophenone – Type II

Ethyl-4-(dimethylamino)benzoate – Type I and coinitiator

  • Middle priority (7):

Methyl-2-benzoylbenzoate – Type II

2-Isopropyl thioxanthone – Type II

4-Isopropyl thioxanthone – Type II

2-Benzyl-2-dimethylamino-4-morpholino butyrophenone – Type I

2-(4-Methylbenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-1-butanon

2-Hydroxy-1-(4-(4-(2-hydroxy-2-methylpropionyl)benzyl)phenyl-2-methyl-2-propanone – Type I

1-(4-[(4-Benzoylphenyl)thio]phenyl)-2-methyl-2-[(4-methylphenyl)sulfonyl]-1-propan-1-one – Type I

overview3
Overview
  • Introduction
  • PR FAVV-AFSCA 2009/01
  • MIGRINKT
    • Overview 6 WP
    • WP 1 (15th of March)
  • Today: Questions
are any of the selected photoinitiators still used in ink glue manufacturing
Are any of the selectedphotoinitiators (still) used in ink/glue-manufacturing?
  • High priority (5):

Benzophenone

2-methylbenzophenone – Type II

3-methylbenzophenone – Type II

4-methylbenzophenone – Type II

Ethyl-4-(dimethylamino)benzoate – Type I and coinitiator

  • Middle priority (7):

Methyl-2-benzoylbenzoate – Type II

2-Isopropyl thioxanthone – Type II

4-Isopropyl thioxanthone – Type II

2-Benzyl-2-dimethylamino-4-morpholino butyrophenone – Type I

2-(4-Methylbenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-1-butanon

2-Hydroxy-1-(4-(4-(2-hydroxy-2-methylpropionyl)benzyl)phenyl-2-methyl-2-propanone – Type I

1-(4-[(4-Benzoylphenyl)thio]phenyl)-2-methyl-2-[(4-methylphenyl)sulfonyl]-1-propan-1-one – Type I

are any of the selected coinitiators still used in ink glue manufacturing
Are any of the selectedcoinitiators(still) used in ink/glue-manufacturing?
  • Ethyl-4-(dimethylamino)benzoate
  • 4,4’-bis(dimethylamino)benzophenone)

CAS: 90-93-7

  • 1-hydroxycyclohexyl-1-phenyl ketone

CAS: 947-19-3

  • 2-ethylhexyl-4-dimethylaminobenzoate

CAS: 21245-02-3

  • 2-methyl-1(4-(methylthio)phenyl)-2-morpholino propan-1-one

CAS: 71868-10-5

uv radiation
UV-radiation?
  • Glue: 300-500nm
  • Ink: 365-400nm

365nm?

  • Light intensity range: 50-5000mW/cm2

 Narrow down?

practical questions
Practical questions?
  • Contact?
  • E.g. Mixture of
    • Photoinitiator
    • Coinitiator
    • Solvent

 concentrations?

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