WO2020027739A1 - Polyol and blocked isocyanate mixture one component binder used in textile printing ink applications - Google Patents

Polyol and blocked isocyanate mixture one component binder used in textile printing ink applications Download PDF

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Publication number
WO2020027739A1
WO2020027739A1 PCT/TR2018/000075 TR2018000075W WO2020027739A1 WO 2020027739 A1 WO2020027739 A1 WO 2020027739A1 TR 2018000075 W TR2018000075 W TR 2018000075W WO 2020027739 A1 WO2020027739 A1 WO 2020027739A1
Authority
WO
WIPO (PCT)
Prior art keywords
polyol
textile
blocked isocyanate
component binder
textile printing
Prior art date
Application number
PCT/TR2018/000075
Other languages
French (fr)
Inventor
Durmuş TUNCER
Original Assignee
Anadolu Ki̇mya Sanayi̇ Ve Ti̇caret Li̇mi̇ted Şi̇rketi̇
SOYADI, Isim
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Anadolu Ki̇mya Sanayi̇ Ve Ti̇caret Li̇mi̇ted Şi̇rketi̇, SOYADI, Isim filed Critical Anadolu Ki̇mya Sanayi̇ Ve Ti̇caret Li̇mi̇ted Şi̇rketi̇
Priority to PCT/TR2018/000075 priority Critical patent/WO2020027739A1/en
Publication of WO2020027739A1 publication Critical patent/WO2020027739A1/en

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5271—Polyesters; Polycarbonates; Alkyd resins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5285—Polyurethanes; Polyurea; Polyguanides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6138—Polymerisation products of glycols, e.g. Carbowax, Pluronics
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/651—Compounds without nitrogen
    • D06P1/65106—Oxygen-containing compounds
    • D06P1/65118—Compounds containing hydroxyl groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/30—Ink jet printing

Definitions

  • This invention relates to polyol and blocked isocyanate mixture one component binder developed to ensure that flexible and non-adhesive products are obtained depending on the binder properties in textile printing ink applications, and that energy costs are reduced by way of lower fixing temperature and risk of deformation is reduced on any given fabric.
  • Fixing at given temperature also disfigures the fabric, causing yellowing, contraction etc.
  • Printing performed by using acrylic emulsions bears the risk of formaldehyde release, which is a prohibited chemical substance. This may have adverse effects on the health of living creatures.
  • silicone-based textile printing inks are used in combination with platinum catalyst, it is a high-cost polymer. Since they are applied as two components by serigraphy, the life of the mixture is short, so redundant material turns out to be waste. This means extra cost. Silicone curing requires 1 ,5 to 2 minutes of time and temperature as high as 160°C, which increases energy costs and disfigures the fabric quality.
  • Acrylic emulsion binders are also used for producing digital ink jet printing inks that contain organic pigments apart from screen printing inks. Digital ink printing inks that contain present acrylic emulsion binder cause problems such as quick drying. These binders may cause congestion at the nozzles due to dryness.
  • Objective of Invention Objective of this invention is to use polyol and blocked isocyanate mixture one component binder in textile ink applications whose outputs are flexible and non- adhesive film on the fabric.
  • Objective of this invention is to prevent passing through the silk screen troubles in screen printing or rotary screen printing that occurs other binders mentioned above because of water evaporation because polyol and blocked isocyanate mixture one component binder contains no water.
  • Objective of this invention is to prevent congestion at the nozzles in case of digital ink jet printing because polyol and blocked isocyanate mixture one component binder contains no water and does not come in an emulsion structure.
  • Objective of this invention is to ensure that a properly thick film layer, also known as high-density printing, is obtained on the textile fabric surface by way of using polyol and blocked isocyanate mixture one component binder in textile ink printing applications, and to provide better washing fastness because the binder contains no water-soluble groups.
  • Objective of this invention is to decrease energy costs and also to prevent deformation of the fabric as binder allows lower temperatures as 110°C and shorter timing as 0,5 to 1 minute compared to present day textile printing applications.
  • Polyol and blocked isocyanate mixture as is used in textile ink printing applications is a one component binder.
  • the binder is composed of blocked isocyanate, which is pure or contains organic solvent, and polyol mixture.
  • Blocked isocyanate contained blocking agents to inhibit reacting with polyols at room temperature. These are blocking agents such as diethylmalonate, e- caprolactam, 3,5- dimethylpyrazole, methylethylketoxime.
  • Blocking isocyanates may come in pure or contain harmless solvents as butyl acetate. Depending on the type of blocking agent, the blocking remains at higher temperatures than room temperature.
  • Polyols and isocyanates have a wide range of use in two-component polyurethane systems.
  • Scope of this invention relates to the use of one component polyol and blocked isocyanate binding mixture in production of textile printing ink.
  • the blocked isocyanates that do not get reactive at room temperature but unblocked due to increase in heat, hence they react with polyols.
  • Binder contains no water.
  • the one component binder that functions to produce textile printing ink is thickened with proper thickeners, defoamed with anti- foaming agent and rheology is regulated with rheology modifiers.
  • Glycerine, diethylene glycol, propylene glycol, polyethylene glycol, triethylene glycol, terephthalate esters, sebacate esters, phosphate esters, citrates, adipates, benzoates, maleates as well as plasticizer in polymeric structure are added to the textile printing inks as plasticising and elasticising agents.
  • organic pigments and inorganic pigments such as titanium dioxide, calcium carbonate, fillers such as talk, clay and viscosity regulating agents such as silica and dispersing agents are added in case of coloured printings as might be needed.
  • polyol and blocked isocyanates mixture one component binder may be used alone or in combination with the aforecited additional chemicals by making the same into printing inks to be applied by way of screen printing, rotary screen printing, digital ink jet printing, fabric surface bathing, doctor blade, spraying interalia other techniques.
  • Polyester polyol at 45%
  • Printing flexibility, washing fastness, adhesiveness and film rigidity may be changed by adapting the aforecited additional chemicals and the given ratios.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

This invention relates to polyol and blocked isocyanate mixture one component binder developed to ensure that flexible and non-adhesive products are obtained depending on the binder properties in textile printing ink applications, and that energy costs are reduced by way of lower fixing temperature and risk of deformation is reduced on any given fabric.

Description

POLYOL AND BLOCKED ISOCYANATE MIXTURE ONE COMPONENT BINDER USED IN TEXTILE PRINTING INK APPLICATIONS
Technical Background
This invention relates to polyol and blocked isocyanate mixture one component binder developed to ensure that flexible and non-adhesive products are obtained depending on the binder properties in textile printing ink applications, and that energy costs are reduced by way of lower fixing temperature and risk of deformation is reduced on any given fabric.
Prior Art
Primarily four polymer structures, namely, polyurethane, acrylic, PVC and silicone, are used as binders in textile printing ink applications; whereas textile printing inks obtained from the listed binders as known today have following disadvantages.
When textile printing inks made from acrylic polymer is applied on the fabric by way of screen printing, fixing in 1,5 minutes at 160°C is required in order to create a film on the fabric surface. Surface tackiness is an important problem on outputs from acrylic polymer. Water molecules present in acrylic emulsion lead to problems on the part of the users because of evaporation at the time of application, which, in turn, leads to increased viscosity, failure of textile printing ink to get passed through the silk mould. Increased viscosity sometimes causes that ink is no longer eligible for use, which means more costs to be incurred by the applying party. Aqueous emulsions of acrylic polymers lead to decrease in washing fastness. With water-based acrylic polymers, it is not possible to get thick films, also known as high-density printing. Contraction occurs as water is present in the system; hence a homogenously distributed film cannot be obtained. In addition, a 1 ,5-minute fixing at 160°C is another factor that increases costs of the application.
Fixing at given temperature also disfigures the fabric, causing yellowing, contraction etc. Printing performed by using acrylic emulsions bears the risk of formaldehyde release, which is a prohibited chemical substance. This may have adverse effects on the health of living creatures.
When textile printing inks made by using water-based polyurethane dispersion are applied on the fabric by screen printing, a 1 ,5-minute fixing at 160°C is required in order to create a film on the fabric surface. Even though polyurethane dispersions do not create an adhesive film like acrylic emulsions, water molecules present in dispersion are difficult to work on. As water evaporates, viscosity increases and the output is rendered ineligible for use. Hydrophilic functional groups that are present in polyurethane dispersions may lead to reduced washing fastness. With water-base polyurethane dispersion, it is not possible to get thick films, also known as high-intensity printing. Contraction occurs as water is present in the system; hence a homogenously distributed film cannot be obtained. In addition, a 1 ,5-minute fixing at 160°C increases costs of the application.
When textile printing inks made by using PVC is applied by screen printing, even though they work on screen well and thick film outputs, also known as high- density printing, is concerned, they are still not much preferred in that they fail to meet ecological standards. Also, a 1 ,5-minute fixing at 160°C is required so that PVC-based textile printing ink creates a film. This increases energy costs to be incurred, and disfigures the fabric quality.
Since silicone-based textile printing inks are used in combination with platinum catalyst, it is a high-cost polymer. Since they are applied as two components by serigraphy, the life of the mixture is short, so redundant material turns out to be waste. This means extra cost. Silicone curing requires 1 ,5 to 2 minutes of time and temperature as high as 160°C, which increases energy costs and disfigures the fabric quality.
Acrylic emulsion binders are also used for producing digital ink jet printing inks that contain organic pigments apart from screen printing inks. Digital ink printing inks that contain present acrylic emulsion binder cause problems such as quick drying. These binders may cause congestion at the nozzles due to dryness.
Objective of Invention Objective of this invention is to use polyol and blocked isocyanate mixture one component binder in textile ink applications whose outputs are flexible and non- adhesive film on the fabric.
Objective of this invention is to prevent passing through the silk screen troubles in screen printing or rotary screen printing that occurs other binders mentioned above because of water evaporation because polyol and blocked isocyanate mixture one component binder contains no water.
Objective of this invention is to prevent congestion at the nozzles in case of digital ink jet printing because polyol and blocked isocyanate mixture one component binder contains no water and does not come in an emulsion structure.
Objective of this invention is to ensure that a properly thick film layer, also known as high-density printing, is obtained on the textile fabric surface by way of using polyol and blocked isocyanate mixture one component binder in textile ink printing applications, and to provide better washing fastness because the binder contains no water-soluble groups. Objective of this invention is to decrease energy costs and also to prevent deformation of the fabric as binder allows lower temperatures as 110°C and shorter timing as 0,5 to 1 minute compared to present day textile printing applications.
Detailed Description of Invention
Polyol and blocked isocyanate mixture as is used in textile ink printing applications is a one component binder. The binder is composed of blocked isocyanate, which is pure or contains organic solvent, and polyol mixture. Blocked isocyanate contained blocking agents to inhibit reacting with polyols at room temperature. These are blocking agents such as diethylmalonate, e- caprolactam, 3,5- dimethylpyrazole, methylethylketoxime. Blocking isocyanates may come in pure or contain harmless solvents as butyl acetate. Depending on the type of blocking agent, the blocking remains at higher temperatures than room temperature.
The pure or harmless solvent-based blocked isocyanate systems react with polyether polyol or polyester polyol. For this reason, linear or branched diamines may also be used instead of polyols. A mixture of polyol and diamine compounds may also be used.
Polyols and isocyanates have a wide range of use in two-component polyurethane systems. Scope of this invention relates to the use of one component polyol and blocked isocyanate binding mixture in production of textile printing ink. In this one component binder mixture, the blocked isocyanates that do not get reactive at room temperature but unblocked due to increase in heat, hence they react with polyols.
Binder contains no water. The one component binder that functions to produce textile printing ink is thickened with proper thickeners, defoamed with anti- foaming agent and rheology is regulated with rheology modifiers. Glycerine, diethylene glycol, propylene glycol, polyethylene glycol, triethylene glycol, terephthalate esters, sebacate esters, phosphate esters, citrates, adipates, benzoates, maleates as well as plasticizer in polymeric structure are added to the textile printing inks as plasticising and elasticising agents. Likewise, organic pigments and inorganic pigments such as titanium dioxide, calcium carbonate, fillers such as talk, clay and viscosity regulating agents such as silica and dispersing agents are added in case of coloured printings as might be needed.
The resultant products applied on the textile surface by way of, say, screen printing or digital ink jet technique with flash cure or without flash cure. Fixing is applied to thus obtained printed textiles for 0,5 to 1 minute at and above 1 10°C. Resultant surfaces are non-adhesive and flexible. The aforecited additional chemicals may be mixed into them at miscellaneous ratios.
In textile ink printing applications, polyol and blocked isocyanates mixture one component binder may be used alone or in combination with the aforecited additional chemicals by making the same into printing inks to be applied by way of screen printing, rotary screen printing, digital ink jet printing, fabric surface bathing, doctor blade, spraying interalia other techniques.
Example Formula
1 ) The following formula may be given as an example for screen printing:
Polyester polyol at 45%
Blocked isocyanates at 45%
Glycol at 5%
Anti-foam at 0,5%
Thickener at 1 ,5%
Pigment at 3%
When white printing is requested, titanium dioxide up to 45% and dispersing agent up to 2% may be added. 2) The following formula may be given as an example for digital ink jet printing: Polyester polyol at 40%
Blocked isocyanates at 40%
Solvent at 15%
Pigment at 5%
Printing flexibility, washing fastness, adhesiveness and film rigidity may be changed by adapting the aforecited additional chemicals and the given ratios.

Claims

1- It is a binder as is used for screen printing or rotation or digital textile ink printing applications, and is characterised as;
- Blocked isocyanate and polyol mixture one component that contains pure or harmless solvent.
2- It is one component binder as is used in textile ink printing applications according to Claim 1 , and is characterised as containing linear or branched diamine components instead of polyol or in combination with polyol in the mixture,
3- It is one component binder as is used in textile ink printing applications according to Claim 1 or Claim 2, and is characterised as being used in textile ink printing applications by mixing the same with glycols, plasticisers, thickeners, fill materials, organic or inorganic pigments, dispergators. 4- It is textile printing ink that contains one component binder as is used in textile ink printing applications according to Claim 1 or Claim 2 or Claim 3, and is characterised as being fixed in 0,5 to 1 minute as of 1 10°C.
PCT/TR2018/000075 2018-08-02 2018-08-02 Polyol and blocked isocyanate mixture one component binder used in textile printing ink applications WO2020027739A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/TR2018/000075 WO2020027739A1 (en) 2018-08-02 2018-08-02 Polyol and blocked isocyanate mixture one component binder used in textile printing ink applications

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/TR2018/000075 WO2020027739A1 (en) 2018-08-02 2018-08-02 Polyol and blocked isocyanate mixture one component binder used in textile printing ink applications

Publications (1)

Publication Number Publication Date
WO2020027739A1 true WO2020027739A1 (en) 2020-02-06

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Country Status (1)

Country Link
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6105502A (en) * 1998-10-02 2000-08-22 Sawgrass Systems, Inc. Reactive ink printing process
US20050129882A1 (en) * 2003-12-16 2005-06-16 Snow Larry G. Processes for preparing printable and printed articles
US20090092801A1 (en) * 2006-04-24 2009-04-09 Toyo Ink Manufacturing Co., Ltd. Nonaqueous inkjet ink, ink composition for inkjet recording, and substrate for color filter
US20140186533A1 (en) * 2012-12-28 2014-07-03 Matsui Shikiso Chemical Co., Ltd. Method for inkjet textile printing

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6105502A (en) * 1998-10-02 2000-08-22 Sawgrass Systems, Inc. Reactive ink printing process
US20050129882A1 (en) * 2003-12-16 2005-06-16 Snow Larry G. Processes for preparing printable and printed articles
US20090092801A1 (en) * 2006-04-24 2009-04-09 Toyo Ink Manufacturing Co., Ltd. Nonaqueous inkjet ink, ink composition for inkjet recording, and substrate for color filter
US20140186533A1 (en) * 2012-12-28 2014-07-03 Matsui Shikiso Chemical Co., Ltd. Method for inkjet textile printing

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