CA2109115A1 - Adhesive for bonding a plastic film to a paper support to provide a plastic coating, and particularly suitable for bonding plastic film to sheet paper or cardboard - Google Patents
Adhesive for bonding a plastic film to a paper support to provide a plastic coating, and particularly suitable for bonding plastic film to sheet paper or cardboardInfo
- Publication number
- CA2109115A1 CA2109115A1 CA002109115A CA2109115A CA2109115A1 CA 2109115 A1 CA2109115 A1 CA 2109115A1 CA 002109115 A CA002109115 A CA 002109115A CA 2109115 A CA2109115 A CA 2109115A CA 2109115 A1 CA2109115 A1 CA 2109115A1
- Authority
- CA
- Canada
- Prior art keywords
- adhesive
- bonding
- plastic film
- paper
- plastic
- 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.)
- Abandoned
Links
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 57
- 239000000853 adhesive Substances 0.000 title claims abstract description 56
- 239000000123 paper Substances 0.000 title claims abstract description 23
- 239000002985 plastic film Substances 0.000 title claims abstract description 15
- 229920006255 plastic film Polymers 0.000 title claims abstract description 15
- 239000006223 plastic coating Substances 0.000 title claims abstract description 11
- 239000011111 cardboard Substances 0.000 title claims abstract description 9
- 239000011087 paperboard Substances 0.000 title claims abstract description 8
- 229920005749 polyurethane resin Polymers 0.000 claims abstract description 10
- 239000007787 solid Substances 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 8
- 150000002513 isocyanates Chemical class 0.000 claims description 8
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 7
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 7
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 229920001451 polypropylene glycol Polymers 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 claims description 5
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical group CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 claims description 4
- 229920005862 polyol Polymers 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 2
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 2
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 claims 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 8
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 6
- 229920002635 polyurethane Polymers 0.000 description 6
- 239000004814 polyurethane Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 238000000576 coating method Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- -1 :poIypropylene Polymers 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000412611 Consul Species 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 241000353355 Oreosoma atlanticum Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 101100070542 Podospora anserina het-s gene Proteins 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 230000002902 bimodal effect Effects 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004049 embossing Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 238000007866 imination reaction Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/10—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of paper or cardboard
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/089—Reaction retarding agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
- C08G18/6677—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6681—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6688—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3271
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/08—Polyurethanes from polyethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/12—Polyurethanes from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2170/00—Compositions for adhesives
- C08G2170/20—Compositions for hot melt adhesives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Laminated Bodies (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Adhesive Tapes (AREA)
Abstract
ABSTRACT OF THE DISCLOSURE
The invention provides an adhesive for bonding a plastic film to a paper support to provide it with plastic coating, and suitable in particular for bonding said plastic film to sheet paper or cardboard, consisting essentially of a 100%
solids one component polyurethane resin having a viscosity substantially of between 600 and 3500 Cp at 100 °C.
The invention provides an adhesive for bonding a plastic film to a paper support to provide it with plastic coating, and suitable in particular for bonding said plastic film to sheet paper or cardboard, consisting essentially of a 100%
solids one component polyurethane resin having a viscosity substantially of between 600 and 3500 Cp at 100 °C.
Description
2 1 0 ~ PCr~EP92/OO~g6 ADHESIVE FOR BONDING A PLASTIC FILM TO A PAPER SUPPORT
TO PROVIDE A ~LASTIC COATING, AND PAE~TICULARLY SUITABLE
-FOR BONDING PLASTIC FILl~I TO SHEET PAPER OR CA~D80ARD
It is well known to coat paper or cardboard supports with plastic film, by a plastic-coating process, where paper and cardboard are plastic coated in or~er to give the sheet a considerable r sistance to abrasion, repeated folding and wear, and to upgrade the appearance of print by giving it brilliance and preventing direct contact with the ink.
This process is used in the most diverse fields, from cosmetics in which the highest quality perfume boxes are formed iD this way, to jackets for boo~s and ~;records, oovers of periodicals for collection and ;~:15 consul~ation, bags for shops, cardboard covers for childrens books, exercise books and diaries. It is therefore a very widespread process.
In plastic coating, to obtain the aforesaid , : ~
chracteristics ~ach individual sheet is bonded by 20 ~ gluing to a ~ilm, usually~ of polyDropylene and more rarely of cellulose acetate, over which the adhesive dissolved in a solven~ has been spread.
The process normally comprises, `in succession, `.:
spreadinz the adhesive over the plastic fi}m, 25 evaporating tne adhesive solvent, bonding the film to :
the sheet by the adhesive, and removing the shee~ to recompose the pile.
Specifically, the p}astie film9 wound on a roll, is :~
unwound and passed througn meterinz rollers wnere it is 30 spread with th~ desired quantity of adhesive, after ::
~ -, ~ : ~nicn it enters a heated tunnel in which the solvent ~::
~, SU8STtTU ~ E SHEE7 W~ 92/1~Sr/7 ?~ PCr~2~0896 .
~ -.
co~tained in the adhesive is completely evaporated. On leaving the tunnel the film is pr~ssed by a calender to .
the paper or cardboard sheet, which is fed by a fe~der.
During this stage a cont~nuous struc~ure is obtained consistlng o~ a number o~ side-by-side she~ts bonded to a plastic film. The proc~dure can now contInue in two - dif~eren~ ways, either ~y winding the structure onto a reel and then cuttlng it lnto sheets, or by immediately separa~ing the sheets to then recompose the bank. This }o latt~r procedure is most often used. me adhesive must have particular characteris~ics in order to adap~ to the various types of paper and ink, to give the i~truoture the aforestated characterlstics and in : particular to resis the mechanical stresses to which it is subjected dur~ng processing. ~asically it must have a ~ery high degree of initial adhesion to prevent the paper and film mo~ing to differen~ extents and causlng wrinkles and channels. It must also have no . influenoe on ~the tonality o~ the inks, and no-~ resul L
in colour change. In ~addition it m~st--be rea~y to undergo in the shortest possible time further ~: operations such as embossing, carton~ng~ punching and binding.
All these re~uirements are totallyl sa$isfied by 25 polyurethane adhesives in solution in organic solvents .: ., ~ ~ prepared specially ~or the specific sector. They are ;.f .
;~ used by all plastic coa~ers. The main problem which ~.-:;~ arises from the~use of this type of adhesive is related ,~
to the evaporation of the org ~ ic solvent during the ;`
30 plastlc oating prooess, the evàporation involvin~
. serious consequences ~or the environment.
~ . .. ~ . .
: ~ S~JBSTITUTF SXE~
Mos t plastic coating firms are of craftsman t~pe anc~
c~erate on a ~obbing basis: the various graphic firms send t~e printed sheets in the mos' varie~ shaDes and quantities to the plas.,ic coat,er, who then r~tur ls the S sheets ooated, pile~ and banked to the printer or bo<: kbin~er. -2recisely because o. their tvery small s~ ze ard the n~odest t~rno~re- c~ each :~irm, there is no possib~ lity o~nvesting--~n--pran~-~or ~i2--recovery or con~ous.-, cn of 10 the exit soIt~ents. - -.
This is the reason ~or the e~l~ort expended in research ~ :
by adhesives pro~ucers to find -alter~a.,lve non-pollutant solutions . In an at ~.emp ~, to obviate this problem adhesi~es of various ohemical types in acueous :
15 solution, includlng polyur~thanes, ha~re appearedO
Hcwe~rer this t~,rpe of adhesi~re is: still ur~der develooment be~oro finding prac~ical application in industrsr.
further system in~rolves the use o~ film comprising a .
20 bonding layer of low ~elt~ng point. The ~ is ban ed ;
to the paDer by using hot calenders. .~his..A~s.ho~r.e~rer. a slow process with many limitations.
: ~
'' ' ~ ' '"
':
: ~ ' '. ' ' ' ' ' :' '. '' '' , ' ~ ~a - 21 ~3911~
GB-A-2077741 and EP-A-028092 relate to polyurethane adhesives qf the hot-melt type, namely thermoplastic materials which melt upon heating and set to a firm - -bond on c~oling. ~ -US Patent 4~10560 relate to polyurethane resins :-intended for use in abrasion resistan~e coatings, for which also adhesive properties to the substrate are described.
The object of the present invention is therefore to -10 provide an adhesive suitable for bonding paper to plastic coating ~ilm which overcomes the aforesaid ~ ~.
problems of the known art.
Thi~ adhesi~e must therefore be of the type which does not require the use ~f organic solvents, so avoiding ... ~;
all the problems connected with their removal during the application of the adhesi~e and film to the shett. :~
. As the adhesive of the present invention is '.:,,:
,, ~
.,,.~ ., :.
'~ ' `',".".',. ' .~;.
`,, ' ~ ' ',' '~, : . .. - .:
~ : . .. .
'. ~., ~
WO ~Ul ~ 7 PCTtE~92/~896 - , , pa~ticularly designed ~or bonding plastic coating film to sheet paper, a particular ob~ect of the invention is .to provide an adhesive which develops its adhesiveness : wlthin a short time and w1th a high degree of initial : 5 adhesiveness, to prevent the paper -sheet and film : moving relati~e to each other and so create wrinkling.
A further ob~ect of the inv~ntion is to provide the flnal plastlc coated produot with ideal functional and : aesthetic properties. These and further objects which will be apoarent from the descriptlon::-~re ~tai~ea according to the present invention by an adhesive fo~
; bonding a plastic film to a paper support to provid~
with plastic coating, and suitable in particular for bonding said plastic film to sheet paper or cardboarc., :; ~ 15 characterized by consistlng essentislly of a 100%
solids one componen~ polyurethane resin ha~ing a ~iscosity substantially of between 600 and 3~00 Cp at :100C.
; :The preferred embodiment o~ the~ invention relates to ~bondlng a plastic rilm to paper or cardboard in form f sheets.
;Said film can be~made from any 5uitable~plastic such as :poIypropylene, polyester, ce}lulose acetate, PVC, or others.
, 2$ l The polyurethane resin according to ~he invention can be prepared by réactlng suitable polyols, such as polypropylsne :glycols, ~ w1th a trialoohol or 2 trifunctional ~al1phatic :amine, and isocyanate in : :exc:ess, : in order to achieve a one component polyurethane. . :
Sa~id ~rialcohols can~be preferably trimethylol propane, SUeSTlTl~lTE S~.EET
~;-, ~-WO 92/1~;71 P~/EP92/00896 2 1 ~
_ 5 _ and said amine can be triisopropanolamine.
Said isocyanate can be preferably 4,4'-diphenylmethane diisocyanate or 2,4'-dlphenylmethane diisocyanate;
2,4 toluenediisocyanate, or 2,6 toluenediisocy nate, or 5 a mixture of the two isomers in ~uestion~ -As regards the polyols, these are quite preferably polypropylenglycols, chosen amcng those having an average molecular weight approximately inside the range 400~4000. In order to select ~he desired average -.-.
10 molecular weight, said polyols can be monomodal or ~ -.
bimodal.
Su~table viscosity modifiers can be added to the -~
reaction mixture in order to control the targeted,~
viscosity, which is essential according to the adhesive ~-~
of the invention.
In this regard, OH-bearing compounds can be used, such as for example glycols such as 1,4-but~ndiols, or monoethylene glycol.
A suitable acid modifier can also be added to the -... . .
20 reaction mixture 3 such as benzoyl chloride, or .~
~hosphoric acid. ~ :
As ~tated above, in order to obtain a one component -polyurethane, a residual amount of isocyanate is ;- :~
necessary at the end of the reaction.
In this regard, a preferred ratio NCO:OH is .- .. -, . . .
approximately 2~
Some non- limiting examples are given hereinafte~ to better describe the characteristics and advantages of .
; ~ the invention~
EX1U~PLE 1 A Dolyurethane resin suitable for forming an adhesive SL1 STlTlll~ S~E~ -:
::
WO~ 7 PcT/Ep~2/~s6 , according to the ~nvention is prepared from the following initial composition:
a) polypropyleneglycol M.W. 2000) b) polypropyleneglycol M.W. 400 ~ 68-8 4 (OH ~o. 86.7) 5 c) trimethylolpropane 1.275 d) 4,4'-diph~nylmethane diisocyanate 29.815 e~ benzoyl ohloride __0.036 -~
100. 000 . .
10 (M.W. = molecular weight). -Addition and reaction sequence 1) Add the propyleneglyools a) + b~ while stirring.
Raise the temperature to 50C.
2) Add and dissolve the trimethylolpropane c).
TO PROVIDE A ~LASTIC COATING, AND PAE~TICULARLY SUITABLE
-FOR BONDING PLASTIC FILl~I TO SHEET PAPER OR CA~D80ARD
It is well known to coat paper or cardboard supports with plastic film, by a plastic-coating process, where paper and cardboard are plastic coated in or~er to give the sheet a considerable r sistance to abrasion, repeated folding and wear, and to upgrade the appearance of print by giving it brilliance and preventing direct contact with the ink.
This process is used in the most diverse fields, from cosmetics in which the highest quality perfume boxes are formed iD this way, to jackets for boo~s and ~;records, oovers of periodicals for collection and ;~:15 consul~ation, bags for shops, cardboard covers for childrens books, exercise books and diaries. It is therefore a very widespread process.
In plastic coating, to obtain the aforesaid , : ~
chracteristics ~ach individual sheet is bonded by 20 ~ gluing to a ~ilm, usually~ of polyDropylene and more rarely of cellulose acetate, over which the adhesive dissolved in a solven~ has been spread.
The process normally comprises, `in succession, `.:
spreadinz the adhesive over the plastic fi}m, 25 evaporating tne adhesive solvent, bonding the film to :
the sheet by the adhesive, and removing the shee~ to recompose the pile.
Specifically, the p}astie film9 wound on a roll, is :~
unwound and passed througn meterinz rollers wnere it is 30 spread with th~ desired quantity of adhesive, after ::
~ -, ~ : ~nicn it enters a heated tunnel in which the solvent ~::
~, SU8STtTU ~ E SHEE7 W~ 92/1~Sr/7 ?~ PCr~2~0896 .
~ -.
co~tained in the adhesive is completely evaporated. On leaving the tunnel the film is pr~ssed by a calender to .
the paper or cardboard sheet, which is fed by a fe~der.
During this stage a cont~nuous struc~ure is obtained consistlng o~ a number o~ side-by-side she~ts bonded to a plastic film. The proc~dure can now contInue in two - dif~eren~ ways, either ~y winding the structure onto a reel and then cuttlng it lnto sheets, or by immediately separa~ing the sheets to then recompose the bank. This }o latt~r procedure is most often used. me adhesive must have particular characteris~ics in order to adap~ to the various types of paper and ink, to give the i~truoture the aforestated characterlstics and in : particular to resis the mechanical stresses to which it is subjected dur~ng processing. ~asically it must have a ~ery high degree of initial adhesion to prevent the paper and film mo~ing to differen~ extents and causlng wrinkles and channels. It must also have no . influenoe on ~the tonality o~ the inks, and no-~ resul L
in colour change. In ~addition it m~st--be rea~y to undergo in the shortest possible time further ~: operations such as embossing, carton~ng~ punching and binding.
All these re~uirements are totallyl sa$isfied by 25 polyurethane adhesives in solution in organic solvents .: ., ~ ~ prepared specially ~or the specific sector. They are ;.f .
;~ used by all plastic coa~ers. The main problem which ~.-:;~ arises from the~use of this type of adhesive is related ,~
to the evaporation of the org ~ ic solvent during the ;`
30 plastlc oating prooess, the evàporation involvin~
. serious consequences ~or the environment.
~ . .. ~ . .
: ~ S~JBSTITUTF SXE~
Mos t plastic coating firms are of craftsman t~pe anc~
c~erate on a ~obbing basis: the various graphic firms send t~e printed sheets in the mos' varie~ shaDes and quantities to the plas.,ic coat,er, who then r~tur ls the S sheets ooated, pile~ and banked to the printer or bo<: kbin~er. -2recisely because o. their tvery small s~ ze ard the n~odest t~rno~re- c~ each :~irm, there is no possib~ lity o~nvesting--~n--pran~-~or ~i2--recovery or con~ous.-, cn of 10 the exit soIt~ents. - -.
This is the reason ~or the e~l~ort expended in research ~ :
by adhesives pro~ucers to find -alter~a.,lve non-pollutant solutions . In an at ~.emp ~, to obviate this problem adhesi~es of various ohemical types in acueous :
15 solution, includlng polyur~thanes, ha~re appearedO
Hcwe~rer this t~,rpe of adhesi~re is: still ur~der develooment be~oro finding prac~ical application in industrsr.
further system in~rolves the use o~ film comprising a .
20 bonding layer of low ~elt~ng point. The ~ is ban ed ;
to the paDer by using hot calenders. .~his..A~s.ho~r.e~rer. a slow process with many limitations.
: ~
'' ' ~ ' '"
':
: ~ ' '. ' ' ' ' ' :' '. '' '' , ' ~ ~a - 21 ~3911~
GB-A-2077741 and EP-A-028092 relate to polyurethane adhesives qf the hot-melt type, namely thermoplastic materials which melt upon heating and set to a firm - -bond on c~oling. ~ -US Patent 4~10560 relate to polyurethane resins :-intended for use in abrasion resistan~e coatings, for which also adhesive properties to the substrate are described.
The object of the present invention is therefore to -10 provide an adhesive suitable for bonding paper to plastic coating ~ilm which overcomes the aforesaid ~ ~.
problems of the known art.
Thi~ adhesi~e must therefore be of the type which does not require the use ~f organic solvents, so avoiding ... ~;
all the problems connected with their removal during the application of the adhesi~e and film to the shett. :~
. As the adhesive of the present invention is '.:,,:
,, ~
.,,.~ ., :.
'~ ' `',".".',. ' .~;.
`,, ' ~ ' ',' '~, : . .. - .:
~ : . .. .
'. ~., ~
WO ~Ul ~ 7 PCTtE~92/~896 - , , pa~ticularly designed ~or bonding plastic coating film to sheet paper, a particular ob~ect of the invention is .to provide an adhesive which develops its adhesiveness : wlthin a short time and w1th a high degree of initial : 5 adhesiveness, to prevent the paper -sheet and film : moving relati~e to each other and so create wrinkling.
A further ob~ect of the inv~ntion is to provide the flnal plastlc coated produot with ideal functional and : aesthetic properties. These and further objects which will be apoarent from the descriptlon::-~re ~tai~ea according to the present invention by an adhesive fo~
; bonding a plastic film to a paper support to provid~
with plastic coating, and suitable in particular for bonding said plastic film to sheet paper or cardboarc., :; ~ 15 characterized by consistlng essentislly of a 100%
solids one componen~ polyurethane resin ha~ing a ~iscosity substantially of between 600 and 3~00 Cp at :100C.
; :The preferred embodiment o~ the~ invention relates to ~bondlng a plastic rilm to paper or cardboard in form f sheets.
;Said film can be~made from any 5uitable~plastic such as :poIypropylene, polyester, ce}lulose acetate, PVC, or others.
, 2$ l The polyurethane resin according to ~he invention can be prepared by réactlng suitable polyols, such as polypropylsne :glycols, ~ w1th a trialoohol or 2 trifunctional ~al1phatic :amine, and isocyanate in : :exc:ess, : in order to achieve a one component polyurethane. . :
Sa~id ~rialcohols can~be preferably trimethylol propane, SUeSTlTl~lTE S~.EET
~;-, ~-WO 92/1~;71 P~/EP92/00896 2 1 ~
_ 5 _ and said amine can be triisopropanolamine.
Said isocyanate can be preferably 4,4'-diphenylmethane diisocyanate or 2,4'-dlphenylmethane diisocyanate;
2,4 toluenediisocyanate, or 2,6 toluenediisocy nate, or 5 a mixture of the two isomers in ~uestion~ -As regards the polyols, these are quite preferably polypropylenglycols, chosen amcng those having an average molecular weight approximately inside the range 400~4000. In order to select ~he desired average -.-.
10 molecular weight, said polyols can be monomodal or ~ -.
bimodal.
Su~table viscosity modifiers can be added to the -~
reaction mixture in order to control the targeted,~
viscosity, which is essential according to the adhesive ~-~
of the invention.
In this regard, OH-bearing compounds can be used, such as for example glycols such as 1,4-but~ndiols, or monoethylene glycol.
A suitable acid modifier can also be added to the -... . .
20 reaction mixture 3 such as benzoyl chloride, or .~
~hosphoric acid. ~ :
As ~tated above, in order to obtain a one component -polyurethane, a residual amount of isocyanate is ;- :~
necessary at the end of the reaction.
In this regard, a preferred ratio NCO:OH is .- .. -, . . .
approximately 2~
Some non- limiting examples are given hereinafte~ to better describe the characteristics and advantages of .
; ~ the invention~
EX1U~PLE 1 A Dolyurethane resin suitable for forming an adhesive SL1 STlTlll~ S~E~ -:
::
WO~ 7 PcT/Ep~2/~s6 , according to the ~nvention is prepared from the following initial composition:
a) polypropyleneglycol M.W. 2000) b) polypropyleneglycol M.W. 400 ~ 68-8 4 (OH ~o. 86.7) 5 c) trimethylolpropane 1.275 d) 4,4'-diph~nylmethane diisocyanate 29.815 e~ benzoyl ohloride __0.036 -~
100. 000 . .
10 (M.W. = molecular weight). -Addition and reaction sequence 1) Add the propyleneglyools a) + b~ while stirring.
Raise the temperature to 50C.
2) Add and dissolve the trimethylolpropane c).
3~ When c) has completely dissolved, add the diisocyanate d) and t~e benzoyl chloride e). React ~;
under stirring at 90-95C ~or 2 hours. Check the ~
~ .
~ vlscosity at 100C and ~he residual isocyanate ~
:
~; ~ percentage agalnst the values specif~éd below. ~-4) Discharge to ri~lter.
The pol~ure hane resin obtained has the following ~ ,-characteristics: -~
Appearance: clear yellow ~ -~
; ~f ~ solid:~ 100 ; ~ f ' Viscosity in Cp at 100C: 1000 (+ 200 ; Brookrield 3 x; 50 % NCO: 4.3 (+ O.lS~
- The v~sCosity of this resin was measured as a Punction : of temperature within the temperature range of 40-65C, whicA can be considered the useful operating range for apDlication of the adhesive.
51J~Slrll'a)'rl~ SHEE~:T
.... .
W~9~7 PCr1EP9~00~96 : ~ 2 ~
. .
_ 7 --The results are gi~en in Table A below. ~ , ~
TABLE A .~ :
Viscosity as a f~nction of temperature ~ ;
Temperature Viscoslty (Brookfield RVF100) :
under stirring at 90-95C ~or 2 hours. Check the ~
~ .
~ vlscosity at 100C and ~he residual isocyanate ~
:
~; ~ percentage agalnst the values specif~éd below. ~-4) Discharge to ri~lter.
The pol~ure hane resin obtained has the following ~ ,-characteristics: -~
Appearance: clear yellow ~ -~
; ~f ~ solid:~ 100 ; ~ f ' Viscosity in Cp at 100C: 1000 (+ 200 ; Brookrield 3 x; 50 % NCO: 4.3 (+ O.lS~
- The v~sCosity of this resin was measured as a Punction : of temperature within the temperature range of 40-65C, whicA can be considered the useful operating range for apDlication of the adhesive.
51J~Slrll'a)'rl~ SHEE~:T
.... .
W~9~7 PCr1EP9~00~96 : ~ 2 ~
. .
_ 7 --The results are gi~en in Table A below. ~ , ~
TABLE A .~ :
Viscosity as a f~nction of temperature ~ ;
Temperature Viscoslty (Brookfield RVF100) :
5 _ C_ CD .. .:
- 48000 (6 X 2~
33000 ( 6 X 20 ) " ,; "
: 50 ~2500 (6 x 20 16000 (6 x 20) 10250 ~6 x ~0) ~5 7250 (6 x 20) , :-.
: 100 : 1200 .B~ The numbers in parentheses t~ the side of the viscosity values indicate the rotor/rotational speed com~ination use~ for~the measurement.
~; ~ EXAMPLE 2 ;~ .;:
: A polyurethane resin:su~table for ~orming an adhesive accordlng to the inven~ion ls prepared from the ollowing initial composition~
20 a) polypropyleneglycol M~W. 2000 : t 57.88 . `
:b) polypropyle~eglycol M.W. 400 10.13 c:) trimethylolpropane . .1.25 d) 4,4'-diphenylmethane diisocyanate 29.40 e) benzoyl ohloride 0.03 ~:
25 f) dipropylene glycol l.3l . (iV~.W. = molecular weight) ; ~:
1) Add the propyleneglycols a) ~ b) while stirring~
Raise the temperature to 50C~
; : 2) Add and dissolve the trimethylOlDrODane c).
s~l~ur~
WO~IB377 PCT/E ~ t~896 ~ ~ ~ 9 ~
3) When c) has completely dissolved, add the -. diisocyanate d) and the benzoyl chloride e). React : under s~irring at 90C for 2 hours~ Check the residual -~ isocyanate percentage. ~-: : 5 3b3 Add the dipropylene glycol f) and react under stirring at 90C for 1 hour. Check the vis~osity at 100C and the residual isocyanate percenta~e against the ~alues specified below.
~: 4) Discharge to ~ilter.~ ~
10 The polyurethane r sin obtained has the following ~.
: ~ characteristics: i -~:; Appearance ~ clear yellow : % solid: ; 100 ..
; Viscosity in Cp at 100C: :2400 (+ 200 15 ~rookfield 3 x 50 ~
% NC0: : 3.2 (+ 0.1~) :
The:~iscosity of this resin was~measured as a function ~ :
of temperature wi~hin the temperature range o~ 40-65C, ~ .
whlch can be oonsidored the useful operatlng range for ;~d~ 20 applicatlon of the adhesive.
: me results are given in Table A':below. -~
V1scosity as a function cf temperature ~ ~;
' ~ 'Temperature;~ Viscoslty (Brookfield RVF100;~
2 5 C ~ CD . .
. ; . .
~ : 190000 (6 ~20) .;:~
`~ 45~ 12500~ t6 ~ 20) .. -~
~ 50 ; 82000 (6 x 20) `~ 55~ 52000 (6 x;20) ; 30 ~ 60 ~ 36000 (~ x 20) GS ~ 23000 (S x ao~
: ~ : SUE~STITU~ S~ ET ~ /"
I
, "~'' ''', W~ 7 PCrJEP~896 , 9 ~ 1 ~
g _ ,.- . .
N.B. The numbers in parentheses to the side of the "
viscosity values indicate the rotor/rotational speed : -combination used for the measurement. -5 EX~PLE 3 A polyurethane resin according to the invention is . ~ -prepared ~rom the following initia~ composit$on:
a) polypropylenglycol M.W. 2000 43.100?
: b) polypropylenglycol M.W~ 400 1~.81 10 c) Triisopropanolamine 2.295 .,,;
d) 4,4'-diphenylmethane diisocyanate 34.757 e) benzoyl chloride 0.030 100.000 '. '':' , 15 Addition and reaction se~uence :.
` 1) React while stirring a) ~ b), at 45C~
; 2) Add c), previously dissolved and mix. ~
~ 3) When c) is dissolved, add d). Temperature should be: ~-:~ not higher than 8CC, check the NC0 content9 which :: 20 should be % NC0=4.51; and viscosity at 100C. When . ;~
viscosity and~C0 content are as planned, add and mix *) , .`:~: 4) Discharge to filter.
The adhesive of Example 1 of the invention was used for plastic-coating paper sheets with a polypropvlene film (thickness 12 microns).
:: The objec~ c~ the test is to determine an important ; property of~ the coated sheet, ie its brightness, ~ ~.
following bonding with said adhesive, as a function o~ ~-3Q 'he auantity of adhesive spread, ie the coating weight (g/m ) exp~ess d as the-grams of adhesi~e sprsad per " ~
SW135TITIJTE~: SHEE:T ~
~ = = ~;
square metre of sheet surface.
During the bonding, a silicone-coated paper sheet of adequate size is interposed between the two substrates to be joined, taking care to place the silicone coated side of the paper on the substrate with the adhesive.
After calendaring, a square of 100 cm2 is cut from the bonded zone containing the silicone-coated paper.
The adhesive -coated substrate and the silicone- coated paper are separated from the rest and weighed on an analytical balance. The adhesive is washed with the chosen solvent and the substrate (clean) and silicone-coated paper are re-weighed.
Expression of result: g/m2 = (A - B) x 100 where:
A = weight of substrate + adhesive + silicone-coated paper (before washing) B = weight of substrate + silicone-coated paper (after washing).
In this test the adhesive of the example of the invention is compared with a polyurethane adhesive of known type dissolved in solvent.
The results obtained are summarized in Table B below.
The different tests (A and B) at different temperatures were conducted on the adhesive of the invention.
TABLE B
Description of adhesives ADCOTE B16685: Solvent-free adhesive of the above example. % NV 100 Viscosity 1100 CP at 100°C (Brookfield 3x50) % NCO 4.2 ADCOTE C2163: Adhesive dissolved in solvent, used for ~ ~ . ~ . .
~V~9~1~577 PCTJE ~ /OC896 " . ~ , .
:: !: , , , / ", 21~ ~13 ; : ~
-- 11 -- . .. ..
comparison. % JW 26 Viscosity 50 Cp at 25C (Brookfield lxlQO) % NCO 0.6 ADCOTE VISCOSITY ADHESI~E CALENDER g/m B~IGHTNESS
TEST(A) 11750 54/55 BO 4.3 ~5 90 .. -~
~,, TEST(B) 4S~0 68 69/70 2.0 60 go ADCOTE .
C~163(know~)50 ~5 60 5.0 60 ~0 From the results of Table B, it can be generally noted that analogous bright~ess effects are obtained with the two compar~d adhesives but using a lower coating weight of the adhesive of the invent~on. In particular, it can :~ I5 be seen that for an a~hesive temperature of around 54/55C (Test A), a brig~tness at 20C is obtained for the adhesive Or the invention which is in fact better :; than ~or the comparison adhesive ~again using less ~:adhesive of the invention). ~t a higher adhesi~e 20: appll~etion temperature (~es:t ~, 68C), the same ~ ;brlghtness effect ~as the oomparison adhesi~e is ;~ ~ obteined using only 2:g/m of the: adhesive of the invention against 5 mglm of the comparison adhesive.
i The testjtherefore aemonstrates that;in addition ito:the basic advantages of the invention as initially stated, ` and~which are discussed hereinafter~ thè important property of brightn~ss o~ the plastic coated sheet is obtainable in the :case o~ the in~ention with a ~ : decidedly lower amount of adhesive.
:~ : 30 The ~ests also~ showed that all the initially stated ~ ...
.: basic advantages o~ the invention are attained. the - .::
~ ~ ~ . SUBSTITU~ SWEF~
6V09~ ~ 7 ' . ' P~TtEP~U~96 ` ` ~ 2 1 0~
12 ~
~- advantages obtainable with the adhesive of the invention are ln particular the e~imination of , ,, atmospheric and environmental pollution because of the ~ ,, , : absence of any solvent; energy saving in,that,no drying 5 tunnel is required:; no rlsk of flammabllity due to , :', ~:,.',,,' : :solvents; no problem of disposal~of,special toxic or :' , '.-harm~ul~ refuse;~paper-~ilm~: bonding rate:much higAer ~-.,~ '',,''.-, than that ;~or known adhesives (3-4 times higher) and in '"'~
ny~:;event~dependent~solely~on~ reed: capaci ~ o~ the ',,~,",'"~"'' 10~ feeder;::to~ obtaln:the~same~ aesthetic and~:functional characterlstics~it~Ls sufflcient to~apply an adhesive ,.", ',~
quantity~ 2-3 time~s~less~ than :the~ quantity: currently '-.. ,~ ,' ; nece~ssary using~:known~;:adhesives;~because'of the~small ,,Z~ .;"
adhèsive~qu ~ tit ~:the~aDpeara ce~of~;the~plastlc-coated ~ ~ ".
l;S~product~ lS ~ much~more~pIanar;:-whqn:~ cross-linking is comple,te~the~degrèe;o~;ad esion~obtainéd~is higher. In .
;add~tion,;~àccording~to~ h~e~lnventlon~ the~sheets~can~be sepa ~ d~ and plled~ after~only-~ one hour rollowing bonding.~ oreo~er,~ c`a ~ be~l ~ ediately~
= ~ c rton~ng ~r ~ ~ SUI~s~17UT~ E~
- 48000 (6 X 2~
33000 ( 6 X 20 ) " ,; "
: 50 ~2500 (6 x 20 16000 (6 x 20) 10250 ~6 x ~0) ~5 7250 (6 x 20) , :-.
: 100 : 1200 .B~ The numbers in parentheses t~ the side of the viscosity values indicate the rotor/rotational speed com~ination use~ for~the measurement.
~; ~ EXAMPLE 2 ;~ .;:
: A polyurethane resin:su~table for ~orming an adhesive accordlng to the inven~ion ls prepared from the ollowing initial composition~
20 a) polypropyleneglycol M~W. 2000 : t 57.88 . `
:b) polypropyle~eglycol M.W. 400 10.13 c:) trimethylolpropane . .1.25 d) 4,4'-diphenylmethane diisocyanate 29.40 e) benzoyl ohloride 0.03 ~:
25 f) dipropylene glycol l.3l . (iV~.W. = molecular weight) ; ~:
1) Add the propyleneglycols a) ~ b) while stirring~
Raise the temperature to 50C~
; : 2) Add and dissolve the trimethylOlDrODane c).
s~l~ur~
WO~IB377 PCT/E ~ t~896 ~ ~ ~ 9 ~
3) When c) has completely dissolved, add the -. diisocyanate d) and the benzoyl chloride e). React : under s~irring at 90C for 2 hours~ Check the residual -~ isocyanate percentage. ~-: : 5 3b3 Add the dipropylene glycol f) and react under stirring at 90C for 1 hour. Check the vis~osity at 100C and the residual isocyanate percenta~e against the ~alues specified below.
~: 4) Discharge to ~ilter.~ ~
10 The polyurethane r sin obtained has the following ~.
: ~ characteristics: i -~:; Appearance ~ clear yellow : % solid: ; 100 ..
; Viscosity in Cp at 100C: :2400 (+ 200 15 ~rookfield 3 x 50 ~
% NC0: : 3.2 (+ 0.1~) :
The:~iscosity of this resin was~measured as a function ~ :
of temperature wi~hin the temperature range o~ 40-65C, ~ .
whlch can be oonsidored the useful operatlng range for ;~d~ 20 applicatlon of the adhesive.
: me results are given in Table A':below. -~
V1scosity as a function cf temperature ~ ~;
' ~ 'Temperature;~ Viscoslty (Brookfield RVF100;~
2 5 C ~ CD . .
. ; . .
~ : 190000 (6 ~20) .;:~
`~ 45~ 12500~ t6 ~ 20) .. -~
~ 50 ; 82000 (6 x 20) `~ 55~ 52000 (6 x;20) ; 30 ~ 60 ~ 36000 (~ x 20) GS ~ 23000 (S x ao~
: ~ : SUE~STITU~ S~ ET ~ /"
I
, "~'' ''', W~ 7 PCrJEP~896 , 9 ~ 1 ~
g _ ,.- . .
N.B. The numbers in parentheses to the side of the "
viscosity values indicate the rotor/rotational speed : -combination used for the measurement. -5 EX~PLE 3 A polyurethane resin according to the invention is . ~ -prepared ~rom the following initia~ composit$on:
a) polypropylenglycol M.W. 2000 43.100?
: b) polypropylenglycol M.W~ 400 1~.81 10 c) Triisopropanolamine 2.295 .,,;
d) 4,4'-diphenylmethane diisocyanate 34.757 e) benzoyl chloride 0.030 100.000 '. '':' , 15 Addition and reaction se~uence :.
` 1) React while stirring a) ~ b), at 45C~
; 2) Add c), previously dissolved and mix. ~
~ 3) When c) is dissolved, add d). Temperature should be: ~-:~ not higher than 8CC, check the NC0 content9 which :: 20 should be % NC0=4.51; and viscosity at 100C. When . ;~
viscosity and~C0 content are as planned, add and mix *) , .`:~: 4) Discharge to filter.
The adhesive of Example 1 of the invention was used for plastic-coating paper sheets with a polypropvlene film (thickness 12 microns).
:: The objec~ c~ the test is to determine an important ; property of~ the coated sheet, ie its brightness, ~ ~.
following bonding with said adhesive, as a function o~ ~-3Q 'he auantity of adhesive spread, ie the coating weight (g/m ) exp~ess d as the-grams of adhesi~e sprsad per " ~
SW135TITIJTE~: SHEE:T ~
~ = = ~;
square metre of sheet surface.
During the bonding, a silicone-coated paper sheet of adequate size is interposed between the two substrates to be joined, taking care to place the silicone coated side of the paper on the substrate with the adhesive.
After calendaring, a square of 100 cm2 is cut from the bonded zone containing the silicone-coated paper.
The adhesive -coated substrate and the silicone- coated paper are separated from the rest and weighed on an analytical balance. The adhesive is washed with the chosen solvent and the substrate (clean) and silicone-coated paper are re-weighed.
Expression of result: g/m2 = (A - B) x 100 where:
A = weight of substrate + adhesive + silicone-coated paper (before washing) B = weight of substrate + silicone-coated paper (after washing).
In this test the adhesive of the example of the invention is compared with a polyurethane adhesive of known type dissolved in solvent.
The results obtained are summarized in Table B below.
The different tests (A and B) at different temperatures were conducted on the adhesive of the invention.
TABLE B
Description of adhesives ADCOTE B16685: Solvent-free adhesive of the above example. % NV 100 Viscosity 1100 CP at 100°C (Brookfield 3x50) % NCO 4.2 ADCOTE C2163: Adhesive dissolved in solvent, used for ~ ~ . ~ . .
~V~9~1~577 PCTJE ~ /OC896 " . ~ , .
:: !: , , , / ", 21~ ~13 ; : ~
-- 11 -- . .. ..
comparison. % JW 26 Viscosity 50 Cp at 25C (Brookfield lxlQO) % NCO 0.6 ADCOTE VISCOSITY ADHESI~E CALENDER g/m B~IGHTNESS
TEST(A) 11750 54/55 BO 4.3 ~5 90 .. -~
~,, TEST(B) 4S~0 68 69/70 2.0 60 go ADCOTE .
C~163(know~)50 ~5 60 5.0 60 ~0 From the results of Table B, it can be generally noted that analogous bright~ess effects are obtained with the two compar~d adhesives but using a lower coating weight of the adhesive of the invent~on. In particular, it can :~ I5 be seen that for an a~hesive temperature of around 54/55C (Test A), a brig~tness at 20C is obtained for the adhesive Or the invention which is in fact better :; than ~or the comparison adhesive ~again using less ~:adhesive of the invention). ~t a higher adhesi~e 20: appll~etion temperature (~es:t ~, 68C), the same ~ ;brlghtness effect ~as the oomparison adhesi~e is ;~ ~ obteined using only 2:g/m of the: adhesive of the invention against 5 mglm of the comparison adhesive.
i The testjtherefore aemonstrates that;in addition ito:the basic advantages of the invention as initially stated, ` and~which are discussed hereinafter~ thè important property of brightn~ss o~ the plastic coated sheet is obtainable in the :case o~ the in~ention with a ~ : decidedly lower amount of adhesive.
:~ : 30 The ~ests also~ showed that all the initially stated ~ ...
.: basic advantages o~ the invention are attained. the - .::
~ ~ ~ . SUBSTITU~ SWEF~
6V09~ ~ 7 ' . ' P~TtEP~U~96 ` ` ~ 2 1 0~
12 ~
~- advantages obtainable with the adhesive of the invention are ln particular the e~imination of , ,, atmospheric and environmental pollution because of the ~ ,, , : absence of any solvent; energy saving in,that,no drying 5 tunnel is required:; no rlsk of flammabllity due to , :', ~:,.',,,' : :solvents; no problem of disposal~of,special toxic or :' , '.-harm~ul~ refuse;~paper-~ilm~: bonding rate:much higAer ~-.,~ '',,''.-, than that ;~or known adhesives (3-4 times higher) and in '"'~
ny~:;event~dependent~solely~on~ reed: capaci ~ o~ the ',,~,",'"~"'' 10~ feeder;::to~ obtaln:the~same~ aesthetic and~:functional characterlstics~it~Ls sufflcient to~apply an adhesive ,.", ',~
quantity~ 2-3 time~s~less~ than :the~ quantity: currently '-.. ,~ ,' ; nece~ssary using~:known~;:adhesives;~because'of the~small ,,Z~ .;"
adhèsive~qu ~ tit ~:the~aDpeara ce~of~;the~plastlc-coated ~ ~ ".
l;S~product~ lS ~ much~more~pIanar;:-whqn:~ cross-linking is comple,te~the~degrèe;o~;ad esion~obtainéd~is higher. In .
;add~tion,;~àccording~to~ h~e~lnventlon~ the~sheets~can~be sepa ~ d~ and plled~ after~only-~ one hour rollowing bonding.~ oreo~er,~ c`a ~ be~l ~ ediately~
= ~ c rton~ng ~r ~ ~ SUI~s~17UT~ E~
Claims (12)
1. A method for plastic coating a paper support by bonding a plastic film on it by an adhesive, particularly suitable for bonding said plastic film to sheet paper or cardboard, characterized by the fact of interposing between said paper support and plastic film an adhesive essentially consisting of a 100% solids one component polyurethane resin having a viscosity substantially between 600 and 3500 Cp at 100°C.
2. A method according to claim 1, characterized by the fact that said polyurethane resin is the product of a reaction of a polyol, such as polypropyleneglycol having an average molecular weight inside the range 400 ? 4000, with a trialcohol or a trifunctional aliphatic amine, and isocyante in excess.
3. A method according to claim 2, characterized by the fact that said trialcohol is trimethylol propane.
4. A method according to claim 2, characterized by the fact that said amine is triisopropanol amine.
5. A method according to claim 2, characterized by the fact that said isocyanate can be selected among 4,4'-diphenylmethane diisocyante; 2,4'-diphenylmethane diisocyanate; 2,4 toluenediisocyanate; 2,6 toluene-diisocyanate; a mixture of the isomers in question.
6. A method according to claim 2, characterized by the fact that said reaction is carried out in the presence of a viscosity modifier.
7. An adhesive for bonding a plastic film to a paper support to provide it with plastic coating, and suitable in particular for bonding said plastic film to sheet paper or cardboard, characterized by consisting essentially of a 100% solids one component polyurethane resin having a viscosity substantially of between 600 and 3500 Cp at 100°C.
8. An adhesive as claimed in claim 7 characterized by being prepared from the following reaction mixture c) trimethylolpropane 1.25 d) 4,4'-diphenylmethane diisocyanate 29.815 e) benzoyl chloride 0.036 100.000 (M.W. = average molecular weight).
9. An adhesive as claimed in claim 7, characterized by being prepared from the following reaction mixture:
a) polypropyleneglycol M.W. 2000 57.88 b) polypropyleneglycol M.W. 400 10.13 c) trimethylolpropane 1.25 d) 4,4'-diphenylmethane diisocyanate 29.40 e) benzoyl chloride 0.03 f) dipropylene glycol 1.31 100.000 (M.W. = average molecular weight).
a) polypropyleneglycol M.W. 2000 57.88 b) polypropyleneglycol M.W. 400 10.13 c) trimethylolpropane 1.25 d) 4,4'-diphenylmethane diisocyanate 29.40 e) benzoyl chloride 0.03 f) dipropylene glycol 1.31 100.000 (M.W. = average molecular weight).
10. An adhesive as claimed in claim 7 characterized by containing an isocyanate percentage of between 4.15 and 4.35.
11. An adhesive as claimed in claim 7, characterized by being prepared from the following reaction mixture:
a) polypropylenglycol M.W. 2000 43.100 b) polypropylenglycol M.W. 400 19.818 (OH No.=120.3) c) Triisopropanolamine 2.295 d) 4,4'-diphenylmethane diisocyanate 34.757 e) benzoyl chloride 0.030 100.000 and having a % NCO content of around 4.51.
a) polypropylenglycol M.W. 2000 43.100 b) polypropylenglycol M.W. 400 19.818 (OH No.=120.3) c) Triisopropanolamine 2.295 d) 4,4'-diphenylmethane diisocyanate 34.757 e) benzoyl chloride 0.030 100.000 and having a % NCO content of around 4.51.
12. Use of a 100% solids one component polyurethane resin having a viscosity substantially inside the range of 600 and 3500 Cp at 100 °C as an adhesive for bonding a plastic film on a paper support.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI91A001118 | 1991-04-23 | ||
| ITMI911118A IT1246958B (en) | 1991-04-23 | 1991-04-23 | ADHESIVE TO COUPLE A PLASTIC FILM TO CARRY OUT A PLASTIC SUPPORT FOR PLASTIFICATION, SUITABLE FOR PARTICULARLY COUPLING PLASTIC FILM WITH PAPER OR SHEET CARDBOARD |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2109115A1 true CA2109115A1 (en) | 1992-10-24 |
Family
ID=11359746
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002109115A Abandoned CA2109115A1 (en) | 1991-04-23 | 1992-04-22 | Adhesive for bonding a plastic film to a paper support to provide a plastic coating, and particularly suitable for bonding plastic film to sheet paper or cardboard |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0582607A1 (en) |
| JP (1) | JPH06506963A (en) |
| AU (1) | AU659148B2 (en) |
| BR (1) | BR9205933A (en) |
| CA (1) | CA2109115A1 (en) |
| IT (1) | IT1246958B (en) |
| WO (1) | WO1992018577A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE310062T1 (en) | 2001-03-16 | 2005-12-15 | Toyo Boseki | COMPOSITE SLIDE |
| EP4238891A1 (en) | 2022-03-02 | 2023-09-06 | Boegli-Gravures S.A. | Tamper-evidence for a product casing |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3198692A (en) * | 1963-02-26 | 1965-08-03 | Tee Pak Inc | Polyolefin laminate |
| DE1594118B1 (en) * | 1967-01-27 | 1970-05-21 | Henkel & Cie Gmbh | Adhesives based on isocyanate addition products |
| GB2077741A (en) * | 1980-06-12 | 1981-12-23 | Airborne Ind Ltd | Non-flammable polyurethane adhesive |
| US4710560A (en) * | 1986-09-08 | 1987-12-01 | W. R. Grace & Co. | Polyurethane coating composition |
| DE8702715U1 (en) * | 1987-02-21 | 1987-04-09 | Ludwig Fr. Noltemeyer GmbH, 3300 Braunschweig | Record pocket open along one edge |
-
1991
- 1991-04-23 IT ITMI911118A patent/IT1246958B/en active IP Right Grant
-
1992
- 1992-04-22 CA CA002109115A patent/CA2109115A1/en not_active Abandoned
- 1992-04-22 AU AU16506/92A patent/AU659148B2/en not_active Ceased
- 1992-04-22 BR BR9205933A patent/BR9205933A/en not_active Application Discontinuation
- 1992-04-22 WO PCT/EP1992/000896 patent/WO1992018577A1/en not_active Application Discontinuation
- 1992-04-22 EP EP92909168A patent/EP0582607A1/en not_active Withdrawn
- 1992-04-22 JP JP4508493A patent/JPH06506963A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT1246958B (en) | 1994-12-01 |
| WO1992018577A1 (en) | 1992-10-29 |
| ITMI911118A1 (en) | 1992-10-24 |
| EP0582607A1 (en) | 1994-02-16 |
| ITMI911118A0 (en) | 1991-04-23 |
| AU1650692A (en) | 1992-11-17 |
| AU659148B2 (en) | 1995-05-11 |
| JPH06506963A (en) | 1994-08-04 |
| BR9205933A (en) | 1994-07-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |